Vinylene carbonate supplier

Name
Vinylene carbonate
EINECS 212-825-5
CAS No. 872-36-6
Density 1.42 g/cm³
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
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;
PSA 43.35000
LogP 0.23280

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

...Expand

: 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

...Expand

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

...Expand

: 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

...Expand

: 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;

: 540-49-8
cis+trans-dibromoethylene

: 497-19-8
sodium carbonate

: 872-36-6
vinylene carbonate

Conditions

Conditions	Yield
With potassium iodide In water at 40 - 92℃; for 12h; Reagent/catalyst; Temperature; Inert atmosphere;	320 g

: 540-49-8
cis+trans-dibromoethylene

: 584-08-7
potassium carbonate

: 872-36-6
vinylene carbonate

Conditions

Conditions	Yield
With N-benzyl-N,N,N-triethylammonium chloride; potassium iodide In water at 40 - 92℃; for 12h; Reagent/catalyst; Inert atmosphere;

: 872-36-6
vinylene carbonate

: 106-54-7
p-Chlorothiophenol

: 304881-41-2
4-(p-chlorophenylthio)-1,3-dioxolan-2-one

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran for 4h; Heating;	100%

: 872-36-6
vinylene carbonate

: 7321-27-9
2-bromoanthracene

: 2-bromo-9,10-dihydro-9,10-ethanoanthracene-11,12-diol cyclic carbonate

Conditions

Conditions	Yield
for 18h; Reflux;	99%

: 872-36-6
vinylene carbonate

: 3967-55-3
4,-dichloro-1,3-dioxolane-2-one

Conditions

Conditions	Yield
With chlorine at 30℃; Temperature; Inert atmosphere;	97.8%

: 872-36-6
vinylene carbonate

: dibromoethylene carbonate

Conditions

Conditions	Yield
With bromine at 25℃; Temperature; Inert atmosphere;	97.45%

: 872-36-6
vinylene carbonate

: 120-12-7
anthracene

: 5675-70-7
cis-9,10-dihydro-9,10-ethanoanthracene-11,12-diol cyclic carbonate

Conditions

Conditions	Yield
for 8h; Heating;	95%
In various solvent(s) for 36h; Heating;	94%
In 1,2-dichloro-benzene for 36h; Heating / reflux;	94%

: 872-36-6
vinylene carbonate

: 92-24-0
Tetracen

: 71440-73-8, 79982-79-9, 80009-62-7
5,12-dihydro-5,12-ethanonaphthacene-cis-13,14-diyl carbonate

Conditions

Conditions	Yield
In 5,5-dimethyl-1,3-cyclohexadiene at 180℃; for 72h; Diels-Alder Cycloaddition; Autoclave;	95%
for 8h; Heating;	11%

: 872-36-6
vinylene carbonate

: 185097-99-8
endo-3,4,5,6-tetrachlorobicyclo[6.2.2.02,7]dodeca-3,4,9-triene

: 185098-07-1
1,8,14,15-Tetrachlor-10,12-dioxapentacyclo[6.5.2.23,6.02,7.09,13]heptadeca-4,14-dien-11-on

Conditions

Conditions	Yield
With 4-tert-Butylcatechol In tetrahydrofuran at 100℃; under 5850470 Torr; for 72h;	95%

: 872-36-6
vinylene carbonate

: 1256971-44-4
N-methyl-2-phenylacrylamide

: 13180-21-7
1-methyl-3-phenylpyridin-2(1H)-one

Conditions

Conditions	Yield
With silver hexafluoroantimonate; carbonyl(pentamethylcyclopentadienyl)cobalt diiodide; zinc diacetate In 2,2,2-trifluoroethanol at 100℃; for 24h; Inert atmosphere; Schlenk technique; Sealed tube;	95%

: 872-36-6
vinylene carbonate

: 86-55-5
1-naphthalenecarboxylic acid

: 4708-19-4
1H-benzo[h]isochromen-1-one

Conditions

Conditions	Yield
With silver hexafluoroantimonate; dichloro[1,3-di(ethoxycarbonyl)-2,4,5-trimethylcyclopentadienyl]rhodium(III) dimer In 1,2-dichloro-ethane at 120℃; for 15h; Schlenk technique; Inert atmosphere;	95%

