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183660

Sigma-Aldrich

3,3-Dimethylacryloyl chloride

97%, contains 400 ppm phenothiazine as inhibitor

Sinónimos:

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

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About This Item

Fórmula lineal:
(CH3)2C=CHCOCl
Número de CAS:
3350-78-5
Peso molecular:
118.56
Beilstein/REAXYS Number:
1560268
EC Number:
222-109-4
MDL number:
MFCD00000730
UNSPSC Code:
12352100
PubChem Substance ID:
24851067
NACRES:
NA.22

assay

97%

form

liquid

contains

400 ppm phenothiazine as inhibitor

refractive index

n20/D 1.476 (lit.)

bp

145-147 °C (lit.)

density

1.065 g/mL at 25 °C (lit.)

functional group

acyl chloride

SMILES string

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

InChI

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

InChI key

BDUBTLFQHNYXPC-UHFFFAOYSA-N

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General description

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

Application

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

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

supp_hazards

EUH014

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

123.8 °F - closed cup

flash_point_c

51 °C - closed cup

ppe

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

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Certificados de análisis (COA)

Lot/Batch Number
MKCL4532
MKBZ7833V
MKBP6211V
MKBL5355V
MKBD4440V

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Tetrahedron, 56(3), 363-365 (2000)
Reaction of silylketene acetals with 3, 3-dimethylacryloyl chloride.
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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
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