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Merck
CN

254584

Crotyl chloride, predominantly trans

95%

Synonym(s):

1-Chloro-2-butene

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About This Item

Linear Formula:
CH3CH=CHCH2Cl
CAS Number:
4894-61-5
Molecular Weight:
90.55
NACRES:
NA.22
PubChem Substance ID:
24855394
UNSPSC Code:
12352100
EC Number:
225-516-5
MDL number:
MFCD00000987

Key Documents

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Product Name

Crotyl chloride, predominantly trans, 95%

InChI key

YTKRILODNOEEPX-NSCUHMNNSA-N

InChI

1S/C4H7Cl/c1-2-3-4-5/h2-3H,4H2,1H3/b3-2+

SMILES string

[H]\C(C)=C(\[H])CCl

assay

95%

form

liquid

impurities

4% 3-chloro-1-butene

refractive index

n20/D 1.436 (lit.)

bp

84-85 °C (lit.)

density

0.929 g/mL at 25 °C (lit.)

functional group

alkyl halide
chloro

storage temp.

2-8°C

Quality Level

100

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Application

Crotyl chloride was used in kinetics measurements of reactions of atomic chlorine with series of unsaturated aldehydes and ketones at 298K. (E)Crotyl chloride was also used in the preparation of (E)-crotyltrichlorosilane.

General description

Crotyl chloride reacts with trichlorosilane in the presence of tertiary amine and copper salt to give the corresponding allyltrichlorosilane.

signalword

Danger

Hazard Classifications

Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

23.0 °F

flash_point_c

-5 °C

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
STBJ8347
STBJ6044
S18996V
S18996
06013JE

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Rate constants for the reactions of chlorine atoms with a series of unsaturated aldehydes and ketones at 298 K: structure and reactivity.
Wang W, et al.
Physical Chemistry Chemical Physics, 4(10), 1824-1831 (2002)
The condensation reaction of trichlorosilane with allylic chlorides catalyzed by copper salts in the presence of a tertiary amine.
Furuya N and Sukawa T.
Journal of Organometallic Chemistry, 96(1), C1-C3 (1975)
Stereohomogeneous synthesis of (E)-and (Z)-crotyltrifluorosilanes and highly stereoselective allylation of aldehydes.
Kira M, et al.
Tetrahedron Letters, 30(9), 1099-1102 (1989)

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