Methyl ethyl ketone | CAS#78-93-3 | liquid solvent

MedKoo Cat#: 558461 | Name: Methyl ethyl ketone

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Methyl ethyl ketone is a liquid solvent used in surface coatings, adhesives, and printing inks. It is found in colorless synthetic resins and smokeless powders and may be irritating to eyes, mucous membranes; it may be toxic in high concentrations.

Chemical Structure

Methyl ethyl ketone

CAS#78-93-3

Theoretical Analysis

MedKoo Cat#: 558461

Name: Methyl ethyl ketone

CAS#: 78-93-3

Chemical Formula: C4H8O

Exact Mass: 72.0575

Molecular Weight: 72.11

Elemental Analysis: C, 66.63; H, 11.18; O, 22.19

Price and Availability

Size	Price	Availability	Quantity
25mL	USD 285.00	2 weeks

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Synonym

Methyl ethyl ketone; Methylethyl ketone; Methylethylketone; Metyl ethyl ketone; Metyloetyloketon;

IUPAC/Chemical Name

2-Butanone

InChi Key

ZWEHNKRNPOVVGH-UHFFFAOYSA-N

InChi Code

InChI=1S/C4H8O/c1-3-4(2)5/h3H2,1-2H3

SMILES Code

CC(CC)=O

Appearance

Liquid

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.03.00

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Product Data

Product Data

Instruction

View handling instruction

Biological target:

Methyl ethyl ketone is a liquid solvent used in surface coatings, adhesives, and printing inks.

In vitro activity:

Here, a methyl ethyl ketone (MEK)-degrading bacterium, Pseudomonas sp. KT-3, was isolated and its MEK degradation characteristics were examined in liquid cultures and a polyurethane-packed biofilter. MEK medium supplemented with MEK as a sole carbon source, and kinetically, the maximum removal rate (Vm) and saturation constant (Km) for MEK were 12.28 mM g(-1)DCW h(-1) (DCW: dry cell weight) and 1.64 mM, respectively. MEK biodegradation by KT-3 was suppressed by the addition of MIBK or acetone, but not by toluene. Reference: Chemosphere. 2006 Apr;63(2):315-22. https://pubmed.ncbi.nlm.nih.gov/16169047/

In vivo activity:

In the present study, the anticonvulsant effects of MEK (methyl ethyl ketone) and DEK (diethyl ketone) were evaluated by using four different types of mouse seizure models, which were induced by pentylenetetrazole, kainic acid, methyl-6,7-dimethoxy-4-ethyl-beta-carboline-3-carboxylate (DMCM), and electroshock. In this study, MEK (5 and 10 mmol/kg, i.p.) and DEK (2.5 and 5 mmol/kg, i.p.) produced anticonvulsant activity against all types of seizure models. Reference: Eur J Pharmacol. 2010 Sep 10;642(1-3):66-71. https://pubmed.ncbi.nlm.nih.gov/20553923/

Preparing Stock Solutions

The following data is based on the product molecular weight 72.11 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:

1. Lee TH, Kim J, Kim MJ, Ryu HW, Cho KS. Degradation characteristics of methyl ethyl ketone by Pseudomonas sp. KT-3 in liquid culture and biofilter. Chemosphere. 2006 Apr;63(2):315-22. doi: 10.1016/j.chemosphere.2005.07.067. Epub 2005 Sep 16. PMID: 16169047. 2. Mortensen B, Zahlsen K, Nilsen OG. Metabolic interaction of n-hexane and methyl ethyl ketone in vitro in a head space rat liver S9 vial equilibration system. Pharmacol Toxicol. 1998 Feb;82(2):67-73. doi: 10.1111/j.1600-0773.1998.tb01400.x. PMID: 9498234. 3. Hasebe N, Abe K, Sugiyama E, Hosoi R, Inoue O. Anticonvulsant effects of methyl ethyl ketone and diethyl ketone in several types of mouse seizure models. Eur J Pharmacol. 2010 Sep 10;642(1-3):66-71. doi: 10.1016/j.ejphar.2010.05.036. Epub 2010 Jun 9. PMID: 20553923. 4. Yamada A, Momosaki S, Hosoi R, Abe K, Yamaguchi M, Inoue O. Glucose utilization in the brain during acute seizure is a useful biomarker for the evaluation of anticonvulsants: effect of methyl ethyl ketone in lithium-pilocarpine status epilepticus rats. Nucl Med Biol. 2009 Nov;36(8):949-54. doi: 10.1016/j.nucmedbio.2009.06.008. Epub 2009 Oct 3. PMID: 19875051.

