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C116807

Sigma-Aldrich

Cyclopropanecarbonyl chloride

98%

Synonym(s):

Cyclopropanecarboxylic acid chloride

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About This Item

Linear Formula:
C3H5COCl
CAS Number:
4023-34-1
Molecular Weight:
104.53
Beilstein:
471286
EC Number:
223-684-4
MDL number:
MFCD00001277
UNSPSC Code:
12352100
PubChem Substance ID:
24892371
NACRES:
NA.22

Assay

98%

form

liquid

refractive index

n20/D 1.452 (lit.)

bp

119 °C (lit.)

density

1.152 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

ClC(=O)C1CC1

InChI

1S/C4H5ClO/c5-4(6)3-1-2-3/h3H,1-2H2

InChI key

ZOOSILUVXHVRJE-UHFFFAOYSA-N

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Application

Cyclopropanecarbonyl chloride can be used as an alkylating reagent in the preparation of some chemical building blocks such as formylcyclopropane, cyclopropanecarboxylic acid hydrazide, bis(cyclopropylcarbonyl) peroxide, 1-cyclopropanecarboxamide, 2-cyclopropylcarbonylcyclohexane-1,3-diones and cyclopropyl analog of triazolopiperazine-amides.

Signal Word

Danger

Hazard Statements

H226,H301,H314

Hazard Classifications

Acute Tox. 3 Oral - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Enzyme inhibition potency enhancement by active site metal chelating and hydrogen bonding induced conformation-restricted cyclopropanecarbonyl derivatives
Kuo P-Y, et al.
Bioorganic & Medicinal Chemistry Letters, 16(23), 6024-6027 (2006)
Preparation of Pivaloyl Hydrazide in Water: (Propanoic acid, 2, 2-dimethyl-, hydrazide)
Li Bryan, et al.
Organic Syntheses, 81(23), 254-261 (2003)
Reductive Oxidation of Acid Chlorides to Aldehydes with Sodium Borohydride and Pyridinium Chlorochromate
Cha JS and Lee DY
Bull. Korean Chem. Soc., 21(12), 1260-1262 (2000)
Triazolopiperazine-amides as dipeptidyl peptidase IV inhibitors: Close analogs of JANUVIA?(sitagliptin phosphate)
Kim, Dooseop, et al.
Bioorganic & Medicinal Chemistry Letters, 17(12), 3373-3377 (2007)
Yi Liu et al.
Journal of environmental sciences (China), 90, 180-188 (2020-02-23)
A novel N,N-dithenoyl-rhodamine based fluorescent and colorimetric Fe3+ probe 1 was designed and synthesized by only one step from Rhodamine B hydrazide and 2-thiophenecarbonyl chloride. The structure of probe 1 was characterized by 1H NMR/13C NMR spectroscopy, IR spectroscopy, and
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