: 872-36-6
vinylene carbonate

: 781-92-0
1,4-dimethylanthracene

: 71489-48-0
C19H16O3

Conditions

Conditions	Yield
for 8h; Heating;	94%

: 872-36-6
vinylene carbonate

: 2207-27-4
5,5-dimethoxy-1,2,3,4-tetrachlorocyclopentadiene

: 1,7,8,9-tetrachloro-10,10-dimethoxy-3,5-dioxa-tricyclo[5.2.1.02,6]dec-8-en-4-one

Conditions

Conditions	Yield
at 60 - 90℃; for 67h;	94%

: 872-36-6
vinylene carbonate

: 93-09-4
naphthalene-2-carboxylate

: 1H-benzo[g]isochromen-1-one

Conditions

Conditions	Yield
With silver hexafluoroantimonate; dichloro[1,3-di(ethoxycarbonyl)-2,4,5-trimethylcyclopentadienyl]rhodium(III) dimer In 1,2-dichloro-ethane at 120℃; for 15h; Schlenk technique; Inert atmosphere;	94%

: 872-36-6
vinylene carbonate

: 1698-54-0
6-hydroxy-2-phenyl-3(2H)-pyridazinone

: C12H8N2O2

Conditions

Conditions	Yield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; sodium acetate; silver(I) triflimide In 1,2-dichloro-ethane for 12h; Inert atmosphere; Heating;	94%

: 872-36-6
vinylene carbonate

: C10H10FNO

: 3-(4-fluorophenyl)-1-methylpyridin-2(1H)-one

Conditions

Conditions	Yield
With silver hexafluoroantimonate; carbonyl(pentamethylcyclopentadienyl)cobalt diiodide; zinc diacetate In 2,2,2-trifluoroethanol at 100℃; for 24h; Inert atmosphere; Schlenk technique; Sealed tube;	93%

: 872-36-6
vinylene carbonate

: 272459-50-4
5,12-di([1,1'-biphenyl]-4-yl)-naphthacene

: 1426414-30-3
5,12-di([1,1'-biphenyl]-4-yl)-6,11-dihydro-6,11-ethanonaphthacene-cis-13,14-diyl carbonate

Conditions

Conditions	Yield
In 5,5-dimethyl-1,3-cyclohexadiene at 180℃; for 72h; Diels-Alder Cycloaddition; Autoclave;	92%

: 872-36-6
vinylene carbonate

: 2,6-bis(diphenylamino)anthracene

: C41H30N2O3

Conditions

Conditions	Yield
In 5,5-dimethyl-1,3-cyclohexadiene at 180℃; for 24h; Diels-Alder Cycloaddition; Sealed tube; Inert atmosphere;	92%

: 872-36-6
vinylene carbonate

: 1485-70-7
N-benzylbenzamide

: 59168-21-7
2-benzyl-1-(2H)-isoquinoline ketone

Conditions

Conditions	Yield
With silver hexafluoroantimonate; carbonyl(pentamethylcyclopentadienyl)cobalt diiodide; zinc diacetate In 2,2,2-trifluoroethanol at 100℃; for 24h; Inert atmosphere; Schlenk technique; Sealed tube;	92%

: 872-36-6
vinylene carbonate

: 1022-45-3
2-phenyl-4(3H)-quinazolinone

: 892-36-4
8H-isoquinolino[1,2-b]-quinazolin-8-one

Conditions

Conditions	Yield
With silver tetrafluoroborate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer In acetonitrile at 60℃; for 24h; Schlenk technique; Sealed tube;	92%

: 872-36-6
vinylene carbonate

: 1315337-24-6
7-fluoro-2-phenylquinazolin-4(3Η)-one

: 11-fluoro-6-hydroxy-5,6-dihydro-8H-isoquinolino[1,2-b]quinazolin-8-one

Conditions

Conditions	Yield
With silver hexafluoroantimonate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; sodium acetate In 1,2-dichloro-ethane at 80℃; for 12h; Inert atmosphere;	92%

