Cyclohexanecarboxylic acid Chemical Properties

Melting point:

29-31 °C(lit.)

Boiling point:

232-233 °C(lit.)

Density 

1.033 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.461(lit.)

FEMA 

3531 | CYCLOHEXANECARBOXYLIC ACID

Flash point:

>230 °F

storage temp. 

Sealed in dry,Room Temperature

solubility 

H2O: soluble0.201g in 100g at 15°C

pka

4.9(at 25℃)

form 

Crystalline Solid

Specific Gravity

1.033

color 

White

Odor

fruity acidic metallic cheese tropical

Odor Type

fruity

Water Solubility 

0.201 g/100 mL (15 ºC)

Merck 

14,2724

JECFA Number

961

BRN 

970529

Dielectric constant

2.6（31℃）

InChIKey

NZNMSOFKMUBTKW-UHFFFAOYSA-N

LogP

1.96 at 25℃

CAS DataBase Reference

98-89-5(CAS DataBase Reference)

NIST Chemistry Reference

Cyclohexanecarboxylic acid(98-89-5)

EPA Substance Registry System

Cyclohexanecarboxylic acid (98-89-5)

Safety Information

Hazard Codes 

Xi

Risk Statements 

37/38-41-36/37/38

Safety Statements 

26-36-37/39

WGK Germany 

2

RTECS 

GU8370000

TSCA 

Yes

HS Code 

29172090

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Cyclohexanecarboxylic acid Usage And Synthesis

Description

Cyclohexanecarboxylic acid, also known as hexahydrobenzoic acid or carboxycyclohexane, belongs to the class of organic compounds known as carboxylic acids. Carboxylic acids are compounds containing a carboxylic acid group with the formula -C(=O)OH. Cyclohexanecarboxylic acid is a weakly acidic compound (based on its pKa). Cyclohexanecarboxylic acid exists in all living organisms, ranging from bacteria to humans. Cyclohexanecarboxylic acid is an acidic, cheese, and fruity tasting compound. Outside of the human body,. A monocarboxylic acid that consists of cyclohexane substituted by a carboxy group.

Application

Cyclohexanecarboxylic acid is a precursor to the nylon-6 precursor caprolactam via its reaction with nitrosylsulfuric acid. It can also be oxidized to cyclohexene. Cyclohexanecarboxylic acid exhibits the reactions typical of carboxylic acids, including its conversion to the acid chloride cyclohexanecarbonyl chloride.

Chemical Properties

White crystalline solid

Chemical Properties

Cyclohexanecarboxylic acid has a cheese-like odor.

Uses

Cyclohexanecarboxylic acid can be used to determine complex binding constants of the three native cyclodextrins with seven cyclohexane derivatives.

Uses

Cyclohexanecarboxylic acid may be used as an analytical standard for the determination of the analyte in wine and other alcoholic beverages, edible salts and high-salinity foods, and ethanolic extract of Centella asiatica by various analytical techniques.

Uses

Paint and varnish driers, dry-cleaning soaps, lubricating oils, stabilizer for rubber.

Definition

ChEBI: A monocarboxylic acid that consists of cyclohexane substituted by a carboxy group.

Taste threshold values

Taste characteristics at 5 ppm: fruity, woody, berry-like with green dirty nuances

Synthesis Reference(s)

The Journal of Organic Chemistry, 22, p. 1680, 1957 DOI: 10.1021/jo01363a041
Tetrahedron Letters, 21, p. 4773, 1980 DOI: 10.1016/0040-4039(80)80136-5

General Description

Cyclohexanecarboxylic acid, the saturated analog of benzoic acid, is categorized under the family of volatile organic compounds (VOCs). It is typically used as a flavoring ingredient.

Biochem/physiol Actions

Cyclohexanecarboxylic acid undergoes microbial degradation by a strain of Antherobacter to form para-hydroxybenzoic acid. Cyclohexanecarboxylic acid undergoes aromatization and converts to Hippuric acid in rat liver extracts in vitro. Cyclohexanecarboxylic acid is the starting reagent for the synthesis of polyketide-type antibiotics, Phoslactomycins.

Purification Methods

Crystallise the acid from hot H2O (solubility is 0.2% w/w at 15o), it is soluble in organic solvents. Also distil it at as high a vacuum as possible and warm the condenser as it solidifies on cooling.The acid chloride M 146.6, has b 184o/atm, d2 5 1.096, the methyl ester has b 183o/atm, and the S-benzylisothiuronium salt has m 165-166o (from EtOH). [Beilstein 9 H 7, 9 I 5, 9 II 6, 9 III15, 9 IV 16.]

Cyclohexanecarboxylic acid(98-89-5)Related Product Information

• Chlorocyclohexane
• Ethylcyclohexane
• Benzoic acid
• Cyclohexanecarbonitrile
• Chromium picolinate
• Methylcyclohexane
• Cyclohexanone
• Benzyl benzoate
• Glycine
• Cyclohexene oxide
• Bis(2-ethylhexyl) phthalate
• Citric acid
• Cyclohexylbenzene
• Ethyl 2-(Chlorosulfonyl)acetate
• Phthalic acid
• Folic acid
• Cyclohexane
• Retinoic acid