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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
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Assay

98%

form

liquid

refractive index

n20/D 1.469 (lit.)

bp

184 °C (lit.)

density

1.096 g/mL at 25 °C (lit.)

functional group

acyl chloride

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.[1]

Application

Cyclohexanecarbonyl chloride was used in the preparation of five thiourea derivative ligands having anti-bacterial and anti-yeast activity:
  • (N-(diethylcarbamothioyl)cyclohexanecarboxamide[2]
  • N-(di-n-propylcarbamothioyl)cyclohexanecarboxamide[2]
  • di-n-butylcarbamothioyl)cyclohexanecarboxamide[2]
  • N-(diphenylcarbamothioyl)cyclohexanecarboxamide[2]
  • N-(morpholine-4-carbonothioyl)cyclohexanecarboxamide[2]

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

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Certificates of Analysis (COA)

Lot/Batch Number
STBL1871
STBK7120
STBK3803
STBJ5104
STBH9595

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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
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)
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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