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Home > Encyclopedia > Diacetone alcohol

Diacetone alcohol

Diacetone alcohol structure

Diacetone alcohol 

structure
  • CAS No:

    123-42-2

  • Formula:

    C6H12O2

  • Chemical Name:

    Diacetone alcohol

  • Synonyms:

    2-Pentanone,4-hydroxy-4-methyl-;4-Hydroxy-4-methyl-2-pentanone;Diacetone alcohol;Diketone alcohol;4-Hydroxy-2-keto-4-methylpentane;2-Methyl-2-pentanol-4-one;Tyranton;Acetonyldimethylcarbinol;2-Methyl-4-oxo-2-pentanol;Pyranton A;4-Methyl-4-hydroxy-2-pentanone;2-Hydroxy-2-methyl-4-pentanone;4-Hydroxy-4-methyl-2-oxopentane;NSC 9005;2-Methyl-4-oxopentan-2-ol

  • Categories:

    Cosmetic Ingredient  >  Dissolving Agent

Description

Colorless liquid with a faint, minty odor.


Diacetone alcohol is a chemical compound with the formula CH3C(O)CH2C(OH)(CH3)2, sometimes called DAA. This liquid is a common synthetic intermediate used for the preparation of other compounds, and is also used as a solvent.


Diacetone alcohol appears as a clear colorless liquid with a pleasant odor. Flash point below 141°F. Less dense than water. Vapors heavier than air.|Liquid; WetSolid|Liquid|COLOURLESS LIQUID WITH CHARACTERISTIC ODOUR.|Colorless liquid with a faint, minty odor.


Diacetone alcohol appears as a clear colorless liquid with a pleasant odor. Flash point below 141°F. Less dense than water. Vapors heavier than air.|Diacetone alcohol is a beta-hydroxy ketone formed by hydroxylation of 4-methylpentan-2-one at the 4-position. It has been isolated from Achnatherum robustum. It has a role as a plant metabolite.

Diacetone alcohol Basic Attributes

116.15800

116.16

204-626-7

Q7WP157PTD

0647

9005

1148

DTXSID6024917

COLORLESS LIQUID|Colorless liquid.|Faint, minty odor.

2914130000

Characteristics

37.30000

0.73640

Diacetone alcohol appears as a clear colorless liquid with a pleasant odor. Flash point below 141°F. Less dense than water. Vapors heavier than air.

0.9382 g/cm3 @ Temp: 20 °C

-44 °C

22.0 °C @ Press: 1.0 Torr

58ºC

1.4223-1.4243

Miscible

Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

<1 mm Hg ( 20 °C)

4 (vs air)

Class II Combustible Liquid: Fl.P. at or above 100°F and below 140°F.

vol% in air: 1.8.9

FAINT PLEASANT ODOR

4.00e-12 cm3/molecule*sec

CONVERSION FACTORS: 1 PPM= 4.75 MG/CU M; 1 MG/L= 216.5 PPM|It forms a constant boiling mixture with water at 99.6 °C containing about 13% diacetone alcohol

Highly flammable. Soluble in water.

Alcohols and Polyols

Highly Flammable

Acetyl bromide reacts violently with alcohols or water, [Merck 11th ed., 1989]. Mixtures of alcohols with concentrated sulfuric acid and strong hydrogen peroxide can cause explosions. Example: An explosion will occur if dimethylbenzylcarbinol is added to 90% hydrogen peroxide then acidified with concentrated sulfuric acid. Mixtures of ethyl alcohol with concentrated hydrogen peroxide form powerful explosives. Mixtures of hydrogen peroxide and 1-phenyl-2-methyl propyl alcohol tend to explode if acidified with 70% sulfuric acid, [Chem. Eng. News 45(43):73(1967); J, Org. Chem. 28:1893(1963)]. Alkyl hypochlorites are violently explosive. They are readily obtained by reacting hypochlorous acid and alcohols either in aqueous solution or mixed aqueous-carbon tetrachloride solutions. Chlorine plus alcohols would similarly yield alkyl hypochlorites. They decompose in the cold and explode on exposure to sunlight or heat. Tertiary hypochlorites are less unstable than secondary or primary hypochlorites, [NFPA 491 M, 1991]. Base-catalysed reactions of isocyanates with alcohols should be carried out in inert solvents. Such reactions in the absence of solvents often occur with explosive violence, [Wischmeyer(1969)].

