Information Regarding 2-Butanone and Adhesive

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METHYL ETHYL KETONE
Synonym: 2 butanone
78-93-3

http://toxnet.nlm.nih.gov/cgi-bin/sis/search/f?./temp/~RgP3iD:1

Biological Half-Life :

Both animal and human data indicate a rapid turnover of MEK. In guinea-pigs receiving an ip dose of 450 mg MEK/kg, the half-life of MEK in blood serum was 4.5 hr and the clearance time for MEK in serum was 12 hr. For the metabolites 2-butanol, 3-hydroxy-2-butanone and 2,3-butanediol, the clearance time in serum was 11 hr ... In a study ... on rats given an oral dose of 2-butanone of 2.1 mg/kg, there was a half-life of 3.6 hr for MEK in blood if the rate of loss was assumed to be constant between the two times of measurement (4 and 18 hrs) after dosing. Data from a study ... on rats receiving oral doses of 2-butanol or MEK also indicate a half-life of about 4 hr for MEK. ... the clearance rate for 3-hydroxy-2-butanone and 2,3-butanediol was independent of dose for the two doses used (0.4 and 0.8 g/kg) and that the half-lives for these metabolites of MEK were 47 min and 3.45 hr, respectively.
[WHO; Environ Health Criteria 143: Methyl Ethyl Ketone p.56 (1993)]**PEER REVIEWED**

Human Toxicity Excerpts :

A case study where a male patient attempted suicide by ingesting approximately 100 ml of an adhesive cement that contained 39 percent cyclohexanone, 28% MEK, 18% acetone was presented. The individual reportedly drank about 720 ml of sake (10 percent ethanol) 30 min prior to drinking the adhesive solution. The patient was unconscious when taken to a hospital about 2 hr after the ingestion of the solvent mixture. Gastric lavage, plasma exchange, and charcoal hemoperfusion were all performed, and the patient regained consciousness about 7 hr after ingestion; however, signs of systemic toxicity persisted. High blood concentrations of a cyclohexanone metabolite (cyclohexanal) were thought to be responsible for the coma, whereas the hyperglycemia was attributed to acetone.
[Clayton, G.D., F.E. Clayton (eds.) Patty's Industrial Hygiene and Toxicology. Volumes 2A, 2B, 2C, 2D, 2E, 2F: Toxicology. 4th ed. New York, NY: John Wiley & Sons Inc., 1993-1994.1767]**PEER REVIEWED**

Environmental Fate/Exposure Summary :

Methyl ethyl ketone's production and use as a solvent for coatings, resins, rubbers, plastics, pharmaceuticals, adhesives and rubber cements will result in its release to the environment through various waste streams. Its use as a starting material or intermediate in the manufacture of chemical products will also lead to its release to the environment. Methyl ethyl ketone occurs naturally as a metabolic byproduct of plants and animals and is released into the atmosphere by volcanoes and forest fires. Based on an experimental vapor pressure of 91 mm Hg at 25 deg C, methyl ethyl ketone is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase methyl ethyl ketone is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals with an estimated atmospheric half-life of about 14 days. This compound is also expected to undergo photolysis in the atmosphere by natural sunlight. Photochemical degradation of methyl ethyl ketone by natural sunlight is expected to occur at approximately 1/5 the rate of degradation by photochemically produced hydroxy radicals. Methyl ethyl ketone is expected to have very high mobility in soils based upon measured Koc values of 29 and 34 obtained in silt loams. Volatilization from dry soil surfaces is expected based upon the vapor pressure of this compound. Volatilization from moist soil surfaces is also expected based upon the measured Henry's Law constant of 4.7X10-5 atm-cu m/mol. The volatilization half-life of methyl ethyl ketone from silt and sandy loams was measured as 4.9 days. This compound is expected to biodegrade under aerobic and anaerobic conditions. In water, methyl ethyl ketone is not expected to adsorb to suspended solids or sediment based upon its measured Koc values. Volatilization from water surfaces is expected to be an important environmental fate process given its Henry's Law constant. Estimated half-lives for a model river and model lake are 19 and 197 hours, respectively. Bioconcentration in aquatic organisms is considered low based upon an estimated BCF value of 1. Occupational exposure may be through inhalation and dermal contact with this compound at workplaces where methyl ethyl ketone is produced or used. The general population may be exposed to methyl ethyl ketone through the use of commercially available products containing this compound such as paints, adhesives, and rubber cements. Exposure will also arise from inhalation of ambient air and ingestion of drinking water and food that contains methyl ethyl ketone. (SRC)
**PEER REVIEWED**

