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468479

Sigma-Aldrich

4-Pentenoyl chloride

98%

Synonym(s):

4-Pentenoic acid chloride

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About This Item

Linear Formula:
H2C=CHCH2CH2COCl
CAS Number:
39716-58-0
Molecular Weight:
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

Signal Word

Danger

Hazard Statements

H226,H314

Hazard Classifications

Flam. Liq. 3 - Skin Corr. 1B

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

80.6 °F - closed cup

Flash Point(C)

27 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 2 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

468479-5ML:
468479-BULK:
468479-25ML:
468479-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
BGBC3894V
BGBC2578V
BGBC3247V
BGBB8395V
BGBB7247V

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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)
Synthesis and radical polyaddition of optically active monomers derived from cysteine.
Kudo H, et al.
Macromolecules, 32(25), 8370-8375 (1999)
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Journal of pharmaceutical and biomedical analysis, 53(3), 309-314 (2010-05-05)
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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
Norlaily Ahmad et al.
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