1118 °F (USCG, 1999)|ACETONE-FREE 603 °C (1118 °F); COMMERCIAL 643 °C (1190 °F)|640 °C

-13000 Btu/lb= -7250 cal/g= -303X10+5 J/kg (est)

1.8% LOWER & 6.9% UPPER|Class II Combustible Liquid: Fl.P. at or above 100°F and below 140°F.

11718.8 GCAL/GMOL

CRITICAL TEMPERATURE: 633 °F, 334 °C, 607 DEG K; CRITICAL PRESSURE: 380 PSIA= 36 ATM= 3.6 MN/SQ M

Safety Information

III

3

UN 1148

1

R36

S24/25

SA9100000

Xi

Fireproof. Separated from acids, bases, amines and oxidants.

Stable. Flammable. Incompatible with strong oxidizing agents, amines, ammonia, strong acids, strong bases, alkalies, aluminium.

P305 + P351 + P338

H226-H319

Strong oxidizers, strong alkalis.

Diacetone alcohol is an indirect food additive for use only as a component of adhesives.

Lande SS et al; Investigation of Selected Potential Environmental Contaminants: Ketonic Solvents 348 pp (1976) NTIS Pub No. PB-252970. This report reviews the potential environmental hazard from the common use of ketonic solvents with the exception of acetone. The discussion includes diacetone alcohol.|DHHS/NIOSH Publication No. 89-104 Supplement II-OHG 184 pp (1988). A compilation of 30 occupational safety and health guidelines was developed for the purpose of disseminating the information to workers, employers, and to professionals in the field of occupational safety and health. The guidelines were for individual substances and included the following information: chemical names and synonyms, chemical and physical properties, exposure limits, signs and symptoms of exposure, recommendations for medical monitoring, respiratory and personal protective equipment, and control procedures. The hazardous substances included in this report /included diacetone alcohol/. ...

UN 1148

P210; P305 + P351 + P338; P370 + P378

Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]: HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water. (ERG, 2016)|Flammable. Above 58 °C explosive vapour/air mixtures may be formed.|Flammable - 2nd degree

|Warning|H319: Causes serious eye irritation [Warning Serious eye damage/eye irritation]|P264, P280, P305+P351+P338, and P337+P313|H226 (37.5%): Flammable liquid and vapor [Warning Flammable liquids]|P210, P233, P240, P241, P242, P243, P261, P264, P271, P280, P303+P361+P353, P304+P340, P305+P351+P338, P312, P337+P313, P370+P378, P403+P233, P403+P235, P405, and P501|Aggregated GHS information provided by 1641 companies from 38 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H227: Combustible liquid [Warning Flammable liquids]|P201, P202, P210, P260, P261, P264, P270, P271, P280, P281, P302+P352, P304+P340, P305+P351+P338, P308+P313, P309+P311, P312, P321, P332+P313, P337+P313, P362, P370+P378, P403+P233, P403+P235, P405, and P501|Danger|P201, P202, P210, P260, P261, P264, P270, P271, P280, P281, P302+P352, P304+P340, P305+P351+P338, P307+P311, P308+P313, P309+P311, P312, P314, P321, P332+P313, P337+P313, P362, P370+P378, P403+P233, P403+P235, P405, and P501

Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]: 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 129 [Flammable Liquids (Water-Miscible / Noxious)]: 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. (NIOSH, 2016)|Personal protective equipment /incl/ air pack or organic canister, rubber gloves, goggles.|Wear appropriate personal protective clothing to prevent skin contact.|Wear appropriate eye protection to prevent eye contact.|Recommendations for respirator selection. Max concn for use: 1250 ppm. Respirator Class(es): Any supplied-air respirator operated in a continuous flow mode. Eye protection needed. Any powered, air-purifying respirator with organic vapor cartridge(s). Eye protection needed.|For more Personal Protective Equipment (PPE) (Complete) data for 4-HYDROXY-4-METHYL-2-PENTANONE (7 total), please visit the HSDB record page.|(See protection codes)

MODERATE WHEN EXPOSED TO HEAT OR FLAME ...

LOWER 1.8%; UPPER 6.9%.|Vapor may explode if ignited in an enclosed area.|Explosive limits , vol% in air: 1.8-6.9

ALCOHOL FOAM, FOAM, CARBON DIOXIDE, DRY CHEMICAL ... .|Wear goggles & self contained breathing apparatus. Water may be ineffective.

