Gamma-Terpinene

HCID 7461CAS 99-85-4
Substructure searchFind similar structures

Basic information

Standard SMILES
CC1=CCC(C(C)C)=CC1
InChIKey
YKFLAYDHMOASIY-UHFFFAOYSA-N
Molecular formula
C10H16
Average molar mass
136.23 g/mol
Monoisotopic mass
136.12520051

Overview

Gamma-terpinene is one of three isomeric monoterpenes differing in the positions of their two double bonds (alpha- and beta-terpinene being the others). In gamma-terpinene the double bonds are at the 1- and 4-positions of the p-menthane skeleton. It has a role as an antioxidant, a volatile oil component, a plant metabolite and a human xenobiotic metabolite. It is a monoterpene and a cyclohexadiene.

Names & identifiers

Preferred name
Gamma-Terpinene
IUPAC
1-methyl-4-propan-2-ylcyclohexa-1,4-diene
English name
4-Isopropyl-1-methyl-1,4-cyclohexadiene
Molecular formula
C10H16
Molecular weight
136.23

Names & synonyms

GAMMA-TERPINENE99-85-4p-Mentha-1,4-dieneCrithmeneMoslenegamma-Terpinen4-Isopropyl-1-methyl-1,4-cyclohexadiene1,4-p-Menthadiene1-Isopropyl-4-methyl-1,4-cyclohexadiene1,4-Cyclohexadiene, 1-methyl-4-(1-methylethyl)-1-methyl-4-propan-2-ylcyclohexa-1,4-diene1-Methyl-4-(1-methylethyl)-1,4-cyclohexadiene
Show more names
1-methyl-4-(propan-2-yl)cyclohexa-1,4-diene1-isopropyl-4-methylcyclohexa-1,4-dieneFEMA No. 3559DTXSID60412104YGF4PQP49NSC-21448DTXCID4021210CHEBI:10577

Database identifiers

CAS
99-85-4
PubChem CID
7461
DTXSID
DTXSID6041210
ChEMBL
CHEMBL449693
ChEBI
CHEBI:10577
UNII
4YGF4PQP49
EC Number
202-794-6
Nikkaji
J4.974C

Properties

Computed structural properties

XLogP
2.8
Topological polar surface area
0 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
0
Rotatable bonds
1
Heavy atoms
10

Experimental & physicochemical properties

Chemical ClassesBiological Agents -> Terpenes
LipidsLipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> C10 isoprenoids (monoterpenes) [PR0102]
SpringerMaterials PropertiesDensity
FragrancesFragrance Ingredient (p-Mentha-1,4-diene) -> IFRA transparency List
LogP · 2 items

4.50

4.5

Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food

Physicochemical properties

Melting point
-10 °C · -10 °C
Boiling point
183 °C · 183 °C
Density
0.849 g/cm3 · 0.849 g/cm3
Symbol(GHS)
2 · GHS02,GHS08,GHS09
Signal word
Warning
Hazard statements
226 · H226-H361fd-H411

Safety & regulation

GHS classification

GHS Classification · 6 items

This chemical does not meet GHS hazard criteria for 0.1% (3 of 2186) of reports.

Danger

H226 (99.4%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P273, P280, P301+P316, P303+P361+P353, P331, P370+P378, P391, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2186 reports by companies from 29 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

Hazard information

Regulatory Information · 5 items

Chemical: 1,4-Cyclohexadiene, 1-methyl-4-(1-methylethyl)-

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

1,4-Cyclohexadiene, 1-methyl-4-(1-methylethyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,4-Cyclohexadiene, 1-methyl-4-(1-methylethyl)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

REACH registered substance: p-mentha-1,4-diene (EC: 202-794-6)

gamma-Terpinene: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Terpinene, terpinolene and phellandrene: Human health tier II assessment
Hazards SummaryA moderate skin irritant; [RTECS] Safe when used as a flavoring agent in food; [JECFA] A skin and strong eye irritant; [Sigma-Aldrich MSDS] See Terpinolene. See TERPENES.
Hazard Classes and Categories · 2 items

Flam. Liq. 3 (99.4%)

Aspiration hazard - category 1

Toxicology

Adverse EffectsNeurotoxin - Acute solvent syndrome
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

Safety data

Signal word
Warning
Symbol(GHS)
GHS02,GHS08,GHS09
Hazard statements
H226-H361fd-H411
Precautionary statements
P201-P202-P210-P233-P273-P308+P313

Chemistry & industry

Pharmacology

Cellular LocationsExtracellular

Uses & manufacturing

UsesUsed as a flavoring agent; [FDA] Permitted for use as an inert ingredient in non-food pesticide products; [EPA]
U.S. Production2023: 1,000,000 - <2,500,000 lb
Consumer UsesOdor agents
Industry UsesFragrance
Household ProductsInformation on 33 consumer products that contain Gamma-Terpinene in the following categories is provided:
Use Classification · 4 items

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Suppliers50 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]
河北创海生物科技有限公司+86-86-13131129325 · [email protected]
云南西力生物技术股份有限公司0871-65217109 · [email protected]
Additional notes · 1 item

DefinitionChEBI: Gamma-terpinene is one of three isomeric monoterpenes differing in the positions of their two double bonds (alpha- and beta-terpinene being the others). In gamma-terpinene the double bonds are at the 1- and 4-positions of the p-menthane skeleton. It has a role as an antioxidant, a plant metabolite, a volatile oil component and a human xenobiotic metabolite. It is a monoterpene and a cyclohexadiene.

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