Skip to Content
Merck
All Photos(1)

Documents

C31104

Sigma-Aldrich

3-Chloro-2-chloromethyl-1-propene

99%

Synonym(s):

1,1-Bis(chloromethyl)ethylene, Methallyl dichloride

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
CH2=C(CH2Cl)2
CAS Number:
Molecular Weight:
125.00
Beilstein:
1560178
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor density

3.12 (vs air)

Quality Level

Assay

99%

form

liquid

autoignition temp.

896 °F

expl. lim.

8.1 %

refractive index

n20/D 1.4753 (lit.)

bp

138 °C (lit.)

mp

−14 °C (lit.)

density

1.08 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

ClCC(=C)CCl

InChI

1S/C4H6Cl2/c1-4(2-5)3-6/h1-3H2

InChI key

XJFZOSUFGSANIF-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

3-Chloro-2-chloromethyl-1-propene can be used in the synthesis of 2,11-bis(methylidene)spermine, an inhibitor of spermine oxidase and branched side chains of conjugated polymers. It can also be used in the intermolecular [2+2] photocycloaddition during the total synthesis of (−)-grandisol.

Pictograms

FlameSkull and crossbones

Signal Word

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 3 Oral - Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

96.8 °F

Flash Point(C)

36 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Synthesis of 2, 11-bis (methylidene) spermine, a new inhibitor of spermine oxidase.
Grigorenko N A, et al.
Russian Journal of Bioorganic Chemistry, 42(4), 423-427 (2016)
Synthesis of well-defined three-and four-armed cage-shaped polymers via ?topological conversion? from trefoil-and quatrefoil-shaped polymers.
Satoh Y, et al.
Macromolecules, 50(1), 97-106 (2016)
Diketopyrrolopyrrole?based Conjugated Polymers Bearing Branched Oligo (Ethylene Glycol) Side Chains for Photovoltaic Devices.
Chen X, et al.
Angewandte Chemie (Weinheim an der Bergstrasse, Germany), 128(35), 10532-10536 (2016)
Enantioselective Intermolecular [2+ 2] Photocycloaddition Reaction of Cyclic Enones and Its Application in a Synthesis of (−)-Grandisol.
Poplata S and Bach T
Journal of the American Chemical Society, 140(9), 3228-3231 (2018)
Matthew K McBride et al.
Science advances, 4(8), eaat4634-eaat4634 (2018-08-29)
Liquid crystalline (LC) elastomers (LCEs) enable large-scale reversible shape changes in polymeric materials; however, they require intensive, irreversible programming approaches in order to facilitate controllable actuation. We have implemented photoinduced dynamic covalent chemistry (DCC) that chemically anneals the LCE toward

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service