Flashback along vapor trail may occur.

SRP: Local exhaust ventilation should be applied wherever there is an incidence of point source emissions or dispersion of regulated contaminants in the work area. Ventilation control of the contaminant as close to its point of generation is both the most economical and safest method to minimize personnel exposure to airborne contaminants.|The worker should immediately wash the skin when it becomes contaminated.|Work clothing that becomes wet or significantly contaminated should be removed and replaced.|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.

/GUIDE 129: FLAMMABLE LIQUIDS (Polar/Water-Miscible/Noxious)/ Fire or Explosion: HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.|/GUIDE 129: FLAMMABLE LIQUIDS (Polar/Water-Miscible/Noxious)/ Health: May cause toxic effects if inhaled or absorbed through skin. Inhalation or contact with material may irritate or burn skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.|/GUIDE 129: FLAMMABLE LIQUIDS (Polar/Water-Miscible/Noxious)/ Public Safety: CALL Emergency Response Telephone Number on Shipping Paper first. If Shipping Paper not available or no answer, refer to appropriate telephone number listed on the inside back cover. As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate closed spaces before entering.|/GUIDE 129: FLAMMABLE LIQUIDS (Polar/Water-Miscible/Noxious)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Structural firefighters' protective clothing will only provide limited protection.|For more DOT Emergency Guidelines (Complete) data for 4-HYDROXY-4-METHYL-2-PENTANONE (8 total), please visit the HSDB record page.

No person may /transport,/ offer or accept a hazardous material for transportation in commerce unless that person is registered in conformance ... and the hazardous material is properly classed, described, packaged, marked, labeled, and in condition for shipment as required or authorized by ... /the hazardous materials regulations (49 CFR 171-177)./|The International Air Transport Association (IATA) Dangerous Goods Regulations are published by the IATA Dangerous Goods Board pursuant to IATA Resolutions 618 and 619 and constitute a manual of industry carrier regulations to be followed by all IATA Member airlines when transporting hazardous materials.|The International Maritime Dangerous Goods Code lays down basic principles for transporting hazardous chemicals. Detailed recommendations for individual substances and a number of recommendations for good practice are included in the classes dealing with such substances. A general index of technical names has also been compiled. This index should always be consulted when attempting to locate the appropriate procedures to be used when shipping any substance or article.

... Eye, nose, & throat /irritation occurs/ in most human subjects exposed to 100 ppm for 15 min ... .|Liquid irritating to skin & eyes.

Permissible Exposure Limit: Table Z-1 8-hr Time Weighted Avg: 50 ppm (240 mg/cu m).

Recommended Exposure Limit: 10 Hr Time-Weighted Avg: 50 ppm (240 mg/cu m).

Remove all ignition sources. Personal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Cover the spilled material with inert absorbent. Carefully collect remainder.

Fireproof. Separated from acids, bases, amines and oxidants.

A harmful contamination of the air will not or will only very slowly be reached on evaporation of this substance at 20 °C.

The substance is irritating to the eyes, skin and respiratory tract. If this liquid is swallowed, aspiration into the lungs may result in chemical pneumonitis. Exposure far above the OEL could cause lowering of consciousness.

The substance defats the skin, which may cause dryness or cracking.

NO open flames, NO sparks and NO smoking. Above 58 °C use a closed system, ventilation and explosion-proof electrical equipment. Use non-sparking handtools.

Use ventilation, local exhaust or breathing protection.

Protective gloves. Protective clothing.

Wear safety goggles.

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Diacetone alcohol is produced, as an intermediate or final product, by process units covered under this subpart.

| 1 - Materials that, under emergency conditions, can cause significant irritation.| 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.

