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:
Molecular Weight:
90.55
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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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
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.
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.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
3 - Flammable liquids
WGK
WGK 3
Flash Point(F)
23.0 °F
Flash Point(C)
-5 °C
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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)
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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