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Home > Encyclopedia > Dimethylacetamide

Dimethylacetamide

pharmaceutical raw materials
Dimethylacetamide structure

Dimethylacetamide 

structure
  • CAS No:

    127-19-5

  • Chemical Name:

    Dimethylacetamide

  • Synonyms:

    Acetamide,N,N-dimethyl-;N,N-Dimethylacetamide;Acetdimethylamide;Dimethylacetamide;Dimethylamide acetate;DMA;N,N-Dimethylethanamide;DMAc;DMAA;NSC 3138

  • Categories:

    Organic Chemistry  >  Amides

Description

N,N-Dimethylacetamide is an inexpensive, common aprotic organic solvent.


Dimethylacetamide (DMA) is the organic compound with the formula CH3C(O)N(CH3)2. This colorless, water-miscible, high boiling liquid is commonly used as a polar solvent in organic synthesis. DMA is miscible with most other solvents, although it is poorly soluble in aliphatic hydrocarbons.


Dimethylacetamide appears as a clear colorless liquid with a faint odor similar to ammonia. About the same density as water. Flash point 145°F. Vapors heavier than air. May by toxic by skin absorption. May irritate eyes and skin.|DryPowder; Liquid|OILY COLOURLESS LIQUID WITH PUNGENT ODOUR.|Colorless liquid with a weak, ammonia- or fish-like odor.


Dimethylacetamide appears as a clear colorless liquid with a faint odor similar to ammonia. About the same density as water. Flash point 145°F. Vapors heavier than air. May by toxic by skin absorption. May irritate eyes and skin.|N,N-dimethylacetamide is a member of the class of acetamides that is acetamide in which the hydrogens attached to the N atom have been replaced by two methyl groups respectively. Metabolite observed in cancer metabolism. It has a role as a human metabolite. It is a member of acetamides and a monocarboxylic acid amide. It derives from an acetamide.

Dimethylacetamide Basic Attributes

87.1204

87.12

204-826-4

JCV5VDB3HY

0259

3138

1993|2810

DTXSID5020499

Liquid|OILY|Colorless liquid

2924199090

Characteristics

20.31

-0.8

Transparent colorless liquid

0.9366 g/cm3 @ Temp: 25 °C

-18.59 °C

163-165 °C

40 °F

n20/D 1.439(lit.)

Miscible

Packaging integrity, light loading and unloading, warehouse ventilation, away from the fire, high temperature, and oxidants, acid stored separately

0.107mmHg at 25°C

3.89 (vs air)

Class IIIA Combustible Liquid: Fl.P. at or above 140°F and below 200°F.

vol% in air: 1.8 11.5

AMINE

1.36e-11 cm3/molecule*sec

1.31e-08 atm-m3/mole|Henry's Law constant= 1.31X10-8 atm-cu m/mole @ 25 °C

pKa = -0.19 @ < 25 °C in aqueous sulfuric acid

Hydroxyl radical rate constant = 1.36X10-11 cu cm/molecule-sec @ 25 °C

Water soluble.

Amides and Imides

DIMETHYLACETAMIDE is an amide. Incompatible with oxidizing agents and halogenated compounds. Exothermic reactions occur with carbon tetrachloride and hexachlorocyclohexane. It can react violently in the presence of iron. (NTP, 1992) Special Hazards of Combustion Products: Emits carbon oxides, nitrogen oxides, and dimethylamine when heated to decomposition.

914 °F (USCG, 1999)|490 °C

-6,980 CAL/G

8.81 eV

LOWER FLAMMABLE LIMIT: 1.8% BY VOL @ 212 °F; UPPER FLAMMABLE LIMIT: 11.5% BY VOL @ 320 °F|Class IIIA Combustible Liquid: Fl.P. at or above 140°F and below 200°F.

119 CAL/G

Critical temperature: 385 °C; critical pressure: 39.7 atm

Safety Information

UN 1279 3/PG 2

3

R20/21; R61

S16-S24-S53-S45

TX9625000

T

Ventilation along the floor. Separated from strong oxidants.