4-Hydroxy-4-methyl-2-pentanone was qualitatively detected in 2 out of >4000 samples of effluent from 2 of 46 industrial categories (organics and plastics manufacture and rubber processing)(1). It was qualitatively detected in 4 of 16 samples of concentrate derived from large volume (>400 gallons) samples of advanced treatment concentrate from 4 of 6 cities (Lake Tahoe, CA, Oct 1974; Pomona, CA, Sept 1974; Orange County, CA, Feb 1976; and Blue Plains, Washington, DC, May 1975)(2). The compound was detected in samples of water from landfill monitoring well in New Castle, DE at concn of 2,900 ppm(3). It was qualitatively detected in a petrochemical plant wastewater stream which emptied into the Calcasieu River, LA(4). The compound was detected at an estimated concn of 10.9 ppb in groundwater from a landfill well near Norman, OK (concn was estimated by comparing gas chromatography peak heights of samples with that obtained for know concn of the compound)(5).|It was detected at a concn of 20 ppb in the effluent for the Los Angeles County wastewater treatment plant between Nov 1980 and Aug 1981(1). The compound was qualitatively detected in the final effluent from the Addison, IL publicly-owned treatment works sampled in April 1980; it was not detected (detection limit not specified) in the final effluent from seven other publicly-owned treatment works, a refinery and an industrial plant in Illinois sampled between Feb and June 1980(2). It was qualitatively found in trench leachate from low level radioactive waste sites at Maxey Flats, KY and/or West Valley, NY(3). The compound was found in spent chlorination liquor from bleaching of sulfite pulp at normal lignin content after oxygen treatment at a concn of 1 g/ton of pulp, at 9 g/ton pulp in spent chlorination liquor from bleaching of sulfite pulp at normal lignin content after oxygen and alkali treatments and at 0.3 g/ton in spent chlorination liquor from bleaching of sulfite pulp at high lignin content(4).

4-Hydroxy-4-methyl-2-pentanone was qualitatively detected in sediment from one of two sites located midchannel in Tobin Lake, Nipawin, Saskatchewan, Canada(1).

Toxicity

Estimated lethal dose for man is 30 g.

LD50 Rat oral 4.0 g/kg|LD50 Mouse ip 933 mg/kg|LD50 Rabbit /dermal/ 14.5 ml/kg

It is the toxic principle in Stipa Vaseyi, commonly known as sleepy grass.

4-Hydroxy-4-methyl-2-pentanone may be released as a result of its manufacture and use as a solvent for many materials including but not limited to lacquers, nitrocellulose, cellulose acetate, epoxy resins, vinyl chloride-vinyl acetate, dyestuffs, inks, various oils, waxes, fats, tars, wood preservatives, and pesticides(1-4); and its use in textile printing, fuel additives, antifreeze mixtures, and ink removal(1-4). It has been used in hydraulic fluids(1), as a pharmaceutical preparation preservative(2), and as an intermediate in the synthesis of dyes, inhibitors, pharmaceuticals, and insecticides(4).

TERRESTRIAL FATE: If 4-hydroxy-4-methyl-2-pentanone is released to soil, it will be expected to exhibit very high mobility(1), based upon the reported infinite solubility of the compound in water(2) and an estimated Koc of 21 calculated(3,SRC) from a measured log Kow(4). The compound may, therefore, leach through soil to groundwater if it does not biodegrade first(SRC). It may be subject to biodegradation in soil based upon results observed in laboratory biodegradation aqueous aerobic screening tests using acclimated mixed microbial cultures as inoculums(5,6) provided suitably acclimated microbial populations are present(7,SRC). It should not be subject to volatilization from moist near surface soil based upon(3,SRC) an estimated Henry's Law constant of 4.24X10-9 atm-cu m/mole(9,SRC). However, it may volatilize from dry near-surface soil and other dry surfaces based upon its vapor pressure of 1.71 mm Hg at 25 °C(8).|AQUATIC FATE: If 4-hydroxy-4-methyl-2-pentanone is released to water, it will not be expected to adsorb to sediment or suspended particulate matter or to bioconcentrate in aquatic organisms based upon its estimated Koc and BCF, respectively, calculated(1,SRC) from the measured log Kow(2), and its high solubility in water(3). Although no data were found regarding biodegradation in environmental media, the compound may be subject to biodegradation in natural waters based upon results observed in laboratory aqueous aerobic biodegradation screening tests using acclimated mixed microbial cultures as inoculums(4,5) provided suitably acclimated microbial populations are present(6,SRC). It should not be subject to volatilization from surface waters based upon(1,SRC) an estimated Henry's Law constant of 4.24X10-9 atm-cu m/mole(7,SRC) Hydrolysis should not be an important removal process since aliphatic alcohols and ketones (the two functional groups that 4-hydroxy-4-methyl-2-pentanone contains) generally are resistant to hydrolysis(1).|ATMOSPHERIC FATE: If 4-hydroxy-4-methyl-2-pentanone is released to the atmosphere, it can be expected to exist mainly in the vapor-phase in the ambient atmosphere(1,SRC) based upon an experimental vapor pressure of 1.71 mm Hg at 25 °C(2). The estimated rate constant for vapor-phase reaction with photochemically produced hydroxyl radicals is 1.34X10-12 cu cm/molecule-sec at 25 °C(3) which corresponds to an atmospheric half-life of 12 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(SRC). 4-Hydroxy-4-methyl-2-pentanone may be susceptible to direct photolysis in the atmosphere(SRC) based upon its possible absorption(SRC) of light at wavelengths >290 nm(4). Based upon its high water solubility(5), the compound may be susceptible to removal from the atmosphere by washout(SRC).

