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101834

Sigma-Aldrich

Cyclohexanecarboxylic acid

98%

Synonym(s):

Hexahydrobenzoic acid

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About This Item

Linear Formula:
C6H11CO2H
CAS Number:
98-89-5
Molecular Weight:
128.17
Beilstein:
970529
EC Number:
202-711-3
MDL number:
MFCD00001461
UNSPSC Code:
12352100
PubChem Substance ID:
24846554
NACRES:
NA.22

Assay

98%

form

solid

refractive index

n20/D 1.461 (lit.)

bp

232-233 °C (lit.)

mp

29-31 °C (lit.)

solubility

H2O: soluble 0.201g in 100g at 15 °C
organic solvents: soluble

density

1.033 g/mL at 25 °C (lit.)

SMILES string

OC(=O)C1CCCCC1

InChI

1S/C7H12O2/c8-7(9)6-4-2-1-3-5-6/h6H,1-5H2,(H,8,9)

InChI key

NZNMSOFKMUBTKW-UHFFFAOYSA-N

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Application

Cyclohexanecarboxylic acid was used in a study to determine complex binding constants of the three native cyclodextrins with seven cyclohexane derivatives.

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.

Preparation Note

0.201g of cyclohexanecarboxylic acid dissolves in 100g water at 15°C.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H319

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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3-Cyclohexene-1-carboxylic acid 97%

Sigma-Aldrich

453757

3-Cyclohexene-1-carboxylic acid

Biosynthesis of phoslactomycins: cyclohexanecarboxylic acid as the starter unit.
Sekiyama Y, et al.
Tetrahedron, 59(38), 7465-7471 (2003)
A Gadre et al.
Journal of pharmaceutical sciences, 86(2), 236-243 (1997-02-01)
Complex binding constants of the three native cyclodextrins with seven cyclohexane derivatives (all possessing the carboxylic acid group) and with the series C6H5(CH2)nCOOH (n = 0 to 4) were measured in aqueous solution at 25 degrees C by potentiometry and
The microbial degradation of cyclohexanecarboxylic acid: a pathway involving aromatization to form p-hydroxybenzoic acid.
Blakley ER.
Canadian Journal of Microbiology, 20(10), 1297-1306 (1974)
Housna Mouttaki et al.
Environmental microbiology, 10(12), 3265-3274 (2008-08-19)
In methanogenic environments, the main fate of benzoate is its oxidization to acetate, H(2) and CO(2) by syntrophic associations of hydrogen-producing benzoate degraders and hydrogen-using methanogens. Here, we report the use of benzoate as an electron acceptor. Pure cultures of
P G Egland et al.
Journal of bacteriology, 177(22), 6545-6551 (1995-11-01)
The first step of anaerobic benzoate degradation is the formation of benzoyl-coenzyme A by benzoate-coenzyme A ligase. This enzyme, purified from Rhodopseudomonas palustris, is maximally active with 5 microM benzoate. To study the molecular basis for this reaction, the benzoate-coenzyme
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