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

Vinylene carbonate Synthetic route

: 3967-54-2
4-chloro-1,3-dioxolan-2-one

: 872-36-6
vinylene carbonate

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

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

Vinylene carbonate Chemical Properties

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

Vinylene carbonate Safety Profile

Questionable carcinogen with experimental neoplastigenic data. When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard Codes: Irritant Xi
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

Vinylene carbonate 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 .

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