The rate constant for the vapor phase reaction of 4-hydroxy-4-methyl-2-pentanone with photochemically produced hydroxyl radicals has been estimated to be 1.34X10-12 cu cm/molecule-sec at 25 °C(1) which corresponds to an atmospheric half-life of 12 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(SRC). 4-Hydroxy-4-methyl-2-pentanone may be susceptible to direct sunlight photolysis(SRC) because it may absorb light at wavelengths >290 nm(SRC); the compound has a weak absorption maximum of light at a wavelength of 282 nm in ethyl alcohol solution(2) which may extend into the environmentally important wavelengths (>290 nm)(SRC). For certain ketones, however, this absorption maximum is shifted to lower wavelengths in water solutions (eg, acetone has an absorption maximum at 279 nm in hexane solution and at 264.5 nm in water solution(3)). This suggests that 4-hydroxy-4-methyl-2-pentanone in water solution may not absorb light at wavelengths >290 and may not, therefore, be susceptible to direct photolysis in surface waters(SRC).|Photochemical smog studies results placed 4-hydroxy-4-methyl-2-pentanone in the high reactivity category in relation to maximum oxidant formation, intermediate reactivity category in relation to NO2 maximum times, and low reactivity category in relation to formaldehyde formation and eye response times(1). Hydrolysis should not be an important removal process since aliphatic alcohols and ketones (the two functional groups that 4-hydroxy-4-methyl-2-pentanone contains) generally are resistant to hydrolysis(2).

An estimated BCF of 0.50 can be calculated(SRC) from an estimated log Kow of -0.098(2) using a recommended regression equation(1). Based upon the estimated BCF and the reported infinite solubility of the compound in water(3), 4-hydroxy-4-methyl-2-pentanone will not be expected to significantly bioconcentrate in aquatic organisms(SRC).

An estimated Koc of 21 can be calculated(SRC) from an estimated log Kow of -0.098(2) using a recommended regression equation(1). Based upon the estimated Koc and the reported infinite solubility of the compound in water(3), 4-hydroxy-4-methyl-2-pentanone will not be expected to strongly adsorb to sediment or suspended particulate matter(4,SRC). It will be expected to exhibit very high mobility in soil(4), and therefore, 4-hydroxy-4-methyl-2-pentanone may leach through soil to groundwater if it does not volatilize or biodegrade first(SRC).

The Henry's Law constant for 4-hydroxy-4-methyl-2-pentanone has been estimated to be 4.24X10-9 atm-cu m/mole(1,SRC). Based upon this value for the Henry's Law constant, volatilization of 4-hydroxy-4-methyl-2-pentanone from surface water will not be expected to be an important transport process(2,SRC).

DRINKING WATER: 4-Hydroxy-4-methyl-2-pentanone was qualitatively detected in 3 of 16 samples of drinking water concentrate derived from large volume (>400 gallons) samples from 3 of 7 cities (New Orleans, LA, Jan 1976; Philadelphia, PA, Feb 1976; and Seattle, WA, Nov 1976(1). It was qualitatively detected in one raw drinking water source (a river) out of 13 raw water sources in the U.K. (including 3 groundwater supplies, 7 rivers, and 3 reservoirs); it was not detected (detection limit not specified) in the treated drinking water from this or any of the other 12 U.K. water sources studied(2).|SURFACE WATER: 4-Hydroxy-4-methyl-2-pentanone was qualitatively detected in samples of surface water taken from the St. Joseph River, a tributary of Lake Michigan(1). Trace amounts (defined as generally <1 ng/L) have been detected in samples of water from the lower reaches of the River Lee, a water supply for North London(2).