Stable. Combustible. Incompatible with strong oxidizing agents.

P201-P261-P280-P305 + P351 + P338-P308 + P313

H312 + H332-H319-H360D

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.|1. By absorbing it in vermiculite, dry sand, earth or a similar material and disposing in sealed containers in secured sanitary landfill. 2. By atomizing in a suitable combustion chamber equipped with an appropriate effluent gas cleaning device.

Carbon tetrachloride, other halogenated compounds when in contact with iron, oxidizers.|Violent reaction with halogenated compounds (e.g, carbon tetrachloride, hexachlorocyclohexane) when heated above 90 °C. Iron powder catalyzes the reaction so that it initiates at 71 °C.

CENT CHEM HAZARD ASSESSMENT, SYRACUSE; INFORMATION PROFILES ON POTENTIAL OCCUPATIONAL HAZARDS. VOLUME I. SINGLE CHEMICALS. N,N-DIMETHYL ACETAMIDE; REPORT; ORDER NUMBER PB81-148009, 14 PP (1979). REVIEW OF KNOWN & SUSPECTED HEALTH EFFECTS, EXTENTS OF WORKER EXPOSURE, & INDUSTRIAL IMPORTANCE.

UN 1279 3/PG 2

P201; P261; P280; P302 + P352 + P312; P304 + P340 + P312; P308 + P313

This chemical is combustible. (NTP, 1992)|Combustible. Gives off irritating or toxic fumes (or gases) in a fire. Above 63 °C explosive vapour/air mixtures may be formed.|Flammable - 2nd degree

|Danger|H312: Harmful in contact with skin [Warning Acute toxicity, dermal]|P201, P202, P261, P271, P280, P281, P302+P352, P304+P312, P304+P340, P308+P313, P312, P322, P363, P405, and P501|H312 (99.58%): Harmful in contact with skin [Warning Acute toxicity, dermal]|P201, P202, P261, P264, P271, P280, P281, P302+P352, P304+P312, P304+P340, P305+P351+P338, P308+P313, P312, P322, P337+P313, P363, P405, and P501|Aggregated GHS information provided by 958 companies from 25 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|P201, P202, P260, P261, P271, P280, P281, P302+P352, P304+P312, P304+P340, P308+P313, P312, P314, P322, P363, P405, and P501|Warning|H351: Suspected of causing cancer [Warning Carcinogenicity]|P201, P202, P281, P308+P313, P405, and P501|H320: Causes eye irritation [Warning Serious eye damage/eye irritation]|P201, P202, P260, P261, P264, P270, P271, P281, P304+P312, P304+P340, P305+P351+P338, P308+P313, P311, P312, P314, P321, P337+P313, P403+P233, P405, and P501|H227: Combustible liquid [Warning Flammable liquids]|P201, P202, P210, P260, P261, P264, P270, P271, P280, P281, P304+P340, P305+P351+P338, P308+P313, P311, P312, P314, P321, P332+P313, P337+P313, P370+P378, P403+P233, P403+P235, P405, and P501

Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]: As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions. LARGE SPILL: Consider initial downwind evacuation for at least 300 meters (1000 feet). FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)

Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]: ELIMINATE all ignition sources (no smoking, flares, sparks or flames in immediate area). All equipment used when handling the product must be grounded. Do not touch or walk through spilled material. Stop leak if you can do it without risk. Prevent entry into waterways, sewers, basements or confined areas. A vapor-suppressing foam may be used to reduce vapors. Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers. Use clean, non-sparking tools to collect absorbed material. LARGE SPILL: Dike far ahead of liquid spill for later disposal. Water spray may reduce vapor, but may not prevent ignition in closed spaces. (ERG, 2016)

