CAS 4630-82-4 Methyl cyclohexanecarboxylate (HCID 20748)

Overview

Methyl cyclohexanecarboxylate is a methyl ester resulting from the formal condensation of the carboxy group of cyclohexanecarboxylic acid with methanol. It has a role as a flavouring agent and a human metabolite. It is a volatile organic compound and a methyl ester. It is functionally related to a cyclohexanecarboxylic acid.

Names & identifiers

Preferred name: Methyl cyclohexanecarboxylate
IUPAC: methyl cyclohexanecarboxylate
English name: Methyl cyclohexanecarboxylate
Molecular formula: C8H14O2
Molecular weight: 142.2

Names & synonyms

Methyl cyclohexanecarboxylate4630-82-4Methyl cyclohexanoateHexahydrobenzoic acid methyl esterCYCLOHEXANECARBOXYLIC ACID, METHYL ESTERMethyl cyclohexylcarboxylateMethyl cyclohexylformateMethyl hexahydrobenzoatevanilla carboxylateFEMA No. 3568BRN 130635996144H696Q

Show more names

ohexanecarboxyLRARECHEM AL BF 0002TIMTEC-BB SBB008423methylcyclohexanoateMethyl cyclohexaneca9-trihydroxyanthracene

Methyl ester of cyclohexanecarboxylic acidDTXSID9074303CHEBI:88845FEMA 3568RefChem:1113279225-050-2Cyclohexanecarboxylic Acid Methyl EsterC8H14O2

Database identifiers

CAS: 4630-82-4
PubChem CID: 20748
DTXSID: DTXSID9074303
ChEBI: CHEBI:88845
UNII: 96144H696Q
EC Number: 225-050-2
Nikkaji: J45.101K

Properties

Computed structural properties

XLogP: 2.2
Topological polar surface area: 26.3 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 2
Heavy atoms: 10
Formal charge: 0
Complexity: 114

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Esters, Other

SpringerMaterials PropertiesDielectric constant

Food AdditivesFLAVOR ENHANCER, FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food

Density0.990-0.999

Flavoring AgentsEU Flavoring substances

Solubility · 2 items

Insoluble in water; miscible in fat

Miscible at room temperature (in ethanol)

Physicochemical properties

Boiling point: 183 °C · 183 °C(lit.)
Density: 0.995 g/mL · 0.995 g/mL at 25 °C(lit.)
refractive index: 20 · n20/D 1.443(lit.)
FEMA: 3568 · 3568 | METHYL CYCLOHEXANECARBOXYLATE
FLAVIS Number: 9.536 · 09.536 | Methyl cyclohexanecarboxylate
Flash point: 140 °F · 140 °F
storage temp.: Sealed in dry,Room Temperature
solubility: Dichloromethane
form: Liquid
Specific Gravity: 0.98 · 0.98
color: Clear colorless to light yellow
Odor: 10 % · at 10.00 % in dipropylene glycol. fruity berry estery pineapple milk
Odor Type: fruity
biological source: synthetic
Water Solubility: ALMOST INSOLUBLE
JECFA Number: 962 · 962
Henry's Law Constant: 1.1 · 1.1×10-1 mol/(m3Pa) at 25℃, Bagno et al. (1991)
Dielectric constant: 4.87 · 4.8700000000000001
Major Application: flavors and fragrances
InChI: 1S/C8H14O2/c1-10-8(9)7-5-3-2-4-6-7/h7H,2-6H2,1H3
InChIKey: ZQWPRMPSCMSAJU-UHFFFAOYSA-N
SMILES: COC(=O)C1CCCCC1
LogP: 2.24 · 2.24
CAS DataBase Reference: 4630 · 4630-82-4(CAS DataBase Reference)
Substances Added to Food (formerly EAFUS): METHYL CYCLOHEXANECARBOXYLATE
FDA UNII: 96144 H696Q · 96144H696Q
NIST Chemistry Reference: 6 H11COOCH3 · c-C6H11COOCH3(4630-82-4)
EPA Substance Registry System: Methyl cyclohexanecarboxylate (4630-82-4)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 2 · GHS02
Signal word: Warning
Hazard statements: 226 · H226
Precautionary statements: 210 · P210-P233-P240-P241+P242+P243-P280-P303+P361+P353-P370+P378-P403+P235-P501
PPE: Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
Risk Statements: 36 · 36/37/38
Safety Statements: 24 · 24/25
RIDADR: 3272 · UN 3272 3/PG 3
WGK Germany: 2 · 2
RTECS: 8599000 · GU8599000
HazardClass: 3.2 · 3.2
PackingGroup: III
HS Code: 29162090 · 29162090
Storage Class: 3 · 3 - Flammable liquids
Hazard Classifications: 3 · Flam. Liq. 3
Limited Quantities: 5 L · 5.0 L (1.3 gallons) (liquid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 8.3% (11 of 133) of reports.

Warning

H226 (91.7%): Flammable liquid and vapor [Warning Flammable liquids]

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

Aggregated GHS information provided per 133 reports by companies from 2 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory Information · 3 items

Chemical: Cyclohexanecarboxylic acid, methyl ester

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

Cyclohexanecarboxylic acid, methyl ester: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummarySafe when used as a flavoring agent in food; [JECFA] May cause irritation; [Sigma-Aldrich MSDS] See Cyclohexanecarboxylic acid.

Hazard Classes and CategoriesFlam. Liq. 3 (91.7%)

Safety data

PPE: Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
wgk: 2
rtecs: GU8599000
ridadr: UN 3272 3/PG 3
hs_code: 29162090
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS02
safety_code: 24/25
hazard_class: 3.2
Storage Class: 3 - Flammable liquids
packing_group: III
Hazard statements: H226
Limited Quantities: 5.0 L (1.3 gallons) (liquid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
Hazard Classifications: Flam. Liq. 3
Precautionary statements: P210-P233-P240-P241+P242+P243-P280-P303+P361+P353-P370+P378-P403+P235-P501

Chemistry & industry

Pharmacology

Cellular LocationsCytoplasm

Uses & manufacturing

UsesUsed as a flavoring agent; [FDA]

Use Classification · 3 items

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Applications · 5 items

DescriptionMethyl cyclohexanecarboxylate has a cheese-like odor.

DescriptionMethyl cyclohexanecarboxylate is an aliphatic ester that has been used in a variety of chemical synthesis studies, including the preparation of primary amides and reduction of esters to alcohols.

OccurrenceReported found in Bourbon vanilla.

UsesOdorant found in virgin olive oil and green olives.

UsesMethyl cyclohexanecarboxylate may be used in chemical synthesis studies.

Preparation methods

PreparationPrepared in 65% overall yield from a two-step procedure starting with readily available chlorocyclohexane.

Upstream & downstream products

Downstream products

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

湖北永阔科技有限公司027-59223108 15972152991 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

爱斯特（成都）生物制药股份有限公司+86-28-85122536 85324413 · [email protected]

Additional notes · 1 item

DefinitionChEBI: Methyl cyclohexanecarboxylate is a methyl ester resulting from the formal condensation of the carboxy group of cyclohexanecarboxylic acid with methanol. It has a role as a human metabolite and a flavouring agent. It is a methyl ester and a volatile organic compound. It is functionally related to a cyclohexanecarboxylic acid.