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236306

Sigma-Aldrich

Allyl chloride

ReagentPlus®, 99%

Synonym(s):

3-Chloro-1-propene, Chlorallylene

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About This Item

Linear Formula:
CH2=CHCH2Cl
CAS Number:
107-05-1
Molecular Weight:
76.52
Beilstein:
635704
EC Number:
203-457-6
MDL number:
MFCD00000984
UNSPSC Code:
12352100
PubChem Substance ID:
24854161
NACRES:
NA.22
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vapor density

2.6 (vs air)

Quality Level

100

vapor pressure

20.58 psi ( 55 °C)
5.71 psi ( 20 °C)

product line

ReagentPlus®

Assay

99%

form

liquid

expl. lim.

11.2 %

refractive index

n20/D 1.414 (lit.)

bp

44-46 °C (lit.)

mp

−130 °C (lit.)

solubility

alcohol: miscible(lit.)
chloroform: miscible(lit.)
diethyl ether: miscible(lit.)
petroleum ether: miscible(lit.)
water: slightly soluble(lit.)

density

0.939 g/mL at 25 °C (lit.)

functional group

alkyl halide
chloro

storage temp.

2-8°C

SMILES string

ClCC=C

InChI

1S/C3H5Cl/c1-2-3-4/h2H,1,3H2

InChI key

OSDWBNJEKMUWAV-UHFFFAOYSA-N

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General description

Kinetcis of epoxidation of allyl chloride with hydrogen peroxide has been reported[1].

Application

Allyl chloride has been employed:
  • as precursor for generation of allyl radicals by laser flash photolysis at 193nm[2]
  • in the synthesis of α,ω-difunctional chemical intermediates via the cross-metathesis reactions[3]

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Acute 1 - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - Muta. 2 - Skin Irrit. 2 - STOT RE 2 - STOT SE 3

Target Organs

Nervous system,Liver,Kidney, Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

-25.6 °F

Flash Point(C)

-32 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCT2334
MKCT2335
STBK3883
STBJ4696
MKCL0865

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Lars Seidel et al.
Molecules (Basel, Switzerland), 18(11), 13608-13622 (2013-11-07)
Photochemically driven reactions involving unsaturated radicals produce a thick global layer of organic haze on Titan, Saturn's largest moon. The allyl radical self-reaction is an example for this type of chemistry and was examined at room temperature from an experimental
Epoxidation of allyl chloride with hydrogen peroxide catalyzed by titanium silicalite 1.
Gao H, et al.
Applied Catalysis A: General, 138(1), 27-38 (1996)
Cross-metathesis reactions of allyl chloride with fatty acid methyl esters: Efficient synthesis of a, ?-difunctional chemical intermediates from renewable raw materials.
Jacobs T, et al.
Applied Catalysis A: General, 353(1), 32-35 (2009)
Shin-ichi Ikeda et al.
Chemical communications (Cambridge, England), (4)(4), 457-459 (2006-02-24)
The Ni-catalyzed coupling of allyl chlorides and enynes has been developed; the cyclization of enynes was triggered by the addition of pi-allylnickel species to the alkyne part, followed by the incorporation of the alkene part.
Yan-Bo Yu et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 18(46), 14643-14648 (2012-10-12)
Simply id(all)ylic: a copper- and phosphine-ligand-free Pd-catalyzed direct allylation of electron-deficient polyfluoroarenes with allylic chlorides and the reaction mechanism are described. The simple catalytic system, broad substrate scope, and excellent functional-group compatibility of this protocol provides a useful and facile
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