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183660

Sigma-Aldrich

3,3-Dimethylacryloyl chloride

97%, contains 400 ppm phenothiazine as inhibitor

Sinonimo/i:

3-Methyl-2-butenoyl chloride, 3-Methylcrotonoyl chloride, Senecioyl chloride

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About This Item

Formula condensata:
(CH3)2C=CHCOCl
Numero CAS:
3350-78-5
Peso molecolare:
118.56
Beilstein:
1560268
Numero CE:
222-109-4
Numero MDL:
MFCD00000730
Codice UNSPSC:
12352100
ID PubChem:
24851067
NACRES:
NA.22

Saggio

97%

Forma fisica

liquid

contiene

400 ppm phenothiazine as inhibitor

Indice di rifrazione

n20/D 1.476 (lit.)

P. eboll.

145-147 °C (lit.)

Densità

1.065 g/mL at 25 °C (lit.)

Stringa SMILE

C\C(C)=C\C(Cl)=O

InChI

1S/C5H7ClO/c1-4(2)3-5(6)7/h3H,1-2H3
BDUBTLFQHNYXPC-UHFFFAOYSA-N

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Descrizione generale

3,3-Dimethylacryloyl chloride reacts with silylketene acetals in acetonitrile to give δ-ethylenic β-keto esters.

Applicazioni

3,3-Dimethylacryloyl chloride was used in the synthesis of:
  • substituted 4,4-dimethyl-3,4-dihydro-1H-quinolin-2-one via condensation with aniline
  • N-(3,3-Dimethylacryloyl)-(S)-leucine methyl ester

Avvertenze

Danger

Indicazioni di pericolo

H226,H314,H335

Classi di pericolo

Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B - STOT SE 3

Organi bersaglio

Respiratory system

Rischi supp

EUH014

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

123.8 °F - closed cup

Punto d’infiammabilità (°C)

51 °C - closed cup

Dispositivi di protezione individuale

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

Certificati d'analisi (COA)

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Sigma-Aldrich

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Sigma-Aldrich

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Sigma-Aldrich

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Sigma-Aldrich

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Trietilammina

Reaction of silylketene acetals with 3, 3-dimethylacryloyl chloride.
Rousseau G and Blanco L.
Tetrahedron Letters, 26(35), 4195-4196 (1985)
Marie-Anne Letellier et al.
European journal of medicinal chemistry, 43(8), 1730-1736 (2008-01-01)
A new series of substituted 4,4-dimethyl-3,4-dihydro-1H-quinolin-2-one have been prepared via condensation of 3,3-dimethylacryloyl chloride with aniline. Details of synthetic procedures are shown. Our aim was to investigate the potency of our original heterocycle in the inhibition of the Rho-kinase enzyme
Structure and Biosynthesis of Chrysophysarin A, a Plasmodial Pigment from the Slime Mould Physarum polycephalum (Myxomycetes).
Eisenbarth S and Steffan B.
Tetrahedron, 56(3), 363-365 (2000)
Vishal Nanavaty et al.
Molecular cell, 78(4), 752-764 (2020-04-26)
Dysregulation of DNA methylation and mRNA alternative cleavage and polyadenylation (APA) are both prevalent in cancer and have been studied as independent processes. We discovered a DNA methylation-regulated APA mechanism when we compared genome-wide DNA methylation and polyadenylation site usage
Seon-Mi Seo et al.
Pesticide biochemistry and physiology, 113, 55-61 (2014-07-24)
This study investigated the fumigant toxicity of 4 Asteraceae plant essential oils and their constituents against the Japanese termite Reticulitermes speratus Kolbe. Fumigant toxicity varied with plant essential oils or constituents, exposure time, and concentration. Among the tested essential oils

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