Skin: Wear appropriate personal protective clothing to prevent skin contact. Eyes: Wear appropriate eye protection to prevent eye contact. Wash skin: The worker should immediately wash the skin when it becomes contaminated. Remove: Work clothing that becomes wet or significantly contaminated should be removed and replaced. Change: No recommendation is made specifying the need for the worker to change clothing after the work shift. Provide: Facilities for quickly drenching the body should be provided within the immediate work area for emergency use where there is a possibility of exposure. [Note: It is intended that these facilities provide a sufficient quantity or flow of water to quickly remove the substance from any body areas likely to be exposed. The actual determination of what constitutes an adequate quick drench facility depends on the specific circumstances. In certain instances, a deluge shower should be readily available, whereas in others, the availability of water from a sink or hose could be considered adequate.] (NIOSH, 2016)|GOGGLES OR FACE SHIELD, RUBBER GLOVES|Wear appropriate personal protective clothing to prevent skin contact.|Wear appropriate eye protection to prevent eye contact.|Facilities for quickly drenching the body should be provided within the immediate work area for emergency use where there is a possibility of exposure. [Note: It is intended that these facilities provide a sufficient quantity or flow of water to quickly remove the substance from any body areas likely to be exposed. The actual determination of what constitutes an adequate quick drench facility depends on the specific circumstances. In certain instances, a deluge shower should be readily available, whereas in others, the availability of water from a sink or hose could be considered adequate.]|For more Personal Protective Equipment (PPE) (Complete) data for N,N-DIMETHYLACETAMIDE (9 total), please visit the HSDB record page.|(See protection codes)

Combustible when exposed to heat or flame.

1.8-11.5% (LIMITS, % BY VOL IN AIR)|A moderate explosion hazard.|Explosive limits , vol% in air: 1.8 - 11.5

EXTINGUISH WITH WATER, DRY CHEMICALS, ALCOHOL FOAM OR CARBON DIOXIDE

1. Ventilate the area of spill or leak. 2. For small quantities, absorb on paper towels. Evaporate in safe place (such as fume hood). Allow sufficient time for evaporating vapors to completely clear the hood ductwork. Burn paper in suitable location away from combustible materials.

SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.|The worker should immediately wash the skin when it becomes contaminated.|Work clothing that becomes wet or significantly contaminated should be removed or replaced.|SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at end of shift, but should remain at employee's place of work for cleaning.

Liquid causes mild irritation of eyes and skin.|ON DECOMPOSITION CAN EMIT FUMES HIGHLY IRRITATING TO EYES, MUCOUS MEMBRANES.

Permissible Exposure Limit: Table Z-1 8-hr Time-Weighted Avg: 10 ppm (35 mg/cu m). Skin Designation.

Recommended Exposure Limit: 10 Hr Time-Weighted Avg: 10 ppm (35 mg/cu m), skin

Personal protection: chemical protection suit. Collect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations.

Ventilation along the floor. Separated from strong oxidants.

A harmful contamination of the air will be reached rather slowly on evaporation of this substance at 20 °C.

The substance may have effects on the liver. This may result in impaired functions. Animal tests show that this substance possibly causes toxicity to human reproduction or development.

NO open flames. Above 63 °C use a closed system, ventilation and explosion-proof electrical equipment.

STRICT HYGIENE! AVOID EXPOSURE OF (PREGNANT) WOMEN!

Use ventilation, local exhaust or breathing protection.

Protective gloves. Protective clothing.

Wear face shield.

| 2 - Materials that, under emergency conditions, can cause temporary incapacitation or residual injury.| 2 - Materials that must be moderately heated or exposed to relatively high ambient temperatures before ignition can occur. Materials would not under normal conditions form hazardous atmospheres with air, but under high ambient temperatures or under moderate heating could release vapor in sufficient quantities to produce hazardous atmospheres with air.| 0 - Materials that in themselves are normally stable, even under fire conditions.

SOURCE DOMINATED: N,N-Dimethylacetamide was detected in 6 of 6 air samples in 1982 within a mile radius of a hazardous liquid waste impoundment, location not given, at concns ranging from 9.6 ng/cu m to 11 ng/cu m(1).

The 96 hour specific mass emission of N,N-dimethylacetamide from cushions in the presence and absence of a carpet was 65 mg/sq m and 90 mg/sq m, respectively(1).

