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Merck
CN

195707

cis-1,4-Dichloro-2-butene

95%

Synonym(s):

(2Z)-1,4-Dichloro-2-butene, (2Z)-1,4-Dichlorobut-2-ene, (Z)-1,4-Dichloro-2-butene, 1,4-Dichloro-cis-2-butene, cis-1,2-Bis(chloromethyl)ethene

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About This Item

Linear Formula:
ClCH2CH=CHCH2Cl
CAS Number:
Molecular Weight:
125.00
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
216-021-5
Beilstein/REAXYS Number:
1719692
MDL number:
Assay:
95%
Form:
liquid
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Quality Level

assay

95%

form

liquid

refractive index

n20/D 1.489 (lit.)

bp

152 °C/758 mmHg (lit.)

mp

−48 °C (lit.)

density

1.188 g/mL at 25 °C (lit.)

functional group

chloro

storage temp.

2-8°C

SMILES string

ClC\C=C/CCl

InChI

1S/C4H6Cl2/c5-3-1-2-4-6/h1-2H,3-4H2/b2-1-

InChI key

FQDIANVAWVHZIR-UPHRSURJSA-N

General description

cis-1,4-Dichloro-2-butene on reaction with sodium amide yields trans-1-chloro-1,3-butadiene. Mechanism of condensation of sulfone-activated methylene compounds with cis-1,4-dichloro-2-butene to yield cyclopentene has been investigated.

Application

cis-1,4-Dichloro-2-butene was used in the preparation of functionalized 3,5-disubstituted cyclopent-2-enones.


signalword

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 1B - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

131.0 °F - closed cup

flash_point_c

55 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Regulatory Information

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Wei-Chieh Cheng et al.
The Journal of organic chemistry, 67(13), 4387-4391 (2002-06-22)
The preparation of functionalized 3,5-disubstituted cyclopent-2-enones via a solid-phase sulfone linker strategy is described. Polystyrene/divinylbenzene sulfinate 1 underwent S-alkylation followed by alpha,alpha-dialkylation with cis-1,4-dichloro-2-butene to form polymer-bound 3-phenylsulfonylcyclopentenes 8. Subsequent epoxidation of the cyclopentene moiety in 8 was accomplished by
Efficient 4+ 1 Syntheses of Highly Functionalized Cyclopentenes.
Nantz MH, et al.
Synthetic Communications, 17(1), 55-69 (1987)
Reactions of cis-and trans-1, 4-dichloro-2-butene with sodium amide.
Heasley VL and Lais BR.
The Journal of Organic Chemistry, 33(6), 2571-2572 (1968)



Global Trade Item Number

SKUGTIN
195707-100G04061838761736
195707-5G04061838761750
195707-25G04061838761743