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Vinylene carbonate

CAS No.
872-36-6
Chemical Name:
Vinylene carbonate
Synonyms
1,3-DIOXOL-2-ONE;vinyl carbonate;Vinylene carbote;The ethylene carbonate;Vinylene carbonate, 99%, water ≤50 ppm, stabilized with 90 ppm BHT;1,3-Dioxo-2-one;WITH HYDROQUINONE;Vinylene carbonat;VINYLENE CARBONATE;2H-1,3-dioxol-2-one
CBNumber:
CB9119200
Molecular Formula:
C3H2O3
Molecular Weight:
86.05
MDL Number:
MFCD00005380
MOL File:
872-36-6.mol
Last updated:2025-09-25 17:15:13
Product description Number Pack Size Price
Vinylene carbonate battery grade, 99.5%, acid <200 ppm, H2O <100 ppm 809977 1 unit $98
Vinylene carbonate battery grade, 99.5%, acid <200 ppm, H2O <100 ppm 809977 1 unit $98
Vinylene carbonate 99.5%, acid <200 ppm, H2O <100 ppm 809977 25g $492
Vinylene carbonate contains 80 ppm BHT as stabilizer, 99% 757144 25g $703
Vinylene Carbonate (stabilized with BHT) >98.0%(GC) V0015 5g $84
More product size

Vinylene carbonate Properties

Melting point 19-22 °C(lit.)
Boiling point 162 °C(lit.)
Density 1.360 g/mL at 20 °C
vapor pressure 3.35hPa at 25℃
refractive index n20/D 1.421(lit.)
Flash point 163 °F
storage temp. 2-8°C
solubility 11.5 g/100 mL
form Liquid
color Colorless to pale yellow
Specific Gravity 1.355
Water Solubility 11.5 g/100 mL
Sensitive Moisture Sensitive
BRN 105683
InChIKey VAYTZRYEBVHVLE-UHFFFAOYSA-N
LogP -0.36 at 20℃
CAS DataBase Reference 872-36-6(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 1X0ZZF9WFV
NIST Chemistry Reference 1,3-Dioxol-2-one(872-36-6)
EPA Substance Registry System 1,3-Dioxol-2-one (872-36-6)
UNSPSC Code 26111700
NACRES NA.23

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS05,GHS06,GHS08,GHS09
Signal word  Danger
Hazard statements  H302-H311-H315-H317-H318-H373-H411
Precautionary statements  P273-P280-P301+P312+P330-P302+P352+P312-P305+P351+P338+P310-P314
Hazard Codes  Xi,N,T
Risk Statements  43-36-51/53-48/22-41-38-24-22
Safety Statements  37/39-26-24-61-45-36/37/39
RIDADR  UN2810 - class 6.1 - PG 3 - EHS - Toxic, liquids, organic, n.o.s., HI: all
WGK Germany  3
RTECS  FG3325000
TSCA  Yes
HazardClass  6.1
HS Code  29209090
Limited Quantities 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid)
Excepted Quantities Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
NFPA 704
2
3 1

Vinylene carbonate price More Price(29)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 809977 Vinylene carbonate battery grade, 99.5%, acid <200 ppm, H2O <100 ppm 872-36-6 1 unit $98 2025-07-31 Buy
Sigma-Aldrich 809977 Vinylene carbonate battery grade, 99.5%, acid <200 ppm, H2O <100 ppm 872-36-6 1 unit $98 2025-07-31 Buy
Sigma-Aldrich 809977 Vinylene carbonate 99.5%, acid <200 ppm, H2O <100 ppm 872-36-6 25g $492 2025-07-31 Buy
Sigma-Aldrich 757144 Vinylene carbonate contains 80 ppm BHT as stabilizer, 99% 872-36-6 25g $703 2023-01-07 Buy
TCI Chemical V0015 Vinylene Carbonate (stabilized with BHT) >98.0%(GC) 872-36-6 5g $84 2025-07-31 Buy
Product number Packaging Price Buy
809977 1 unit $98 Buy
809977 1 unit $98 Buy
809977 25g $492 Buy
757144 25g $703 Buy
V0015 5g $84 Buy

Vinylene carbonate Chemical Properties,Uses,Production

Chemical Properties

clear colorless to light yellow liquid

Uses

Vinylene carbonate is used as an additive to electrolyte solutions for anode side Lithiumion batteries. It also acts as a sealant to seal at least a portion of the silicon-polyvinyl acid interface. It is further used for great improvement of high temperature performance of the battery.

