FComEx: 4-Methyl-2-pentanone (PC000808)

Record Information

Version

1.0

Creation date

2015-10-09 22:32:49 UTC

Update date

2017-01-19 02:36:37 UTC

FoodComEx ID

PC000808

FoodDB Record

FDB008174

Chemical Information

Name

4-Methyl-2-pentanone

Description

Present in orange, lemon, concord grape, vinegar, cheeses, cooked beef, roasted peanut and other foodstuffs. Flavouring ingredient Methyl isobutyl ketone (MIBK) is an organic solvent. MIBK is among the top ten most popular organic solvents used in industry. MIBK is occasionally found as a volatile component of urine. MIBK in urine is considered as a biological marker of occupational exposure to this solvent. Olfactory perception is significant but adaptation may occur. The typical toxicity effects of MIBK in humans exposed at 50 to 100 ppm are mucous membrane irritation and weak effects on the central nervous system (CNS) such as headache. Visual dysfunction has been reported in workers exposed to a mixture of organic solvents containing MIBK. Memory impairment was detected in clinical observation on a 44-year-old man who had been exposed to MIBK at 100 ppm for more than 10 years. Regarding to the route of absorption, skin penetration of MIBK is substantial. (PMID: 12592578, 17485256, 16464817, 5556886). 4-Methyl-2-pentanone is found in many foods, some of which are nuts, ginger, citrus, and animal foods.

CAS Number

108-10-1

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
2-Methyl-4-pentanal	biospider
2-Methyl-4-pentanone	biospider
2-Methylpropyl methyl ketone	biospider
2-Pentanone, 4-methyl-	biospider
2-PENTANONE,4-METHYL METHYL,ISOBUTYL,KETONE	biospider
4-Methyl-2-oxopentane	biospider
4-Methyl-2-pentanon	biospider
4-methyl-2-pentanone (MIBK	biospider
4-Methyl-pentan-2-on	biospider
4-Methylpentan-2-one	biospider
4-Metilpentan-2-one	biospider
Ethyl iso-butyl ketone	biospider
FEMA 2731	db_source
Hexanone	HMDB
Hexon	biospider
Hexone	db_source
iso-C4H9COCH3	biospider
Isobutyl methyl ketone	db_source
Isobutyl-methylketon	biospider
Isohexanone	biospider
Isopropyl acetone	biospider
Isopropylacetone	db_source
Ketone, isobutyl methyl	biospider
Methyl I-butyl ketone	biospider
Methyl isobutyl ketone	biospider
Methyl isobutyl ketone (NF)	biospider
Methyl isobutyl ketone [UN1245] [Flammable liquid]	biospider
Methyl isobutyl ketone [usan]	biospider
Methyl isobutyl ketone)	biospider
Methyl-2-pentanon,4-	biospider
Methyl-isobutyl-cetone	biospider
Methylisobutylketon	biospider
Methylpentan-2-one	biospider
Metilisobutilchetone	biospider
Metyloizobutyloketon	biospider
MIBK	db_source
MIK	biospider
Shell mibk	biospider

Chemical Formula

C6H12O

IUPAC name

4-methylpentan-2-one

InChI Identifier

InChI=1S/C6H12O/c1-5(2)4-6(3)7/h5H,4H2,1-3H3

InChI Key

NTIZESTWPVYFNL-UHFFFAOYSA-N

Isomeric SMILES

CC(C)CC(C)=O

Average Molecular Weight

100.1589

Monoisotopic Molecular Weight

100.088815006

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Ketones

Alternative Parents

Substituents

Ketone
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

ketone (CHEBI:82344 )
Oxygenated hydrocarbons (LMFA12000033 )

Physico-Chemical Properties - Experimental

Property	Value	Reference
Experimental logP	1.31	TANII,H & HASHIMOTO,K (1986)
Experimental Water Solubility	19 mg/mL at 25 oC	YALKOWSKY,SH & DANNENFELSER,RM (1992)
Melting Point	-84 oC

Foods of Origin