Vinylene carbonate
- NameVinylene carbonate
- CAS872-36-6
- Purity99%
Product Details
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- Molecular Formula:C3H2O3
- Molecular Weight:86.0471
- Appearance/Colour:clear colorless to light yellow liquid
- Vapor Pressure:89.9mmHg at 25°C
- Melting Point:19-22 °C(lit.)
- Refractive Index:n20/D 1.421(lit.)
- Boiling Point:79.2 °C at 760 mmHg
- Flash Point:53.1 °C
- PSA：43.35000
- Density:1.42 g/cm3
- LogP:0.23280
Vinylene carbonate(Cas 872-36-6) Usage
|
Application |
Vinylene carbonate (VC) can be used as an electrolytic additive for ionic liquid electrolyte for the formation of lithium-ion batteries. It can also be used in the formation of hybrid solid electrolyte interphase (SEI) for the fabrication of lithium-based batteries. |
|
Preparation |
Vinylene carbonate is produced by the known method by eliminating hydrogen chloride from chloroethylene glycol carbonate by means of tertiary amines, in particular triethylamine. Chloroethylene glycol carbonate is obtained by free radical chlorination of ethylene glycol carbonate by means of chlorine or sulphuryl chloride. This synthesis was published for the first time in 1953 by Newman and Addor (JACS, 1953, page 1263; JACS 1955, page 3789). |
|
General Description |
This product has been enhanced for energy efficiency. Carbonate building block offered as a solution in ethyl acetate for more convenient handling. Vinylene carbonate may also be used as a dienophile in Diels-Alder reactions. |
|
Flammability and Explosibility |
Nonflammable |
|
Purification Methods |
Purify it by zone melting, or distillation, and stabilize it with 0.5% of 2,6-di-tert-butyl-p-cresol. [Beilstein 19 III/IV 1597, 19/4 V 72.] |
InChI:InChI=1/C3H2O3/c4-3-5-1-2-6-3/h1-2H
872-36-6 Relevant articles
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Johnson,Patton
, p. 1042 (1960)
-
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Dorris et al.
, p. 1352 (1966)
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Method for producing a vinylene carbonate
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Paragraph 0032; 0035-0037, (2021/11/02)
[Problem] to a dehydrochlorination react...
Preparation method of vinylene carbonate
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Paragraph 0030-0033; 0036-0042, (2020/07/21)
The invention discloses a preparation me...
Synthesis method of vinylene carbonate
-
Paragraph 0017; 0019-0022, (2019/12/02)
The invention discloses a synthesis meth...
The tubular reactor for the continuous production of vinylene carbonate
-
Paragraph 0029; 0030, (2017/08/25)
The invention provides a method for cont...
872-36-6 Process route
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3967-54-2
4-chloro-1,3-dioxolan-2-one
-
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872-36-6
vinylene carbonate
-
-
554-68-7
triethylamine hydrochloride
| Conditions | Yield |
|---|---|
|
With
triethylamine;
In
diethyl ether;
for 20h;
Heating / reflux;
|
|
|
With
triethylamine;
In
Dibutyl carbonate;
at 50 ℃;
for 20h;
|
-
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3967-54-2
4-chloro-1,3-dioxolan-2-one
-
-
872-36-6
vinylene carbonate
-
-
107-20-0
2-chloroethanal
-
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64-19-7,77671-22-8
acetic acid
| Conditions | Yield |
|---|---|
|
catalyst from examples 1 and 2 (ZnCl2 on silica, calcined);
at 200 - 400 ℃;
for 6.5 - 332h;
Product distribution / selectivity;
|
69% |
872-36-6 Upstream products
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3967-54-2
4-chloro-1,3-dioxolan-2-one
-
60-29-7
diethyl ether
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121-44-8
triethylamine
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96-49-1
[1,3]-dioxolan-2-one
872-36-6 Downstream products
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32384-16-0
exo-/endo-3,5,10-Trioxatricyclo<5.2.1.02.6>dec-8-en-4-on
-
5675-70-7
cis-9,10-dihydro-9,10-ethanoanthracene-11,12-diol cyclic carbonate
-
36444-42-5
(3ar,7ac)-3a,4,7,7a-tetrahydro-4c,7c-methano-benzo[1,3]dioxol-2-one
-
4717-64-0
(3aRS,7aSR)-5,6-dimethyl-3a,4,7,7a-tetrahydrobenzo[d][1,3]dioxol-2-one