In vitro protocol:

In vivo protocol:

1. Hasebe N, Abe K, Sugiyama E, Hosoi R, Inoue O. Anticonvulsant effects of methyl ethyl ketone and diethyl ketone in several types of mouse seizure models. Eur J Pharmacol. 2010 Sep 10;642(1-3):66-71. doi: 10.1016/j.ejphar.2010.05.036. Epub 2010 Jun 9. PMID: 20553923. 2. Yamada A, Momosaki S, Hosoi R, Abe K, Yamaguchi M, Inoue O. Glucose utilization in the brain during acute seizure is a useful biomarker for the evaluation of anticonvulsants: effect of methyl ethyl ketone in lithium-pilocarpine status epilepticus rats. Nucl Med Biol. 2009 Nov;36(8):949-54. doi: 10.1016/j.nucmedbio.2009.06.008. Epub 2009 Oct 3. PMID: 19875051.

1: Nien KC, Chang FT, Chang MB. Adsorption-desorption characteristics of methyl ethyl ketone with modified activated carbon and inhibition of 2,3-butanediol production. J Air Waste Manag Assoc. 2015 Nov;65(11):1317-26. doi: 10.1080/10962247.2015.1084399. PubMed PMID: 26484974. 2: Miclaus MO, Kacso IE, Martin FA, David L, Pop MM, Filip C, Filip X. Crystal Structure and Desolvation Behaviour of the Tadalafil Monosolvates with Acetone and Methyl Ethyl Ketone. J Pharm Sci. 2015 Nov;104(11):3782-8. doi: 10.1002/jps.24597. Epub 2015 Jul 24. PubMed PMID: 26211652. 3: Liyanage IK, Navinan MR, Pathirana AC, Herath HR, Yudhishdran J, Fernandopulle N, Kulatunga A. A case of methyl ethyl ketone peroxide poisoning and a review of complications and their management. J Occup Med Toxicol. 2015 Jul 31;10:26. doi: 10.1186/s12995-015-0071-8. eCollection 2015. PubMed PMID: 26236387; PubMed Central PMCID: PMC4521457. 4: Doughty D, Painter B, Pigou PE, Johnston MR. The synthesis and investigation of impurities found in Clandestine Laboratories: Baeyer-Villiger Route Part I; Synthesis of P2P from benzaldehyde and methyl ethyl ketone. Forensic Sci Int. 2016 Jun;263:55-66. doi: 10.1016/j.forsciint.2016.03.034. Epub 2016 Mar 24. PubMed PMID: 27081790. 5: Chang JO, Choi JW, Hwang Y. A case of severe corrosive esophagitis, gastritis, and liver necrosis caused by ingestion of methyl ethyl ketone peroxide. Clin Exp Emerg Med. 2016 Dec 30;3(4):256-261. doi: 10.15441/ceem.15.055. eCollection 2016 Dec. PubMed PMID: 28168233; PubMed Central PMCID: PMC5292296. 6: Dueholm MS, Albertsen M, D'Imperio S, Tale VP, Lewis D, Nielsen PH, Nielsen JL. Complete Genome of Rhodococcus pyridinivorans SB3094, a Methyl-Ethyl-Ketone-Degrading Bacterium Used for Bioaugmentation. Genome Announc. 2014 May 29;2(3). pii: e00525-14. doi: 10.1128/genomeA.00525-14. PubMed PMID: 24874690; PubMed Central PMCID: PMC4038895. 7: Farnazo DM, Nisola GM, Han M, Yoo N, Chung WJ. Intermittent trickling bed filter for the removal of methyl ethyl ketone and methyl isobutyl ketone. Bioprocess Biosyst Eng. 2012 May;35(4):579-90. doi: 10.1007/s00449-011-0631-y. Epub 2011 Sep 30. PubMed PMID: 21959582. 8: Mills WJ, Grigg BJ, Offermann FJ, Gustin BE, Spingarn NE. Engineering case report. Toluene and methyl ethyl ketone exposure from a commercially available contact adhesive. J Occup Environ Hyg. 2012;9(5):D95-102. doi: 10.1080/15459624.2012.676981. PubMed PMID: 22548642. 