Acetoacetanilide

177.2

177.20

473419

202-996-4

W35JB9PY3X

2656

DTXSID0024397

WHITE CRYSTALLINE SOLID|PLATES OR NEEDLES FROM BENZENE OR PETROLEUM ETHER

2921419000

46.2

1.43

White Crystalline Powder

1.26 g/cm³ @ Temp: 20 °C

86 °C

129°C24mm

325 °F

1.5168 (estimate)

H2O: 5 g/L (20 ºC);soluble in oxygenated and chlorinated solvents.

Keep container closed when not in use. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

5.2X10-5 mm Hg at 25 deg C

6.1 (vs air)

Oral-rat LD50:5400mg/kg; Oral-Mouse LD50:3400 mg/kg

Allergic substances; flammable; heated to decompose and release toxic nitrogen oxide fumes

pKa = 10.68 at 20 °C

RESEMBLES ETHYL ACETOACETATE IN CHEM REACTIVITY|FORM: LEAFLETS FROM DILUTE ALCOHOL /KETO FORM/|VAPOR PRESSURE: 0.01 MM HG @ 20 °C

Water insoluble.

Amides and Imides

Organic amides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides with strong reducing agents. Amides are very weak bases (weaker than water). Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx). Ketones are reactive with many acids and bases liberating heat and flammable gases (e.g., H2). The amount of heat may be sufficient to start a fire in the unreacted portion of the ketone. Ketones react with reducing agents such as hydrides, alkali metals, and nitrides to produce flammable gas (H2) and heat. Ketones are incompatible with isocyanates, aldehydes, cyanides, peroxides, and anhydrides. They react violently with aldehydes, HNO3, HNO3 + H2O2, and HClO4.

NONH for all modes of transport

1

21/22

36

AK4200000

Xn

Warehouse ventilated, low temperature and dry

Stable. Combustible. Incompatible with strong oxidizing agents.

P260, P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P312, P314, P322, P330, P363, P501

H302-H312

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.

SEE ANILINE. ...CAN REACT VIGOROUSLY WITH OXIDIZING MATERIALS. /ANILINE/

This chemical is combustible. (NTP, 1992)

|Warning|H302 (99.79%): Harmful if swallowed [Warning Acute toxicity, oral]|P260, P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P312, P314, P322, P330, P363, and P501|Aggregated GHS information provided by 491 companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should store this material in a refrigerator. (NTP, 1992)

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

FIRE HAZARD: SLIGHT, WHEN EXPOSED TO HEAT OR FLAME.

ALCOHOL FOAM, WATER MIST, CARBON DIOXIDE, DRY CHEMICAL.|"ALCOHOL" FOAM. WATER OR FOAM MAY CAUSE FROTHING.

| 2 - Materials that, under emergency conditions, can cause temporary incapacitation or residual injury.| 1 - Materials that must be preheated before ignition can occur. Materials require considerable preheating, under all ambient temperature conditions, before ignition and combustion can occur.| 0 - Materials that in themselves are normally stable, even under fire conditions.

moderately toxic

LD50 Rat oral 1331 to 5400 mg/kg body wt|LD50 Rat dermal 7,000 mg/kg body wt

Acetoacetanilide's production and use as a chemical intermediate in organic syntheses and rubber compounding(1), and in the production of dyes and fungicides(2,3) may result in its release to the environment through various waste streams(SRC).

TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 12(SRC), determined from a structure estimation method(2), indicates that acetoacetanilide will have high mobility in soil(SRC). Volatilization of acetoacetanilide from moist soil surfaces is not expected to occur(SRC) given an estimated Henry's Law constant of 4.2X10-12 atm-cu m/mole(SRC), using a fragment constant estimation method(3). The potential for volatilization of acetoacetanilide from dry soil surfaces may not exist(SRC) based on an extrapolated vapor pressure of 5.2X10-5 mm Hg(4,SRC).|AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 12(SRC), determined from a structure estimation method(2), indicates that acetoacetanilide is not expected to adsorb to suspended solids and sediment in water(SRC). Acetoacetanilide is not expected to volatilize from water surfaces(1,SRC) based on an estimated Henry's Law constant of 4.2X10-12 atm-cu m/mole(SRC), developed using a fragment constant estimation method(3). According to a classification scheme(5), an estimated BCF value of 3.4(1,SRC), from an estimated log Kow(4,SRC), suggests that bioconcentration in aquatic organisms is low(SRC).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), acetoacetanilide, which has an extrapolated vapor pressure of 5.2X10-5 mm Hg at 25 °C(2,SRC), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase acetoacetanilide is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be about 1.2 days(3,SRC). Particulate-phase acetoacetanilide may be physically removed from the air by wet and dry deposition(SRC).

