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872-36-6

Basic Information
CAS No.: 872-36-6
Name: Vinylene carbonate
Molecular Structure:
Molecular Structure of 872-36-6 (Vinylene carbonate)
Formula: C3H2O3
Molecular Weight: 86.0471
Synonyms: Carbonicacid, cyclic vinylene ester (6CI,8CI);Carbonic acid, cyclic vinylene ester;1,3-Dioxol-2-one;Vinyl carbonate;
EINECS: 212-825-5
Density: 1.42 g/cm3
Melting Point: 19-22 °C(lit.)
Boiling Point: 79.2 °C at 760 mmHg
Flash Point: 53.1 °C
Solubility: 11.5 g/100 mL in water
Appearance: clear colorless to light yellow liquid
Hazard Symbols: IrritantXi
Risk Codes: 43-36
Safety: 37/39-26-24
PSA: 43.35000
LogP: 0.23280
Synthetic route
3967-54-2

4-chloro-1,3-dioxolan-2-one

872-36-6

vinylene carbonate

Conditions
ConditionsYield
With 4-tert-Butylcatechol; triethylamine In ethyl acetate at 25 - 30℃; for 1.66667h; Solvent; Reagent/catalyst; Temperature; Flow reactor; Large scale;96.5%
With 3-amino-2-propanol In ethyl acetate at 4℃; for 3h; Temperature; Reagent/catalyst;95%
With ethanolamine; p-benzoquinone at 55℃; for 5h; Reagent/catalyst; Temperature; Concentration;85%
5130-24-5

Vinyl chloroformate

872-36-6

vinylene carbonate

Conditions
ConditionsYield
With triethylamine at 34 - 49℃; for 0.0555556h; Temperature; Flow reactor; Sonication; Inert atmosphere;95.6%

α-(2-oxo-1,3-dioxolan-4-yl)cobalamin

A

872-36-6

vinylene carbonate

B

27085-12-7

{Co(C20H6N4(CH3)8(CH2CH2CONH2)3(CH2CONH2)3(CH2CH2CONHCH2CH(CH3)OPO2OC4H8O3C9H9N2))(H2O)}(1+)

Conditions
ConditionsYield
In water Irradiation (UV/VIS); in pH 7 phosphate buffer, aerobic irrdn. with a 275-W sunlamp, not stirred;A 70%
B n/a
3967-54-2

4-chloro-1,3-dioxolan-2-one

A

872-36-6

vinylene carbonate

B

107-20-0

2-chloroethanal

C

64-19-7

acetic acid

Conditions
ConditionsYield
catalyst from examples 1 and 2 (ZnCl2 on silica, calcined) at 200 - 400℃; for 6.5 - 332h; Product distribution / selectivity;A 69%
B n/a
C n/a
96-49-1

[1,3]-dioxolan-2-one

872-36-6

vinylene carbonate

Conditions
ConditionsYield
With sulfuryl dichloride In tetrachloromethane at 80℃; for 3h; Irradiation;50%
3967-54-2

4-chloro-1,3-dioxolan-2-one

60-29-7

diethyl ether

121-44-8

triethylamine

872-36-6

vinylene carbonate

trans-4,5-dichloro-<1,3>dioxolan-2-one

trans-4,5-dichloro-<1,3>dioxolan-2-one

872-36-6

vinylene carbonate

Conditions
ConditionsYield
With 1,2-dimethoxyethane; zinc; benzene
110-71-4

1,2-dimethoxyethane

3967-55-3, 36368-37-3, 127213-77-8, 127213-84-7

(+/-)-trans-4,5-dichloro-[1,3]dioxolan-2-one

71-43-2

benzene

zinc-powder

zinc-powder

872-36-6

vinylene carbonate

88734-22-9

2,2'-Dithiobis(1,3-dioxolium)-bis(trifluormethansulfonat)

A

872-36-6

vinylene carbonate

B

37635-87-3

Vinylene thioxocarbonate

C

S

S

Conditions
ConditionsYield
With sodium hydroxide In acetonitrile Product distribution; Mechanism;A 1.15 mmol
B 1.29 mmol
C n/a
3967-54-2

4-chloro-1,3-dioxolan-2-one

A

872-36-6

vinylene carbonate

B

554-68-7

triethylamine hydrochloride

Conditions
ConditionsYield
With triethylamine In diethyl ether for 20h; Heating / reflux;
With triethylamine In Dibutyl carbonate at 50℃; for 20h;
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Chemistry


IUPAC Name: 1,3-Dioxol-2-one
Canonical SMILES: C1=COC(=O)O1
InChI: InChI=1S/C3H2O3/c4-3-5-1-2-6-3/h1-2H
InChIKey: VAYTZRYEBVHVLE-UHFFFAOYSA-N
Molecular Weight: 86.04618 [g/mol]
Molecular Formula: C3H2O3
XLogP3-AA: 0.3
H-Bond Donor: 0
H-Bond Acceptor: 3 
EINECS: 212-825-5 
storage temp.: 2-8 °C
Solubility: 11.5 g/100 mL
Water Solubility: 11.5 g/100 mL 
Index of Refraction: 1.465
Molar Refractivity: 16.77 cm3
Molar Volume: 60.5 cm3
Surface Tension: 41.6 dyne/cm
Density: 1.42 g/cm3
Flash Point: 53.1 °C
Enthalpy of Vaporization: 32.01 kJ/mol
Boiling Point: 79.2 °C at 760 mmHg
Vapour Pressure: 89.9 mmHg at 25 °C
Appearance: clear colorless to light yellow liquid
Melting Point: 19-22 °C(lit.)
Classification Code of Vinylene carbonate (CAS NO.872-36-6): TSCA Flag P [A commenced PMN (Premanufacture Notice) substance]; Tumor data

Safety Profile

Questionable carcinogen with experimental neoplastigenic data. When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard Codes: IrritantXi
Risk Statements: 43-36 
R43:May cause sensitization by skin contact. 
R36:Irritating to eyes.
Safety Statements: 37/39-26-24
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S37/39:Wear suitable gloves and eye/face protection. 
S24:Avoid contact with skin.
RTECS: FG3325000
WGK Germany of Vinylene carbonate (CAS NO.872-36-6): 3

Specification

 Vinylene carbonate (CAS NO.872-36-6), its Synonyms are Vinyl carbonate ; 1,3-Dioxol-2-one ; 1,3-Dioxol-2-one (9CI) ; Carbonic acid, cyclic vinylene ester  .