9: Mortensen B, Zahlsen K, Nilsen OG. Metabolic interaction of n-hexane and methyl ethyl ketone in vitro in a head space rat liver S9 vial equilibration system. Pharmacol Toxicol. 1998 Feb;82(2):67-73. PubMed PMID: 9498234. 10: Sharma S, Mukhopadhyay M, Murthy ZV. Photolytic degradation of chlorophenols from industrial wastewaters by organic oxidants peroxy acetic acid, para nitro benzoic acid and methyl ethyl ketone peroxide: identification of reaction products. Water Sci Technol. 2014;69(6):1259-66. doi: 10.2166/wst.2014.001. PubMed PMID: 24647192. 11: Kawai T, Zhang ZW, Takeuchi A, Miyama Y, Sakamoto K, Higashikawa K, Ikeda M. Methyl isobutyl ketone and methyl ethyl ketone in urine as biological markers of occupational exposure to these solvents at low levels. Int Arch Occup Environ Health. 2003 Feb;76(1):17-23. Epub 2002 Sep 18. PubMed PMID: 12592578. 12: O'Donoghue JL, Haworth SR, Curren RD, Kirby PE, Lawlor T, Moran EJ, Phillips RD, Putnam DL, Rogers-Back AM, Slesinski RS, et al. Mutagenicity studies on ketone solvents: methyl ethyl ketone, methyl isobutyl ketone, and isophorone. Mutat Res. 1988 Oct;206(2):149-61. PubMed PMID: 3050497. 13: Uaki H, Kawai T, Mizunuma K, Moon CS, Zhang ZW, Inui S, Takada S, Ikeda M. Dose-dependent suppression of toluene metabolism by isopropyl alcohol and methyl ethyl ketone after experimental exposure of rats. Toxicol Lett. 1995 Nov 15;81(2-3):229-34. PubMed PMID: 8553379. 14: Hasebe N, Abe K, Sugiyama E, Hosoi R, Inoue O. Anticonvulsant effects of methyl ethyl ketone and diethyl ketone in several types of mouse seizure models. Eur J Pharmacol. 2010 Sep 10;642(1-3):66-71. doi: 10.1016/j.ejphar.2010.05.036. Epub 2010 Jun 9. PubMed PMID: 20553923. 15: Ashokkumar S, Nair AS, Saravanan V, Rajasimman M, Rajamohan N. Kinetics studies on the removal of Methyl ethyl ketone using cornstack based biofilter. Ecotoxicol Environ Saf. 2016 Dec;134(Pt 2):377-382. doi: 10.1016/j.ecoenv.2015.09.016. Epub 2015 Sep 26. PubMed PMID: 26409650. 16: Moon SW, Lee SW, Choi SH, Hong YS. Gastric emphysema after methyl ethyl ketone peroxide ingestion. Clin Toxicol (Phila). 2010 Jan;48(1):90-1. doi: 10.3109/15563650903478315. PubMed PMID: 20070178. 17: O'Neal CL, Wolf CE 2nd, Levine B, Kunsman G, Poklis A. Gas chromatographic procedures for determination of ethanol in postmortem blood using t-butanol and methyl ethyl ketone as internal standards. Forensic Sci Int. 1996 Nov 11;83(1):31-8. PubMed PMID: 8939011. 18: Zimmermann FK, Mayer VW, Scheel I, Resnick MA. Acetone, methyl ethyl ketone, ethyl acetate, acetonitrile and other polar aprotic solvents are strong inducers of aneuploidy in Saccharomyces cerevisiae. Mutat Res. 1985 May;149(3):339-51. PubMed PMID: 3887145. 19: Harada K, Nagano M, Ohmori S, Misumi J, Miura H. Combined effects of methyl n-butyl ketone and methyl ethyl ketone on activities of microsomal drug metabolizing enzymes in rats. Sangyo Igaku. 1989 May;31(3):156-7. PubMed PMID: 2795986. 20: Long C, Li Y, Yu W, Li A. Removal of benzene and methyl ethyl ketone vapor: comparison of hypercrosslinked polymeric adsorbent with activated carbon. J Hazard Mater. 2012 Feb 15;203-204:251-6. doi: 10.1016/j.jhazmat.2011.12.010. Epub 2011 Dec 13. PubMed PMID: 22204838.