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468479

Sigma-Aldrich

4-Pentenoyl chloride

98%

Sinónimos:

4-Pentenoic acid chloride

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About This Item

Fórmula lineal:
H2C=CHCH2CH2COCl
Número de CAS:
39716-58-0
Peso molecular:
118.56
MDL number:
MFCD00799572
UNSPSC Code:
12352100
PubChem Substance ID:
24870517
NACRES:
NA.22

assay

98%

bp

125 °C (lit.)

density

1.074 g/mL at 25 °C (lit.)

SMILES string

ClC(=O)CCC=C

InChI

1S/C5H7ClO/c1-2-3-4-5(6)7/h2H,1,3-4H2

InChI key

JDKQTIKEGOOXTJ-UHFFFAOYSA-N

General description

4-Pentenoyl chloride has been identified as a key impurity in 5-chlorovaleroyl chloride (5-CVC). 4-Pentenoyl chloride can be synthesized by reacting thionyl chloride and 4-pentenoic acid.

Application

4-Pentenoyl chloride may be used in the preparation of:
  • D-pro-L-derived cyclic peptides
  • 4-pentenoylcobalt tricarbonyl
  • N-4-pentenoyl-L-cysteine methyl ester

pictograms

FlameCorrosion
GHS02,GHS05

signalword

Danger

hcodes

H226,H314

Hazard Classifications

Flam. Liq. 3 - Skin Corr. 1B

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

80.6 °F - closed cup

flash_point_c

27 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Certificados de análisis (COA)

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I Nageshwara Rao et al.
The Journal of organic chemistry, 69(6), 2181-2184 (2004-04-03)
An acyclic tripeptide based on a heterochiral D-pro-L-pro template shows a propensity to exist as a 3(10) helical conformation and can be cyclized, via ring-closing metathesis, to the corresponding cyclic tetrapeptides without disrupting the helical conformations in CDCl(3) as well
Synthesis and radical polyaddition of optically active monomers derived from cysteine.
Kudo H, et al.
Macromolecules, 32(25), 8370-8375 (1999)
Alkyl-and Acyl-cobalt Carbonyls Containing Olefinic Unsaturation. Allylcobalt Tricarbonyl and Related Compounds1.
Heck RF and Breslow DS.
Journal of the American Chemical Society, 83(5), 1097-1102 (1961)
Liya Tang et al.
Journal of pharmaceutical and biomedical analysis, 53(3), 309-314 (2010-05-05)
5-Chlorovaleroyl chloride (5-CVC) is commonly used as an alkylating agent in the synthesis of pharmaceutical intermediates, active ingredients, as well as other specialty chemicals. It is critical to monitor the impurities present in 5-CVC as they may have a direct
Norlaily Ahmad et al.
Biomacromolecules, 20(7), 2506-2514 (2019-06-28)
Inflammatory conditions are frequently accompanied by increased levels of active proteases, and there is rising interest in methods for their detection to monitor inflammation in a point of care setting. In this work, new sensor materials for disposable single-step protease

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