Toxicity

DAILY INJECTIONS OF PROGESTERONE (5 MG/HAMSTER/DAY, FOR 4 DAYS) BLOCKED ANTIFERTILITY EFFECT OF DMA (ADMIN @ NIDATION) AS DID INJECTIONS OF A LUTEOTROPIC COMPLEX (1 MG/HAMSTER/DAY PROLACTIN PLUS 5.1 IU/HAMSTER/DAY OF PREGNANT MARE SERUM GONADOTROPIN, FOR 4 DAYS.|DIMETHYLACETAMIDE LOWERED THE YIELDS AND/OR INCIDENCES OF TOTAL TUMORS, BENIGN PLAQUES, BENIGN HYPERKERATOTIC LESIONS AND ADVANCED TUMORS PROMOTED BY RETINYL ACETATE OR CROTON OIL AFTER INITIATION BY 7,12-DIMETHYLBENZ(A)ANTHRACENE.|SINGLE EXPT WITH 45 MG/KG RAT OF PYRIMETHAMINE ISETHIONATE IN 6% DIMETHYLACETAMIDE, 6% DIMETHYL SULFOXIDE OR 95% ETHANOL SHOWED THAT TERATOGENIC EFFECT WAS CUMULATIVE IN DIMETHYL SULFOXIDE OR ETHANOL BUT AFTER ADMIN IN DMA RESPONSE-DOSE RELATION FOLLOWED A PARABOLIC CURVE.|PCC4azal embryonal carcinoma tumors were grown in strain 129 mice by sc transplantation. When palpable, the tumors were treated with a combination of retinoic acid and dimethylacetamide. In vitro, this embryonal carcinoma cell line shows minimal spontaneous differentiation and is exquistely sensitive to retinoic acid and/or dimethylacetamide induction of differentiation. Ten daily 20 ul intratumor injections of a solution of 10 mg retinoic acid per ml of dimethylacetamide resulted in nearly complete induction of morphological differentiation mainly into neuropithelial and glandular derivatives. Control tumors showed minor spontaneous differentiation. Differentiation was associated with decreased tumor growth rate, decreased mitotic index, decreased extent of necrosis, and increased survival time of the hosts. In 4 of 18 cases, long-term survival of the hosts was effected by a complete differentiation of the malignant embryonal carcinoma tumors into benign teratomas. Retinoic acid: dimethylacetamide was also effective in inducing differentiation with the same dosage and schedule when admin systemically, ie, ip or sc.

The concn considered to be an immediate danger to life and health is 400 ppm.

LD50 Rat oral 5.4 ml/kg|LD50 Mouse ip 3240 mg (3.4 ml)/kg|LD50 Rat male oral 5,809 mg/kg|LD50 Rat female oral 4,390 mg/kg|For more Non-Human Toxicity Values (Complete) data for N,N-DIMETHYLACETAMIDE (16 total), please visit the HSDB record page.

... Women of child bearing age should /be protected from exposure/ ... where /N,N-dimethylacetamide/ or its solutions are present.

N,N-Dimethylacetamide's production and use as a solvent, chemical reaction medium, and catalyst(1-3) may result in its release to the environment through various waste streams(SRC).

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 9(SRC), determined from a log Kow of -0.77(2) and a regression-derived equation(3), indicates that N,N-dimethylacetamide is expected to have very high mobility in soil(SRC). Volatilization of N,N-dimethylacetamide from moist soil surfaces is not expected to be an important fate process(SRC) given a Henry's Law constant of 1.31X10-8 atm-cu m/mole(4). The potential for volatilization of N,N-dimethylacetamide from dry soil surfaces may exist(SRC) based upon a vapor pressure of 2 mm Hg(5). N,N-Dimethylacetamide is expected to be biodegradable in soil based on aqueous screening tests(6,7).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 9(SRC), determined from a log Kow of -0.77(2) and a regression-derived equation(3), indicates that N,N- dimethylacetamide is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon a Henry's Law constant of 1.31X10-8 atm-cu m/mole(4). According to a classification scheme(5), an estimated BCF of 3(SRC), from its log Kow(2) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is low(SRC). N,N-Dimethylacetamide, present at 100 mg/l reached 28% of its theoretical BOD in 4 weeks using an activated sludge inoculum at 30 mg/l and the Japanese MITI test(7). N,N-Dimethylacetamide, present at 30 mg/l, reached 80% of its theoretical BOD in 4 weeks using an activated sludge inoculum at 100 mg/l and the Japanese MITI test(7). In other studies, N,N-dimethylacetamide, present at 400 mg/l, reached 96% of its theoretical TOC in 5 days using industrial activated sludge(8). These results from laboratory studies suggest that N,N-dimethylacetamide will biodegrade in the aquatic environment(SRC).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), N,N-dimethylacetamide, which has a vapor pressure of 2 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere(SRC). Vapor-phase N,N-dimethylacetamide is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is 28 hours(SRC), calculated from its rate constant of 1.36X10-11 cu cm/molecule-sec at 25 °C(3).

