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254584

Sigma-Aldrich

Crotyl chloride, predominantly trans

95%

Synonym(s):

1-Chloro-2-butene

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$187.00
100 G
$644.00

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25 G
$187.00
100 G
$644.00

About This Item

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

$187.00

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Quality Level

100

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

SMILES string

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

InChI

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

InChI key

YTKRILODNOEEPX-NSCUHMNNSA-N

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General description

Crotyl chloride reacts with trichlorosilane in the presence of tertiary amine and copper salt to give the corresponding allyltrichlorosilane[1].

Application

Crotyl chloride was used in kinetics measurements of reactions of atomic chlorine with series of unsaturated aldehydes and ketones at 298K[2]. (E)Crotyl chloride was also used in the preparation of (E)-crotyltrichlorosilane[3].

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_germany

WGK 3

flash_point_f

23.0 °F

flash_point_c

-5 °C

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Certificates of Analysis (COA)

Lot/Batch Number
STBJ8347
STBJ6044
S18996V
S18996
06013JE

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Stereohomogeneous synthesis of (E)-and (Z)-crotyltrifluorosilanes and highly stereoselective allylation of aldehydes.
Kira M, et al.
Tetrahedron Letters, 30(9), 1099-1102 (1989)
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)
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)

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