: 872-36-6
vinylene carbonate

: 79-38-9
Chlorotrifluoroethylene

polymer, Mn = 2300 g/mol, PDI = 2.3; monomer(s): chlorotrifluoroethylene; vinylene carbonate: polymer, Mn = 2300 g/mol, PDI = 2.3; monomer(s): chlorotrifluoroethylene; vinylene carbonate

Conditions

Conditions	Yield
With tert-butyl peroxypivalate In ethyl acetate at 80℃; for 4h;	91.6%

: 872-36-6
vinylene carbonate

: 79-38-9
Chlorotrifluoroethylene

polymer, Mn = 4250 g/mol, PDI = 2.3; monomer(s): chlorotrifluoroethylene; vinylene carbonate: polymer, Mn = 4250 g/mol, PDI = 2.3; monomer(s): chlorotrifluoroethylene; vinylene carbonate

Conditions

Conditions	Yield
With tert-butyl peroxypivalate In acetic acid methyl ester at 80℃; for 4h;	91.6%

: 872-36-6
vinylene carbonate

: 542-92-7
cyclopenta-1,3-diene

: 36444-42-5
(3ar,7ac)-3a,4,7,7a-tetrahydro-4c,7c-methano-benzo[1,3]dioxol-2-one

Conditions

Conditions	Yield
With hydroquinone In toluene at 180℃; for 20h; Diels-Alder Cycloaddition; Schlenk technique;	91%
Diels-Alder reaction;

: 872-36-6
vinylene carbonate

: 140648-13-1
9,10-diethyl-2,3,6,7-tetramethoxy-anthracene

: 2,3,6,7-tetramethoxy-9,10-dihydro-9,10-ethanoanthracene-11,12-diol

Conditions

Conditions	Yield
Stage #1: vinylene carbonate; 9,10-diethyl-2,3,6,7-tetramethoxy-anthracene In xylene at 180℃; for 72h; Stage #2: With sodium hydroxide for 2h; Heating; Further stages.;	91%

: 872-36-6
vinylene carbonate

: C46H48N4

: C49H50N4O3

Conditions

Conditions	Yield
In toluene at 140℃; for 72h; Diels-Alder reaction; Autoclave; Inert atmosphere;	91%

: 872-36-6
vinylene carbonate

: 2,6-bis(3,6-dioctyl-9H-carbazol-9-yl)anthracene

: 2,6-bis(3,6-dioctyl-9H-carbazol-9-yl)-9,10-[4,5]epidioxoloanthracen-13-one

Conditions

Conditions	Yield
With hydroquinone In 5,5-dimethyl-1,3-cyclohexadiene at 180℃; Diels-Alder Cycloaddition; Inert atmosphere;	91%

: 872-36-6
vinylene carbonate

: 118-90-1
ortho-methylbenzoic acid

: 8-methyl-1H-isochromen-1-one

Conditions

Conditions	Yield
With silver hexafluoroantimonate; dichloro[1,3-di(ethoxycarbonyl)-2,4,5-trimethylcyclopentadienyl]rhodium(III) dimer In 1,2-dichloro-ethane at 120℃; for 15h; Schlenk technique; Inert atmosphere;	91%

: 872-36-6
vinylene carbonate

: 85832-93-5
5-(α-tetrahydrofuryl)pentachlorocyclopentadiene

: 85833-04-1
cyclic carbonate of 1,4,5,6,7-pentachloro-7-(α-tetrahydrofuryl)bicyclo<2.2.1>hept-5-ene-2,3-diol

Conditions

Conditions	Yield
at 160 - 165℃; for 4h;	90.1%

: 872-36-6
vinylene carbonate

: 4985-70-0
1-chloroanthracene

: 71440-52-3, 81873-80-5
C17H11ClO3

Conditions

Conditions	Yield
for 8h; Heating;	90%

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 .

Product Name

Vinylene carbonate

Synthetic route

Vinylene carbonate Chemical Properties

Vinylene carbonate Safety Profile

Vinylene carbonate Specification

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