The rate constant for the vapor-phase reaction of N,N-dimethylacetamide with photochemically-produced hydroxyl radicals is 1.36X10-11 cu cm/molecule-sec at 25 °C(1). This corresponds to an atmospheric half-life of about 28 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(2). N,N-Dimethylacetamide is expected to undergo very slow hydrolysis in the environment that increases somewhat in the presence of acids or bases(3). N,N-Dimethylacetamide is not expected to directly photolyze due to the lack of absorption in the environmental UV spectrum (>290 nm)(SRC).

An estimated BCF of 3 was calculated for N,N-dimethylacetamide(SRC), using a log Kow of -0.77(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).

The Koc of N,N-dimethylacetamide is estimated as 9(SRC), using a measured log Kow of -0.77(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that N,N-dimethylacetamide is expected to have very high mobility in soil(SRC).

The Henry's Law constant for N,N-dimethylacetamide is 1.31X10-8 atm-cu m/mole(1). This Henry's Law constant indicates that N,N-dimethylacetamide is expected to be essentially nonvolatile from water surfaces(2). The potential for volatilization of N,N-dimethylacetamide from dry soil surfaces may exist(SRC) based upon a vapor pressure of 2 mm Hg(3).

N,N-Dimethylacetamide was qualitatively detected in samples taken from a sedimentation tank at the Werdhozl sewage treatment plant, Zurich, Switzerland, date not provided(1).

NIOSH (NOES Survey 1981-1983) has statistically estimated that 28,943 workers (15,028 of these are female) are potentially exposed to N,N-dimethylacetamide in the US(1). Occupational exposure to N,N-dimethylacetamide may occur through inhalation and dermal contact with this compound at workplaces where N,N-dimethylacetamide is produced or used(SRC).

N,N-dimethylacetamide was qualitatively found in 8 of 12 breath samples of subjects monitored in Bayonne and Elizabeth, NJ, and Research Triangle Park, NC, 1980(1).

Drug Information

Commercial solvent tested as a parenteral drug vehicle and as an antitumor agent.

Substances that provide protection against the harmful effects of freezing temperatures. (See all compounds classified as Cryoprotective Agents.)

/N,N-DIMETHYLACETAMIDE/ ... READILY ABSORBED THROUGH SKIN ... .|N,N-dimethylacetamide is rapidly absorbed through biological membranes.|No correlation between personal airborne exposure and excretion of mono-methylacetamide in urine was detected during a full workshift (5 days). Most (n = 6) workers studied (n = 8) excreted about 13% of the calculated inhaled dose as metabolite in urine.|DMAC is readily absorbed in man after oral, dermal, or inhalation exposure. ... About 2% of a dose of dimethylacetamide is recovered in the urine as MMAC /N-methylacetamide/ after inhalation; 10% is recovered after inhalation plus skin exposure. Exposure to 10 ppm of DMAC results in complete excretion of MMAC with in 30 hr. Maximal concns of 45 & 100 ppm (mg/L) of MMAC in the urine are found in subjects exposed both by inhalation & skin. In workers continuously exposed to DMAC vapor (inhalation plus skin) & subjected to DMAC airborne levels of 6-22 ppm ..., about 13.5% of the estimated dose is excreted as MMAC in the urine. Some workers may excrete about 30% of a dose as MMAC.|For more Absorption, Distribution and Excretion (Complete) data for N,N-DIMETHYLACETAMIDE (7 total), please visit the HSDB record page.

