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156965

Sigma-Aldrich

Cyclohexanecarbonyl chloride

98%

Synonym(s):

Hexahydrobenzoyl chloride

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About This Item

Linear Formula:
C6H11COCl
CAS Number:
2719-27-9
Molecular Weight:
146.61
Beilstein:
742163
EC Number:
220-322-7
MDL number:
MFCD00001456
UNSPSC Code:
12352100
PubChem Substance ID:
24849651
NACRES:
NA.22

Assay

98%

form

liquid

refractive index

n20/D 1.469 (lit.)

bp

184 °C (lit.)

density

1.096 g/mL at 25 °C (lit.)

SMILES string

ClC(=O)C1CCCCC1

InChI

1S/C7H11ClO/c8-7(9)6-4-2-1-3-5-6/h6H,1-5H2

InChI key

RVOJTCZRIKWHDX-UHFFFAOYSA-N

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General description

Electrochemical reduction of cyclohexanecarbonyl chloride at a hanging mercury drop electrode in acetonitrile has been reported.

Application

Cyclohexanecarbonyl chloride was used in the preparation of five thiourea derivative ligands having anti-bacterial and anti-yeast activity:
  • (N-(diethylcarbamothioyl)cyclohexanecarboxamide
  • N-(di-n-propylcarbamothioyl)cyclohexanecarboxamide
  • di-n-butylcarbamothioyl)cyclohexanecarboxamide
  • N-(diphenylcarbamothioyl)cyclohexanecarboxamide
  • N-(morpholine-4-carbonothioyl)cyclohexanecarboxamide

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302,H314,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 1

Flash Point(F)

150.8 °F

Flash Point(C)

66 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Electrochemical reduction of cyclohexanecarbonyl chloride at mercury cathodes in acetonitrile.
Urove GA and Peters DG.
Journal of the Electrochemical Society, 140(4), 932-935 (1993)
Hakan Arslan et al.
Molecules (Basel, Switzerland), 14(1), 519-527 (2009-01-27)
Five thiourea derivative ligands and their Ni(2+) and Cu(2+) complexes have been synthesized. The compounds were screened for their in vitro anti-bacterial activity using Gram-positive bacteria (two different standard strains of Staphylococcus aureus, Staphylococcus epidermidis, Enterococcus faecalis, Streptococcus pyogenes, Bacillus
Shigeo Hayashi et al.
Journal of enzyme inhibition and medicinal chemistry, 29(6), 846-867 (2014-02-13)
Because of the pivotal role of cyclooxygenase (COX) in the inflammatory processes, non-steroidal anti-inflammatory drugs (NSAIDs) that suppress COX activities have been used clinically for the treatment of inflammatory diseases/syndromes; however, traditional NSAIDs exhibit serious side-effects such as gastrointestinal damage

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