Absorption, Distribution & Excretion :

Relatively little of absorbed MEK is excreted unchanged via the kidneys; a study of occupationally exposed workers revealed that it is less than 0.1% of the alveolar uptake ... In a similar study of workers occupationally exposed to a mixture of solvents, the excretion of MEK and a major recognizable metabolite, 3-hydroxy-2-butanone, was 0.1% of alveolar uptake ... The concentrations of both MEK and 3-hydroxy-2-butanone in urine were significantly correlated with the environmental level of MEK. Other metabolites of MEK, 2-butanol or 2,3-butanediol ... identified in the serum of guinea pigs, were not detected in the urine of the exposed workers. ... however ... human excretion of 2,3-butanediol was individually variable but averaged 2% of the absorbed MEK. The urinary excretion of 2-butanol, a minor metabolite of MEK was examined ... clearance of 2-butanol admin by gavage in rabbits was about 14% of the admin dose and in the form of a glucuronide.
[WHO; Environ Health Criteria 143: Methyl Ethyl Ketone p.55 (1993)]**PEER REVIEWED**

Major Uses :

PAINT REMOVERS; CEMENTS & ADHESIVES; ORG SYNTHESIS; IN CLEANING FLUIDS
[Lewis, R.J., Sr (Ed.). Hawley's Condensed Chemical Dictionary. 12th ed. New York, NY: Van Nostrand Rheinhold Co., 1993768]**PEER REVIEWED**

Major Uses :

SOLVENT FOR ADHESIVES & MAGNETIC TAPES
[SRI]**PEER REVIEWED**

Consumption Patterns :

SOLVENT FOR VINYL COATINGS, 30%; SOLVENT FOR ADHESIVES, 18%; SOLVENT FOR NITROCELLULOSE COATINGS, 13%; SOLVENT FOR ACRYLIC COATINGS, 11%; SOLVENT FOR OTHER COATINGS, 7%; SOLVENT FOR MAGNETIC TAPES, 7%; EXTRACTION SOLVENT FOR LUBE OIL DEWAXING, 5%; SOLVENT FOR PRINTING INKS, 5%; OTHER, 4% (1981)
[SRI]**PEER REVIEWED**

Consumption Patterns :

CHEMICAL PROFILE: Methyl Ethyl Ketone. Coatings solvent, 50%; adhesives, 13%; magnetic tapes, 8%; lube oil dewaxing, 4%; printing inks, 3%; miscellaneous, 6%; exports, 16%.
[Kavaler AR; Chemical Marketing Reporter 232 (8): 50 (1987)]**PEER REVIEWED**

Artificial Pollution Sources :

Methyl ethyl ketone's production and use as a solvent for coatings, resins, rubbers, plastics, pharmaceuticals, adhesives and rubber cements(1-3) will result in its release to the environment through various waste streams(SRC). Its use as a starting material or intermediate in the manufacture of chemical products(2,3) will also lead to its release to the environment(SRC).
[(1) Budvari S; Merck Index, 12th ed, Whitehouse Station,NJ: Merck & Co. p. 1773 (1996) (2) Browning E; Toxicity and Metabolism of Industrial Solvents. NY,NY: American Elsevier (1965) (3) Lewis RJ Sr ed; Hawley's Condensed Chemical Dictionary. 12th ed NY,NY: Van Nostrand Rheinhold Co p. 768 (1993)]**PEER REVIEWED**

Probable Routes of Human Exposure :

The general population may be exposed to methyl ethyl ketone through the use of commercially available products containing this compound such as paints, adhesives, and rubber cements(SRC). Exposure will also arise from inhalation of ambient air, ingestion of drinking water and food that contains methyl ethyl ketone(SRC). The average blood concn of methyl ethyl ketone in 600 non-occupationally exposed individuals in the US was 7.1 ppb(1).
[(1) Ashley DL et al; Clin Chem 40: 1401-04 (1994)]**PEER REVIEWED**

FDA Requirements :

Methyl ethyl ketone is an indirect food additive for use only as a component of adhesives.
[21 CFR 175.105 (4/1/96)]**PEER REVIEWED**

Synonyms :

2-BUTANONE
**PEER REVIEWED**

Non-Human Toxicity Excerpts :