4-Hydroxy-4-methyl-2-pentanone has been qualitatively detected in foodstuffs exposed to acetone: meat carcasses exposed to surfaces that were freshly painted with acetone containing paints and vegetables and seeds which were extracted with acetone(1).

Occupational exposure ... is most likely ... by inhalation & skin contact.|Exposure to 4-hydroxy-4-methyl-2-pentanone will occur via ingestion of drinking water contaminated with the compound(1,2,SRC) and ingestion of foods contaminated with the compound due to contact with surfaces that were freshly painted with acetone containing paints(3,SRC).|NIOSH (NOES Survey 1981-1983) has statistically estimated that 225,328 workers are potentially exposed to 4-hydroxy-4-methyl-2-pentanone in the USA(1). NIOSH (NOHS Survey 1972-1974) has statistically estimated that 978,524 workers are potentially exposed to the compound in the USA(2). The time weighted avg concn of the compound found in the breathing zone of workers in a screen printing plant in various job sites were as follows (avg of 12-19 samples each): 14 ppm in printing press, 3.5 ppm in automatic dryer, 12 ppm in manual drying, 2.8 ppm in paint mixing, and 6.8 ppm in screen wash(3). The concn were somewhat lower in the general air of most of the work areas than in the breathing zone air except in the automatic and manual dryer areas(3). The time weighted avg concn of the compound found in the general area of workers in the screen printing plant were as follows (avg of 6-10 samples each): 9 ppm in printing press area, 4.8 ppm in automatic dryer area, 12.5 ppm in manual drying area, 1.8 ppm in paint mixing area, and 4.5 ppm in screen wash area(3). The overall avg concn found in the general air of the plant was 3.2 ppm(3).

Name Type of Test Exposure Route Species Observed Dose/Duration Toxic Effects Reference
SKIN/EYE IRRITATION DATA Standard Draize test Administration into the eye Human 100 ppm/15M -- Journal of Industrial Hygiene and Toxicology. (Cambridge, MA) V.18-31, 1936-49. For publisher information, see AEHLAU. Volume(issue)/page/year: 28,262,1946
SKIN/EYE IRRITATION DATA Open irritation test Administration onto the skin Rodent - rabbit 10 mg/24H -- Journal of Industrial Hygiene and Toxicology. (Cambridge, MA) V.18-31, 1936-49. For publisher information, see AEHLAU. Volume(issue)/page/year: 30,63,1948
SKIN/EYE IRRITATION DATA TCLo - Lowest published toxic concentration Inhalation Human 100 ppm Sense Organs and Special Senses (Eye)--effect, not otherwise specified
Behavioral--headache
Gastrointestinal--nausea or vomiting
Raw Material Data Handbook, Vol.1: Organic Solvents, 1974. (National Assoc. of Printing Ink Research Institute, Francis McDonald Sinclair Memorial Laboratory, Lehigh Univ., Bethlehem, PA 18015) Volume(issue)/page/year: 1,21,1974

Drug Information

ABSORPTION ... OCCURS READILY FROM THE LUNG.|Distribution of label during anesthesia of rats with labeled diacetone alcohol was mainly in extracellular fluid rather than in erythrocytes or brain cells.

TECHNICAL GRADE CONTAINS UP TO 15% ACETONE.

Vapor is irritating to the mucous membrane of the eye and respiratory tract. Inhalation can cause dizziness, nausea, some anesthesia. Very high concentrations have a narcotic effect. The liquid is not highly irritating to the skin but can cause dermatitis. (USCG, 1999)

Eye: If this chemical contacts the eyes, immediately wash the eyes with large amounts of water, occasionally lifting the lower and upper lids. Get medical attention immediately. Contact lenses should not be worn when working with this chemical. Skin: If this chemical contacts the skin, flush the contaminated skin with water promptly. If this chemical penetrates the clothing, immediately remove the clothing and flush the skin with water promptly. If irritation persists after washing, get medical attention. Breathing: If a person breathes large amounts of this chemical, move the exposed person to fresh air at once. If breathing has stopped, perform mouth-to-mouth resuscitation. Keep the affected person warm and at rest. Get medical attention as soon as possible. Swallow: If this chemical has been swallowed, get medical attention immediately. (NIOSH, 2016)|(See procedures)


Fresh air, rest.