N-DEMETHYLATION OF ... DIMETHYLACETAMIDE OCCURRED IN RAT, RESPECTIVE MONOMETHYLAMIDES APPEARING IN URINE ... IN THE CASE OF DIMETHYLACETAMIDE WAS DIDEMETHYLATED PRODUCT, ACETAMIDE, ALSO FOUND.|ANALYSIS OF HUMAN URINE AFTER OCCUPATIONAL EXPOSURE TO DIMETHYLACETAMIDE SHOWS N-METHYLACETAMINE. /FROM TABLE/|Gas chromatographic analysis of the urine of rats which had received dimethylacetamide by the subcutaneous route indicated the presence of N-methyl-acetamide and acetamide. Both metabolites were also found ... in incubation mixtures of dimethylacetamide with rat liver homogenate. N-Methylacetamide was detected in the urine of human volunteers who had inhaled dimethylacetamide or absorbed dimethylacetamide vapor through the skin. Measurement of the amount of the metabolite N-methylacetamide excreted by individuals exposed to dimethylacetamide vapors with or without face masks which allowed the inhalation of air free of dimethylacetamide indicated that more dimethylacetamide was absorbed through the lung than through the skin. ... Only 2-10% of the amount of dimethylacetamide inhaled was recovered in the urine in the form of N-methylacetamide. It has been suggested that the major urinary metabolite of the analogous dimethylformamide is N-(hydroxymethyl)-N-methylformamide and not N-methylformamide, since the carbinolamide decomposes on the gas chromatography column (to N-methylformamide) but is relatively stable in aqueous solution. In analogy, it would be logical to assume that the N-methylacetamide found in the urine after exposure to dimethylacetamide really arose from chemical breakdown of N-(hydroxymethyl)-N-methylacetamide during the analytical process.|N,N-dimethylacetamide is metabolized by demethylation first to monomethyl derivatives and then to the parent acetamide.

Liquid causes mild irritation of eyes and skin. Ingestion causes depression, lethargy, confusion and disorientation, visual and auditory hallucinations, perceptual distortions, delusions, emotional detachment, and affective blunting. (USCG, 1999)

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)|(See procedures)


Fresh air, rest. Refer for medical attention.


Remove contaminated clothes. Rinse and then wash skin with water and soap. Refer for medical attention .


First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Skin exposures should be followed by prompt water flushing. Eye exposure should be followed by immediate saline irrigation & an ophthalmology review. Oral ingestions of DMAC should be treated symptomatically & supportively in a hospital. Liver function tests should be obtained periodically as indicated.

CERTAIN N-SUBSTITUTED AMIDES ... DIMETHYL ACETAMIDE, MAY PRODUCE CHRONIC LIVER OR RENAL DAMAGE.|JAUNDICE HAS BEEN OBSERVED ... IN WORKERS EXPOSED REPEATEDLY AT ... 20-25 PPM ... SKIN PENETRATION UNDOUBTEDLY CONTRIBUTED TO THIS EFFECT.|... GIVEN TO HUMANS IN DAILY DOSES OF 400 MG/KG FOR 3 OR MORE DAYS ... DEPRESSION, LETHARGY, CONFUSION & DISORIENTATION ENSUED. IN SOME ... VISUAL & AUDITORY HALLUCINATIONS, PERCEPTUAL DISTORTIONS, DELUSIONS, EMOTIONAL DETACHMENT & AFFECTIVE BLUNTING ... .|DIZZINESS, SLEEPINESS, & WEAKNESS RESULTED FROM DMA CONCN OF 109.5-337 MG/CU M IN AIR OF METAL SURFACE FINISHING PROCESSES.|For more Human Toxicity Excerpts (Complete) data for N,N-DIMETHYLACETAMIDE (17 total), please visit the HSDB record page.

dimethylacetamide

The substance can be absorbed into the body by inhalation and through the skin.|inhalation, skin absorption, ingestion, skin and/or eye contact

irritation skin; jaundice, liver damage; depression, drowsiness, hallucinations, delusions


Headache. Nausea.