ANALYSIS OF PORPHYRIN CONTENT OF MURINE ERYTHROLEUKEMIA (MEL) CELLS INCUBATED WITH 2-BUTANONE SHOWED THAT INCR HEMOGLOBIN SYNTH WAS ACCOMPANIED BY ACCUM OF PORPHYRINS.
[EBERT PS ET AL; CHEM BIOL INTERACT 36 (1): 61 (1981)]**PEER REVIEWED**

Metabolism/Metabolites :

GUINEA PIGS WERE GIVEN SINGLE 450 MG/KG IP DOSES OF METHYL ETHYL KETONE (MEK). MEK PRODUCED 2-BUTANOL, 3-HYDROXY-2-BUTANONE, & 2,3-BUTANEDIOL.
[DIVINCENZO GD ET AL; TOXICOL APPL PHARMACOL 36 (3): 511 (1976)]**PEER REVIEWED**

Metabolism/Metabolites :

Rats were given a single oral dose of methyl ethyl ketone (MEK). The blood concn of MEK and metabolites 4 hr after dosing were: MEK (94.1 mg/100 ml); 2-butanol (3.2 mg/100 ml); 3-hydroxy-2-butanol (2.4 mg/100 ml) and 2,3-butanediol (8.6 mg/100 ml). Blood concn of the parent compound and metabolites 18 hr after dosing with MEK were: MEK (6.2 mg/100 ml); 2-butanol (0.6 mg/100 ml); 3-hydroxy-2-butanone (1.4 mg/100 ml); and 2,3-butanediol (25.6 mg/100 ml).
[Dietz FKJ, Traiger GJ; Toxicology 14: 209-14 (1979)]**PEER REVIEWED**

Metabolism/Metabolites :

... the toxic effects of MEK and 2-butanol were essentially identical in rats, and that 2-butanol was rapidly oxidized to MEK. ... identified the metabolites of MEK in guinea pigs as 2-butanol, 3-hydroxy-2-butanone and 2,3-butanediol. They hypothesized that the metabolism followed both oxidative and reductive pathways, with the latter leading to the production of 2-butanol.
[WHO; Environ Health Criteria 143: Methyl Ethyl Ketone p.52 (1993)]**PEER REVIEWED**

RCRA Requirements :

U159; As stipulated in 40 CFR 261.33, when 2-butanone, as a commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or a manufacturing chemical intermediate, becomes a waste, it must be managed according to Federal and/or State hazardous waste regulations. Also defined as a hazardous waste is any residue, contaminated soil, water, or other debris resulting from the cleanup of a spill, into water or on dry land, of this waste. Generators of small quantities of this waste may qualify for partial exclusion from hazardous waste regulations (40 CFR 261.5).
[40 CFR 261.33 (7/1/96)]**PEER REVIEWED**

Sampling Procedures :

ANALYTE: 2-BUTANONE; MATRIX: AIR; RANGE: 380-1240 MG/CU M; PROCEDURE: ADSORPTION ON CHARCOAL, DESORPTION WITH CARBON DISULFIDE, GC.
[U.S. Department of Health, Education Welfare, Public Health Service. Center for Disease Control, National Institute for Occupational Safety Health. NIOSH Manual of Analytical Methods. 2nd ed. Volumes 1-7. Washington, DC: U.S. Government Printing Office, 1977-present.V2 S3-1]**PEER REVIEWED**

Clinical Laboratory Methods :

A method is described for the determination of the concn of methyl ethyl ketone and its metabolites: 2-butanol, 3-hydroxy-2-butanone, and the meso- and d,l-isomers of 2,3-butanediol in urine. The analytes were isolated from urine by solid-phase extraction and analyzed by capillary gas chromatography. The recovery rates were 50-70% for the 2,3-butanediol isomers and 88-96% for the other analytes. The precision of the method ranged 5-12% (standard deviation %). The detection limit was 1.0 and 1.4 mg/l for meso- and d,l 2,3-butanediol, respectively, and ranged 0.1-0.15 mg/l for the other analytes.
[Kezic S, Monster AC; J Chromatogr 428 (2): 275-80 (1988)]**PEER REVIEWED**

Special Reports :

DHHS/ATSDR; Toxicological Profile for 2-Butanone (1992) ATSDR/TP-91/08

GLCC RELATED TOXIC SUBSTANCES FOUND IN THE CAMP POND AND CAMP WATER WELL 2003 AND 2004

GREAT LAKES CHEMICAL CORPORATION AND THE PATHFINDERS CAMP