The rate constant for the vapor-phase reaction of acetoacetanilide with photochemically-produced hydroxyl radicals has been estimated as 1.3X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1,SRC). This corresponds to an atmospheric half-life of about 1.2 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1,SRC). Acetoacetanilide is not expected to undergo hydrolysis in the environment due to the lack of functional groups to hydrolyze. Acetoacetanilide may undergo direct photolysis based on its weak absorption of UV light between 290-320 nm in methanol(2).

An estimated BCF value of 3.4 was calculated for acetoacetanilide(SRC), using an estimated log Kow of 1.0(1,SRC) and a recommended regression-derived equation(2). According to a classification scheme(3), this BCF value suggests that bioconcentration in aquatic organisms is low(SRC).

Using a structure estimation method based on molecular connectivity indices(1), the Koc for acetoacetanilide can be estimated to be about 12(SRC). According to a recommended classification scheme(2), this estimated Koc value suggests that acetoacetanilide has very high mobility in soil(SRC).

The Henry's Law constant for acetoacetanilide is estimated as 4.2X10-12 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This value indicates that acetoacetanilide will be essentially nonvolatile from water surfaces(2,SRC). Acetoacetanilide's Henry's Law constant(1,SRC) indicates that volatilization from moist soil surfaces is not expected to occur(SRC). The potential for volatilization of acetoacetanilide from dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 5.2X10-5 mm Hg(3,SRC).

NIOSH (NOES Survey 1981-1983) has statistically estimated that 1100 workers are potentially exposed to acetoacetanilide in the US(1). Occupational exposure to acetoacetanilide may occur through dermal contact with this compound at workplaces where it is produced or used(SRC).

ACUTE/CHRONIC HAZARDS: This compound is a weak allergen. When heated to decomposition it emits toxic fumes. (NTP, 1992)

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)

IT IS WELL KNOWN TO PRODUCE CYANOSIS IN SOME HUMANS WHEN TAKEN REPEATEDLY, POSSIBLY DUE TO FORMATION OF SULFHEMOGLOBIN. LARGE DOSES IN ACUTE POISONING PRODUCE METHEMOGLOBIN... /ACETANILIDE/|.../"COAL TAR ANALGETICS" INCL ACETANILIDE/ ARE DEPRESSANTS OF CNS. SYMPTOMS OF NAUSEA & VOMITING, VERTIGO & RINGING IN EARS...OCCUR WITH LARGE DOSES OR IN... SENSITIVE INDIVIDUALS WITH THERAPEUTIC DOSES. SWEATING MAY BE PROFUSE. LARGE DOSES LEAD TO MENTAL CONFUSION, MUSCULAR INCOORDINATION & COMA. /ACETANILIDE/|CIRCULATORY COLLAPSE, WITH COLD EXTREMITIES, PALENESS...FEEBLE RAPID PULSE & DYSPNEA, & COMA, WITH FIXED, SEMI-DILATED PUPILS, IS CHARACTERISTIC FINDING IN ACUTE ACETANILIDE POISONING. /ACETANILIDE/|IT MAY...CAUSE CONTACT DERMATITIS & INHALATION OR INGESTION MAY CAUSE AN ECZEMATOUS ERUPTION OF THE SKIN. /ACETANILIDE/|For more Human Toxicity Excerpts (Complete) data for ACETOACETANILIDE (9 total), please visit the HSDB record page.

acetoacetanilide

GRADES: TECHNICAL.

All other basic organic chemical manufacturing|Butanamide, 3-oxo-N-phenyl-: ACTIVE