FComEx: 2-Isopropyl-5-methylphenol (PC000531)

Record Information

Version

1.0

Creation date

2015-10-09 22:31:12 UTC

Update date

2017-01-19 02:36:27 UTC

FoodComEx ID

PC000531

FoodDB Record

FDB014795

Chemical Information

Name

2-Isopropyl-5-methylphenol

Description

Found in many essential oils. Especies found in the Labiatae. Rich sources are thyme oil, seed oil of Ptychotis ajowan and oils of horsemint (Monarda punctata) and Ocimum subspecies Flavouring ingredient A phenol obtained from thyme oil or other volatile oils. It is used as a stabilizer in pharmaceutic preparations. It has been used for its antiseptic, antibacterial, and antifungal actions, and was formerly used as a vermifuge. (Dorland, 28th ed) -- Pubchem; In a 1994 report released by five top cigarette companies, thymol is one of the 599 additives to cigarettes. Its use or purpose, however, is unknown, like most cigarette additives. -- Wikipedia; In a 1994 report released by five top cigarette companies, thymol was listed as one of 599 additives to cigarettes. It is said to be added to improve the flavor of cigarettes, but as mentioned above, it relaxes the trachea.; Thymol (also known as 2-isopropyl-5-methylphenol), (IPMP) is a monoterpene phenol derivative of cymene, C10H14O, isomeric with carvacrol, found in oil of thyme, and extracted as a white crystalline substance of a pleasant aromatic odor and strong antiseptic properties. Thymol is only slightly soluble in water, but it is extremely soluble in alcohols and other organic solvents. It is also called "Isopropyl-m-cresol" and "hydroxy cymene".; Thymol is a monoterpene phenol derivative of cymene, C10H13OH, isomeric with carvacrol, found in oil of thyme, and extracted as a white crystalline substance of a pleasant aromatic odor and strong antiseptic properties. It is also called "hydroxy cymene". (from Webster's 1913 dictionary) -- Wikipedia

CAS Number

89-83-8

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
1-Hydroxy-5-methyl-2-isopropylbenzene	biospider
1-Methyl-3-hydroxy-4-isopropylbenzene	biospider
2-Hydroxy-1-isopropyl-4-methylbenzene	biospider
2-Isopropyl-5-methylphenol (thymol)	biospider
3-Hydroxy-1-methyl-4-isopropylbenzene	biospider
3-Hydroxy-4-isopropyltoluene	db_source
3-Hydroxy-p-cymene	db_source
3-Methyl-6-isopropylphenol	biospider
3-p-Cymenol	biospider
5-Methyl-2-(1-methylethyl)phenol	biospider
5-Methyl-2-(1-methylethyl)phenol, 9CI	db_source
5-methyl-2-(propan-2-yl)phenol	biospider
5-Methyl-2-isopropyl-1-phenol	biospider
5-Methyl-2-isopropylphenol	biospider
5-methyl-2-propan-2-ylphenol	biospider
6-Isopropyl-3-methylphenol	biospider
6-Isopropyl-m-cresol	db_source
6-Isopropyl-p-cresol	biospider
Apiguard	biospider
BENZENE,2-HYDROXY,1-ISOPROPYL,4-METHYL THYMOL	biospider
Cymophenol, alpha-	biospider
FEMA 3066	db_source
IPB	biospider
Isopropyl cresol	biospider
Isopropyl-m-cresol	biospider
m-Cresol, 6-isopropyl-	biospider
m-Thymol	db_source
p-Cymen-3-ol	biospider
p-Cymen-3-ol, 8CI	db_source
p-Cymene, 3-hydroxy-	biospider
p-Mentha-1,3,5-trien-3-ol	db_source
Phenol, 2-isopropyl-5-methyl-	biospider
Phenol, 5-methyl-2-(1-methylethyl)-	biospider
Swarm brand of thymol	biospider
Thymate	biospider
Thyme camphor	biospider
Thymianic acid (obsol.)	db_source
Thymianic camphor (obsol.)	db_source
Thymic acid	biospider
Thymol	db_source
Thymol (JP15/NF)	biospider
Thymol (TN)	biospider
Thymol [usan:jan]	biospider
Thymol crystal puriss	biospider
Thymol swarm brand	biospider

Chemical Formula

C10H14O

IUPAC name

5-methyl-2-(propan-2-yl)phenol

InChI Identifier

InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3

InChI Key

MGSRCZKZVOBKFT-UHFFFAOYSA-N

Isomeric SMILES

CC(C)C1=C(O)C=C(C)C=C1

Average Molecular Weight

150.221

Monoisotopic Molecular Weight

150.104465071

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Aromatic monoterpenoids

Alternative Parents

Substituents

P-cymene
Aromatic monoterpenoid
Monocyclic monoterpenoid
Cumene
Phenylpropane
M-cresol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Toluene
Benzenoid
Monocyclic benzene moiety
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

phenols (CHEBI:27607 )
monoterpenoid (CHEBI:27607 )
Menthane monoterpenoids (C09908 )
Cyclic monoterpenes (C09908 )
Menthane monoterpenoids (LMPR0102090029 )

Physico-Chemical Properties - Experimental

Property	Value	Reference
Experimental logP	3.30	HANSCH,C ET AL. (1995)
Experimental Water Solubility	0.9 mg/mL at 20 oC	YALKOWSKY,SH & DANNENFELSER,RM (1992)
Melting Point	Mp 51.5°	DFC

Foods of Origin