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About This Item
Linear Formula:
C6H11CO2H
CAS Number:
Molecular Weight:
128.17
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
202-711-3
Beilstein/REAXYS Number:
970529
MDL number:
Assay:
98%
Form:
solid
InChI key
NZNMSOFKMUBTKW-UHFFFAOYSA-N
InChI
1S/C7H12O2/c8-7(9)6-4-2-1-3-5-6/h6H,1-5H2,(H,8,9)
SMILES string
OC(=O)C1CCCCC1
assay
98%
form
solid
refractive index
n20/D 1.461 (lit.)
bp
232-233 °C (lit.)
Quality Level
solubility
H2O: soluble 0.201g in 100g at 15 °C, organic solvents: soluble
density
1.033 g/mL at 25 °C (lit.)
functional group
carboxylic acid
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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.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2
Storage Class
11 - Combustible Solids
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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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)
Aromatization of cyclohexanecarboxylic acid.
B M Babior et al.
The Journal of biological chemistry, 241(16), 3643-3651 (1966-08-25)
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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