MAY BE ABSORBED! Redness. Further see Inhalation.

Skin, liver, central nervous system

Dimethylacetamide Use and Manufacturing

Methods of Manufacturing

A Brief Introduction to Production Methods
1. Acetic acid dimethylamine and acetic anhydride at 0-20 ° C during the acylation reaction, and then use the liquid base to remove acetic acid at low temperature, separation of sodium acetate, neutralization solution and then alkali washing, distillation, take boiling The 164-166.5 ° C fraction is finished. Raw material consumption quota: acetic anhydride (95%) 1150kg / t; dimethylamine (40%) 1898kg / t.
2. Acetyl chloride method from dimethylamine and acetyl chloride reaction can also be prepared by dimethyl acetamide. Compared with the current domestic acetic anhydride process, the production cost is reduced and the economic benefit is improved.
3. Acetic acid Fushun City Chemical Equipment Research Institute using acetic acid and dimethylamine synthesis method, and achieved good results. The process is characterized by the use of advanced catalytic reaction distillation technology, so that the reaction to strengthen, reduce energy consumption, separation and product yield greatly improved, the process is simplified. Compared with the process of synthesis of dimethylacetamide by acetic anhydride, the production cost is reduced and the economic benefit is improved. China is currently used.
4. Carbonyl synthesis of foreign research Trimethylamine and carbon monoxide carbonylation synthesis, the formation of N, N-dimethyl acetamide method. Reaction with iron; cobalt; nickel iodide or bromide as a catalyst. Refined method: the industrial products with solid potassium hydroxide or calcium oxide after treatment and distillation. Barium oxide can also be added for several days and then refluxed with barium oxide for 1 hour and then fractionated by decompression.
5. Add 1 L of diethyl ether in a 2 L flask and cool with an ice water before the addition of 95 g of dimethylamine (containing 30% pure dimethylamine) and then slowly add 78 g of acetyl chloride and 400 ml of ether to the mixture under stirring. Immediately after the emergence of a white solid (for the dimethylamine hydrochloride), filtered out of the solid, washed with ether, the filtrate and wash together, the water bath to recover ether, crude dimethyl acetamide with anhydrous potassium carbonate after drying After desiccant, the fraction of 165.5 ~ 168 ℃ was collected by distillation.

Uses

Used as a raw material for synthetic fibers and an excellent polar solvent for organic synthesis. Used in organic synthesis. It is also used as a solvent, catalyst and paint remover. DMAC is mainly used for synthetic fibers (acrylonitrile) and polyurethane spinning and synthetic polyamide resins. The solvent is also used in extractive distillation solvents for separating styrene from C8 fractions, and is widely used in polymer films, coatings and medicine. At present, it is widely used to synthesize antibiotics and pesticides in medicine and pesticides. It can also be used as reaction catalyst, electrolytic solvent, paint scavenger, and various crystalline solvent adducts and complexes. Used in the reaction solvent of drug synthesis, synthetic fiber spinning and synthetic resin solvent, photosensitive chemical color agent solvent, paint and other solvents. catalyst.


Flame retardants


Apparel and footwear care products

Production

10,000,000 - 50,000,000 lb|(1972) GREATER THAN 4.54X10+5 GRAMS|(1975) GREATER THAN 4.54X10+5 GRAMS (EST)

Grades: ... high purity certified.

All other basic organic chemical manufacturing|Acetamide, N,N-dimethyl-: ACTIVE|COMPOUNDS THAT HAVE BEEN SUGGESTED AS SOLVENTS OR SUSPENDING AGENTS IN TESTS OF DERMAL TOXICITY ... /INCLUDE/ DIMETHYLACETAMID.|TESTED AS DRUG VEHICLE & AS ANTITUMOR AGENT|SOLVENT FOR STABILIZATION OF PROSTAGLANDINS IN SOLUTION

NIOSH Method 2004. Analyte: N,N-Dimethylacetamide. Matrix: Air. Procedure: Gas chromatography, flame ionization detector. For N,N-dimethylacetamide this method has an estimated detection limit of 0.05 mg/sample. The overall precision/RSD is 0.032 and the recovery is not given. Applicability: The working range is 10 to 80 mg/cu m of analyte for a 50 l air sample. Interferences: None identified.