Remove contaminated clothes. Rinse and then wash skin with water and soap.


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

... High concn of vapor produce ... /CNS depression/ & systemic injury. ...|A 59 year old man developed a nephrotic syndrome 40 days after hydrocarbon (diacetone alcohol & ethanol point solvents) exposure of 3 day duration. Renal biopsy gave evidence of a subacute proliferative glomerulonephritis. A lasting remission was obtained with immunosuppressive therapy.|... Prolonged contact may defat skin & cause dermatitis. ... Death may result from resp failure due to depression of resp center. Additional effects are renal & hepatic injury & decr blood pressure.|If spilled on clothing & allowed to remain, may cause smarting & reddening of skin.|/Diacetone alcohol/ ... at higher concentrations ... causes excitement and sleepiness. Prolonged exposure may result in liver and kidney damage and in blood changes.

4-hydroxy-4-methyl-2-pentanone

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

irritation eyes, skin, nose, throat; corneal damage; In Animals: narcosis, liver damage


Cough. Sore throat.


Redness. Dry skin. MAY BE ABSORBED!


Redness. Pain.

Eyes, skin, respiratory system, central nervous system, liver

Diacetone alcohol Use and Manufacturing

Methods of Manufacturing

... ACTION OF BARIUM HYDROXIDE OR ... CALCIUM HYDROXIDE ON ACETONE. INDUSTRIAL PROCESS USING POTASSIUM HYDROXIDE & ACETONE.

Uses

Used as a raw material for high boiling point solvents, paint thinners, wood stains, rust removers and dyes.


Corrosion inhibitors and anti-scaling agents


Agricultural products (non-pesticidal)

Production

50,000,000 - 100,000,000 lb|(1972) 4.83X10+10 GRAMS|(1975) 1.79X10+10 GRAMS (SALES)

GRADE: TECHNICAL; ACETONE-FREE; REAGENT.

Construction|2-Pentanone, 4-hydroxy-4-methyl-: ACTIVE

AN AUTOMATED ECG 900 GAS CHROMATOGRAPHY SYSTEM WAS USED TO MEASURE SOLVENT EXPOSURE IN PAINT FACTORY WHICH INCL DIACETONE ALCOHOL. ADVANTAGES OF AUTOMATED SYSTEM WERE 1) REDUCED MARGIN OF ERROR IN COLLECTION & ANALYSIS, 2) IMMEDIATE AVAIL OF RESULTS, 3) IMMEDIATE AVAIL OF EVALUATION OF SOLVENT-MIXT EXPOSURE RISK, & 4) A LARGE NUMBER OF SAMPLES ALLOWING BETTER STATISTICAL ANAL OF RESULTS.|A field test is described for the determination in air of those ketones (incl diacetone alcohol) most commonly used industrially. The vapor is collected in water & the solution allowed to react with acidic 2,4-dinitrophenylhydrazine solution. The addition of methanolic potassium hydroxide results in the formation of a red coloration, which is compared visually with standards. The apparatus & method used are simple & the time required for a complete determination is between 25 & 50 min.|NIOSH Method 1402. Analyte: 4-Hydroxy-4-methyl-2-pentanone. Matrix: Air. Procedure: Gas chromatography, flame ionization detection. For 4-hydroxy-4-methyl-2-pentanone, this method has an estimated detection limit of 0.01 mg for 10 liter sample. The precision/RSD is 0.104 and the recovery is 91.8%. Applicability: The working range is 15 to 150 mg/cu m for a 10 liter air sample. This method may be used to determine two or more analytes simultaneously by varying gas chromatography conditions (eg, temperature programming). Interferences: Less volatile compounds may displace more volatile compounds on the charcoal.

Food additives -> Flavoring Agents|Fatty Acyls [FA] -> Oxygenated hydrocarbons [FA12]|Fire Hazards -> Flammable - 2nd degree|Cosmetics -> Solvent

Flavoring Agents

Computed Properties

Molecular Weight:116.16
XLogP3:-0.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:116.083729621
Monoisotopic Mass:116.083729621
Topological Polar Surface Area:37.3
Heavy Atom Count:8
Complexity:94.7
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Downstream Products

Price Analysis

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  • Data: 2026-05-08
  • Price: 11800.00Yuan/mt
  • Change: 200.0

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