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468479

Sigma-Aldrich

4-Pentenoylchlorid

98%

Synonym(e):

4-Pentenoic acid chloride

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About This Item

Lineare Formel:
H2C=CHCH2CH2COCl
CAS-Nummer:
39716-58-0
Molekulargewicht:
118.56
MDL-Nummer:
MFCD00799572
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24870517
NACRES:
NA.22

Assay

98%

bp

125 °C (lit.)

Dichte

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

InChIKey

JDKQTIKEGOOXTJ-UHFFFAOYSA-N

Allgemeine Beschreibung

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.

Anwendung

Used in the preparation of an acyclic tripeptide containing a heterochiral D-pro-L-pro template with a propensity to exist as a 310 helical conformation. Cyclization via olefin metathesis (Grubbs Catalyst) provides the coresponding tetrapeptide without disruption of the helical conformation.

Piktogramme

FlameCorrosion
GHS02,GHS05

Signalwort

Danger

H-Sätze

H226,H314

Gefahreneinstufungen

Flam. Liq. 3 - Skin Corr. 1B

Lagerklassenschlüssel

3 - Flammable liquids

WGK

WGK 1

Flammpunkt (°F)

80.6 °F - closed cup

Flammpunkt (°C)

27 °C - closed cup

Persönliche Schutzausrüstung

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

Analysenzertifikate (COA)

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Sigma-Aldrich

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Sigma-Aldrich

549797

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Sigma-Aldrich

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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.
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Journal of pharmaceutical and biomedical analysis, 53(3), 309-314 (2010-05-05)
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