Fire Hazards -> Flammable - 2nd degree

Analysis Methods

Name Column Shape Active Phase(℃) Retention index Temperature Control Method Comments Reference
Kovats' RI, non-polar column, temperature ramp Capillary OV-101 820. temperature ramp 2. K/min; Column length: 50. m; Column diameter: 0.23 mm; Tstart: 80. C; Tend: 200. C Ohnishi, S.Shibamoto, T.Volatile compounds from heated beef fat and beef fat with glycineJ. Agric. Food Chem.1984, 32, 5, 987-992.
Kovats' RI, non-polar column, temperature ramp Capillary SPB-Sulfur 833.3 temperature ramp 30. m/0.32 mm/4. μm, 40. C @ 12.5 min, 4. K/min; Tend: 200. C de Lacy Costello, B.P.J.Evans, P.Ewen, R.J.Gunson, H.E.Jones, P.R.H.Ratcliffe, N.M.Spencer-Phillips, P.T.N.Gas chromatography-mass spectrometry analyses of volatile organic compounds from potato tubers inoculated with Phytophthora infestans or Fusarium coeruleumPlant Pathol.2001, 50, 4, 489-496.
Kovats' RI, non-polar column, temperature ramp Capillary DB-Wax 1414. temperature ramp 60. m/0.25 mm/0.25 μm, 2. K/min; Tstart: 50. C; Tend: 230. C Shimoda, M.Shigematsu, H.Shiratsuchi, H.Osajima, Y.Comparison of the odor concentrates by SDE and adsorptive column method from green tea infusionJ. Agric. Food Chem.1995, 43, 6, 1616-1620.
Kovats' RI, non-polar column, temperature ramp Capillary OV-101 833. temperature ramp 25. m/0.20 mm/0.10 μm, N2/He, 6. K/min; Tstart: 50. C; Tend: 250. C Zenkevich, I.G.Experimentally measured retention indices.2005.
Kovats' RI, non-polar column, temperature ramp Capillary DB-5 MS 883. custom temperature program 30. m/0.25 mm/1.0 μm, Helium; Program: not specified Luo, J.Agnew, M.P.Gas characteristics before and after biofiltration treating odorous emissions from animal rendering processesEnviron. Technol.2001, 22, 9, 1091-1103.

Computed Properties

Molecular Weight:87.12
XLogP3:-0.8
Hydrogen Bond Acceptor Count:1
Exact Mass:87.068413911
Monoisotopic Mass:87.068413911
Topological Polar Surface Area:20.3
Heavy Atom Count:6
Complexity:58.6
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Price Analysis

Make your Dimethylacetamide purchase based on the price and market insights! ECHEMI provides professional market insights with prices for you to make a better choice. Learn more on Dimethylacetamide prices .
  • Data: 2026-07-23
  • Price: 5900.00Yuan/mt
  • Change: 400.0

Drug Function and Efficacy

Mechanism of action: This product is a cycle-specific cytotoxic drug that acts in the late S2 and G2 phases of the cell cycle and works by preventing cells from entering mitosis. This product also causes single-strand and double-strand breaks in DNA bonds (Clark, 1987), and its mechanism of action seems to be due to the inhibition of topoisomerase II. For experimental mouse tumors, teniposide has a broad spectrum of anti-tumor activity in vivo, including a variety of hematological tumors and various solid tumors. In vitro and in vivo studies have shown that etoposide-resistant cell lines have complete cross-resistance to this product, and vice versa, but occasional clinical reports indicate that there is a lack of complete cross-resistance to the two drugs. Pharmacokinetics (Clark, 1987; O'Dwyer, 1984; Holthuis. 1987) Action characteristics: This product is a neutral lipophilic substance that can pass through the blood-brain barrier.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

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