D62209
trans-1,2-Dichloroethylene
98%
Synonym(s):
trans-1,2-Dichloroethene, trans-Acetylene dichloride
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vapor pressure
5.16 psi ( 20 °C)
Assay
98%
form
liquid
expl. lim.
12.8 %
refractive index
n20/D 1.446 (lit.)
bp
48 °C (lit.)
mp
−50 °C (lit.)
density
1.257 g/mL at 25 °C (lit.)
SMILES string
Cl\C=C\Cl
InChI
1S/C2H2Cl2/c3-1-2-4/h1-2H/b2-1+
InChI key
KFUSEUYYWQURPO-OWOJBTEDSA-N
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General description
trans-1,2-Dichloroethylene is an organic solvent used in freon cleaning agents.
Application
trans-1,2-Dichloroethylene can be involved in the synthesis of:
- (E)-Chloroenynes by reacting with 1-alkyne and piperidine in the presence of PdCl2(PPh3)2 catalyst in ethyl ether as a solvent.
- (E)-3-trimethylsilyl-1-chloro-1-propene by reacting with trimethylsilylmethylmagnesium chloride (TMSCH2MgCl) in the presence of Co(II) or Co(III) acetylacetonate.
- trans-1,2-Bis(tri-n-butylstannyl)ethylene which is an important reagent for the synthesis of myriad of natural products.
- trans-1-Chloroalkenes by reacting with Grignard reagents in the presence of tetrakis(triphenylphosphine)nickel as catalyst.
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Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Inhalation - Aquatic Chronic 3 - Flam. Liq. 2
Storage Class Code
3 - Flammable liquids
WGK
WGK 2
Flash Point(F)
42.8 °F - closed cup
Flash Point(C)
6.0 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Cobalt-catalyzed mono-coupling of R3SiCH2MgCl with 1, 2-dihalogenoethylene: a general route to γ-substituted (E)-allylsilanes.
Tetrahedron Letters, 45(24), 4677-4679 (2004)
Preparation of trans-1, 2-bis(tributylstannyl) ethylene.
The Journal of Organic Chemistry, 40(25), 3788-3789 (1975)
A convenient preparation of trans(or cis)-1-chloroalkenes from trans(or cis)-1, 2-dichloroethylene: A new synthesis of the sex pheromone of lobesia botrana.
Tetrahedron Letters, 22(4), 315-318 (1981)
Chemistry (Weinheim an der Bergstrasse, Germany), 19(13), 4335-4343 (2013-01-22)
Highly functionalised benzofurans have been prepared from ortho-hydroxyphenones and 1,1-dichloroethylene. The key intermediate, a chloromethylene furan, smoothly rearranged into the corresponding benzofuran carbaldehyde under acidic conditions. Some mechanistic investigations have been performed and several biologically active benzofurans have been synthesised.
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