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

Non flammable

Synthesis

Chloroethylene carbonate

3967-54-2

Vinylene carbonate

872-36-6

General procedure for the synthesis of vinylidene carbonate from chlorinated ethylene carbonate (CEC): 61.3 kg (500 mmol) of chlorinated ethylene carbonate, 151 kg (1500 mmol) of triethylamine, 120 kg of ethyl acetate, and 61.3 g of p-tert-butyl catechol were added to a mixer and stirred until completely dissolved. The mixed solution was injected into a horizontal tubular reactor at a flow rate of 0.05 m/s, and the reaction temperature was controlled at 25-30 °C for 100 min. After completion of the reaction, the solid triethylamine hydrochloride was removed by filtration. The filtrate was washed with 30% sodium hydroxide solution and then indirectly heated by steam (0.25 MPa), and the evaporated triethylamine was recovered by a condenser. The treated filtrate was added to the coolant of the dechlorination section and distilled under reduced pressure to recover ethyl acetate. Subsequently, distillation was carried out with a controlled pressure of 0.098 MPa and the fractions at 160-165 °C were collected to give vinylidene carbonate in 96.5% yield and 99.5% GC purity.

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.]

Toxics Screening Level

The initial threshold screening level (ITSL) for vinylene carbonate (CAS # 872-36-6) is 0.1 μg/m3 based on an annual averaging time.

References

[1] Patent: CN104844556, 2017, B. Location in patent: Paragraph 0029; 0030
[2] Patent: CN106699720, 2017, A. Location in patent: Paragraph 0017
[3] Patent: CN106632225, 2017, A. Location in patent: Paragraph 0017; 0018; 0019; 0020; 0021
[4] Patent: US2009/176997, 2009, A1. Location in patent: Page/Page column 2-3
[5] Patent: WO2006/119911, 2006, A1. Location in patent: Page/Page column 4

540-49-8
497-19-8
872-36-6
Synthesis of Vinylene carbonate from 1,2-DIBROMOETHYLENE and Sodium carbonate
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Vinylene carbonate pictures 2025-12-17 Vinylene carbonate
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US $1.00-0.00 / KG 1KG 99% 200000KG Shaanxi Dideu Medichem Co. Ltd
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US $212.00 / KG 1KG 98% 1-10mt Baoji Guokang Healthchem Co., Ltd.
Vinylene carbonate, 97+%, stab. with BHT Vinylene carbonate contains <=2% BHT as stabilizer, 97% The ethylene carbonate Vinylene carbonate contains 80 ppm BHT as stabilizer, 99% WITH HYDROQUINONE Vinylene carbonate 99.5%, acid <200 ppm, H2O <100 ppm Vinylene carbonate, 97%, stabilized Vinylene carbote Vinylene carbonate, 99%, water ≤50 ppm, stabilized with 90 ppm BHT Vinylene carbonate solution VINYLENE CARBONATE Carbonic acid, cyclic vinylene ester carbonicacid,cyclicvinyleneester Vinylene carbonate (stabilized with HQ) Vinylenecarbonate,97% VINYLENE CARBONATE, STAB. 1,3-DIOXOL-2-ONE 1,3-Dioxo-2-one Vinylene carbonate, stabilized, 98% 1,3-DIOXAL-2-ONE (VINYLENE CARBONATE) VINYLENE CARBONATE (VC) Vinylenecarbonate,97+%,stab.withhydroquinone Vinylene carbonate, 98%, stabilized Vinylene Carbonate (stabilized with BHT) Vinylene carbonate,1,3-Dioxol-2-one Vinylene carbonate, stabilized, 98% 5GR Vinylene carbonat Vinylene carbonate, 99%, for synthesis Vinylene Carbonate,98% vinyl carbonate Vinylene carbonate(872-36-6) 2H-1,3-dioxol-2-one 1-methyl-2,3-dihydro-1H-phosphole 1-oxide Vinylene carbonate contains 872-36-6 212-825-5 C3H2O3 Organic Building Blocks Building Blocks Carbonates Carbonyl Compounds Fine Chemical fine chemicals Other