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Vinyl chlorocarbonate

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Name

Vinyl chlorocarbonate

EINECS 225-874-2
CAS No. 5130-24-5 Density 1.21 g/cm3
PSA 26.30000 LogP 1.50530
Solubility N/A Melting Point N/A
Formula C3H3ClO2 Boiling Point 72.1 °C at 760 mmHg
Molecular Weight 106.509 Flash Point 24 °F
Transport Information UN 3390 6 Appearance clear colourless liquid
Safety 16-26-36-45-36/37 Risk Codes 23/24/25-34-11
Molecular Structure Molecular Structure of 5130-24-5 (VINYL CHLOROFORMATE) Hazard Symbols FlammableF;ToxicT
Synonyms

Formicacid, chloro-, vinyl ester (7CI,8CI);Vinyl chlorocarbonate;Vinylchloroformate;Vinyloxycarbonyl chloride;ethenyl carbonochloridate;carbonochloridic acid, ethenyl ester;

Article Data 10

Vinyl chlorocarbonate Synthetic route

75-44-5

phosgene

6213-94-1

trimethylsiloxyethene

5130-24-5

Vinyl chloroformate

Conditions
ConditionsYield
palladium diacetate In hexanedinitrile at -2 - 2℃; for 63h; Product distribution / selectivity;85.2%
With palladium diacetate In acetonitrile
124-05-0

ethylenebis(chloroformate)

5130-24-5

Vinyl chloroformate

Conditions
ConditionsYield
at 425 - 460℃; Pyrolysis;
124-05-0

ethylenebis(chloroformate)

A

75-34-3

1,1-dichloroethane

B

5130-24-5

Vinyl chloroformate

C

50893-53-3

carbonochloridic acid 1-chloro-ethyl ester

D

627-11-2

2-Chloroethyl chloroformate

Conditions
ConditionsYield
at 460℃; Produkt 5: 1.2-Dichlor-aethan.Pyrolysis;
627-11-2

2-Chloroethyl chloroformate

5130-24-5

Vinyl chloroformate

Conditions
ConditionsYield
Pyrolysis;
at 425 - 460℃; Pyrolysis;
75-44-5

phosgene

4387-13-7

bis(formylmethyl)mercury

5130-24-5

Vinyl chloroformate

Conditions
ConditionsYield
In diethyl ether; diethylene glycol dimethyl ether
75-44-5

phosgene

557-75-5

ethenol

5130-24-5

Vinyl chloroformate

Conditions
ConditionsYield
With pyridine In diethyl ether 1.) 1 h, 0 deg C, 2.) 8 h, 25 deg C;
5130-24-5

Vinyl chloroformate

203570-57-4

2-Benzyl-4,4-diphenyl-octahydro-2-aza-4-sila-inden-7-one

203570-62-1

7-Oxo-4,4-diphenyl-octahydro-2-aza-4-sila-indene-2-carboxylic acid vinyl ester

Conditions
ConditionsYield
With triethylamine In 1,2-dichloro-ethane for 2.5h; Ambient temperature;100%
5130-24-5

Vinyl chloroformate

189363-85-7

2-(3,4-dimethoxyphenyl)-2-cyclohexen-1-ol

carbonic acid 2-(3,4-dimethoxy-phenyl)-cyclohex-2-enyl ester vinyl ester

Conditions
ConditionsYield
With pyridine In dichloromethane at 0℃;100%
5130-24-5

Vinyl chloroformate

215609-91-9

2-(3,4-methylenedioxyphenyl)-2-cyclohexen-1-ol

335371-05-6

carbonic acid 2-benzo[1,3]dioxol-5-yl-cyclohex-2-enyl ester vinyl ester

Conditions
ConditionsYield
With pyridine In dichloromethane at 0℃;100%
719-80-2

Ethyl diphenylphosphinite

5130-24-5

Vinyl chloroformate

1237132-78-3

diphenylvinyloxycarbonylphosphinoxide

Conditions
ConditionsYield
at 0 - 20℃; for 3.25h; Michaelis-Arbuzov reaction;99%

Vinyl chlorocarbonate Specification

The Vinyl chlorocarbonate, with the CAS registry number 5130-24-5 and EINECS registry number 225-874-2, has the systematic name and IUPAC name of ethenyl carbonochloridate. It is a kind of clear colourless liquid, and belongs to the followiing product categories: Monomers; Polymer Science; Vinyl Esters. And the molecular formula of the chemical is C3H3ClO2. What' s more, it should bestored at 2-8°C.

The characteristics of Vinyl chlorocarbonate are as followings: (1)ACD/LogP: 1.51; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.51; (4)ACD/LogD (pH 7.4): 1.51; (5)ACD/BCF (pH 5.5): 8.24; (6)ACD/BCF (pH 7.4): 8.24; (7)ACD/KOC (pH 5.5): 157.52; (8)ACD/KOC (pH 7.4): 157.52; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 26.3 Å2; (13)Index of Refraction: 1.42; (14)Molar Refractivity: 22.29 cm3; (15)Molar Volume: 88 cm3; (16)Polarizability: 8.83×10-24cm3; (17)Surface Tension: 28.6 dyne/cm; (18)Density: 1.21 g/cm3; (19)Enthalpy of Vaporization: 31.35 kJ/mol; (20)Boiling Point: 72.1 °C at 760 mmHg; (21)Vapour Pressure: 120 mmHg at 25°C.  

Uses of Vinyl chlorocarbonate: It can react with diazomethane to produce vinyl diazoacetate, and the yield is about 92%.   

You should be cautious while dealing with this chemical. It is highly flammable chemical which may cause burns. And it is toxic by inhalation, in contact with skin and if swallowed. Therefore, you had better take the following instructions: Keep away from sources of ignition - No smoking; Wear suitable protective clothing and gloves, and if in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice; In case of accident or if you feel unwell, seek medical advice immediately (show label where possible). 

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: ClC(=O)O\C=C
(2)InChI: InChI=1/C3H3ClO2/c1-2-6-3(4)5/h2H,1H2
(3)InChIKey: PQLFROTZSIMBKR-UHFFFAOYAD

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