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Isopropenyl chloroformate

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Name

Isopropenyl chloroformate

EINECS 261-018-4
CAS No. 57933-83-2 Density 1.103 g/cm3
PSA 26.30000 LogP 1.89540
Solubility reacts Melting Point N/A
Formula C4H5ClO2 Boiling Point 100 °C at 760 mmHg
Molecular Weight 120.535 Flash Point 16.1 °C
Transport Information UN 3390 Appearance Colorless clear liquid
Safety 16-26-27-36/37/39-45-8-28 Risk Codes 11-23/24/25-34-36/37-29-26-21/22
Molecular Structure Molecular Structure of 57933-83-2 (Isopropenyl chloroformate) Hazard Symbols FlammableF; ToxicT; VeryT+
Synonyms

Isopropenylchloroformate;

 

Isopropenyl chloroformate Synthetic route

75-44-5

phosgene

67-64-1

acetone

57933-83-2

Isopropenyl chloroformate

Conditions
ConditionsYield
at 20℃;
75-44-5

phosgene

6704-33-2

bis(acetonyl)mercury

57933-83-2

Isopropenyl chloroformate

Conditions
ConditionsYield
In dichloromethane
57933-83-2

Isopropenyl chloroformate

189363-85-7

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

2-(3,4-dimethoxyphenyl)-3-[(isopropenyloxycarbonyl)oxy]-1-cyclohexene

Conditions
ConditionsYield
With pyridine In dichloromethane at 0℃;100%
57933-83-2

Isopropenyl chloroformate

215609-91-9

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

335371-06-7

2-(3,4-methylenedioxyphenyl)-3-[(isopropenyloxycarbonyl)oxy]-1-cyclohexene

Conditions
ConditionsYield
With pyridine In dichloromethane at 0℃;100%
897372-42-8

ethyl 2-(3-(5-amino-3-tert-butyl-1H-pyrazol-1-yl)phenyl)acetate

57933-83-2

Isopropenyl chloroformate

897373-29-4

C21H27N3O4

Conditions
ConditionsYield
With sodium hydroxide In water; ethyl acetate at 20℃; for 1h;100%
939398-43-3

(1R)-1-[3-fluoro-5-(1,1,2,2-tetrafluoroethoxy)phenyl]-1-(4-fluorophenyl)-2-phenylethan-1-amine

57933-83-2

Isopropenyl chloroformate

(R)-prop-1-en-2-yl 1-(3-fluoro-5-(1,1,2,2-tetrafluoroethoxy)phenyl)-1-(4-fluorophenyl)-2-phenylethylcarbamate

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran; water at 20℃;100%
57933-83-2

Isopropenyl chloroformate

1012878-89-5

3-(5-amino-4-fluoro-2-methylphenyl)-1-ethyl-7-(methylamino)-1,6-naphthyridin-2(1H)-one

1442470-95-2

prop-1-en-2-yl (5-(1-ethyl-7-(methylamino)-2-oxo-1,2-dihydro-1,6-naphthyridin-3-yl)-2-fluoro-4-methylphenyl)carbamate

Conditions
ConditionsYield
With sodium hydrogencarbonate In ethyl acetate at 20℃; for 6h;100%
With sodium hydrogencarbonate In ethyl acetate at 20℃;100%
57933-83-2

Isopropenyl chloroformate

1012880-11-3

2-fluoro-4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

1454682-73-5

prop-1-en-2-yl 2-fluoro-4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenylcarbamate

Conditions
ConditionsYield
With sodium hydrogencarbonate In water; ethyl acetate at 20℃; for 6h;100%
With sodium hydrogencarbonate In water; ethyl acetate at 20℃; for 6h;
With sodium hydrogencarbonate In ethyl acetate at 20℃; for 6h; Schotten-Baumann Reaction;
1020173-63-0

tert-butyl 5-(5-amino-3-isopropyl-pyrazol-1-yl)-indazole-1-carboxylate

57933-83-2

Isopropenyl chloroformate

1020173-64-1

tert-butyl 5-(3-isopropyl-5-((prop-1-en-2-yloxy)carbonylamino)-1H-pyrazol-1-yl)-1H-indazole-1-carboxylate

Conditions
ConditionsYield
With sodium hydroxide In ethyl acetate at 0 - 20℃;99%
With sodium hydroxide In water; ethyl acetate at 0 - 20℃;99%
57933-83-2

Isopropenyl chloroformate

1455036-08-4

3-(3-amino-4-fluorophenyl)-N-(4-methoxybenzyl)-N,2-dimethyl-1,6-naphthyridin-7-amine

1455036-62-0

prop-1-en-2-yl (2-fluoro-5-(7-((4-methoxybenzyl)(methyl)amino)-2-methyl-1,6-naphthyridin-3-yl)phenyl)carbamate

Conditions
ConditionsYield
With sodium hydrogencarbonate In ethyl acetate at 20℃; for 2h; Schotten-Baumann Reaction;99%
With sodium hydrogencarbonate In ethyl acetate at 20℃; for 2h;99%

Isopropenyl chloroformate Specification

The Isopropenyl chloroformate, with CAS registry number 57933-83-2, has the systematic name of (1)Acid Halides; (2)Carbonyl Compounds; (3)Organic Building Blocks. Its systematic name and its IUPAC name are the same, which is prop-1-en-2-yl carbonochloridate. This chemical should be stored at the temperature of 2-8°C.

Physical properties of Isopropenyl chloroformate: (1)ACD/LogP: 2.06; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.06; (4)ACD/LogD (pH 7.4): 2.06; (5)ACD/BCF (pH 5.5): 21.66; (6)ACD/BCF (pH 7.4): 21.66; (7)ACD/KOC (pH 5.5): 314.59; (8)ACD/KOC (pH 7.4): 314.59; (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: 1.426; (14)Molar Refractivity: 26.77 cm3; (15)Molar Volume: 104.3 cm3; (16)Polarizability: 10.61×10-24cm3; (17)Surface Tension: 27.8 dyne/cm; (18)Enthalpy of Vaporization: 33.93 kJ/mol; (19)Vapour Pressure: 37.4 mmHg at 25°C.

Uses of Isopropenyl chloroformate: it can be used to phenyl-carbamic acid isopropenyl ester. This reaction will need reagent sodium hydroxide and solvents H2O, ethyl acetate. The reaction time is 45 min with reaction temperature of 10 - 20 ℃. The yield is about 38%.

When you are using this chemical, please be cautious about it as the following:
The Isopropenyl chloroformate is highly flammable, and it may cause burns, so keep it away from sources of ignition. This chemical is very toxic and harmful by inhalation, in contact with skin and if swallowed. When it contact with water, it liberates toxic gas, so keep its container dry. This chemical irritates to eyes, respiratory system and skin. When use it, wear suitable protective clothing, gloves and eye/face protection. If contact 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 the label whenever possible.) After using it, take off immediately all contaminated clothing.

You can still convert the following datas into molecular structure:
(1)SMILES: ClC(=O)O/C(=C)C
(2)InChI: InChI=1/C4H5ClO2/c1-3(2)7-4(5)6/h1H2,2H3
(3)InChIKey: AMMGCGVWJMRTQI-UHFFFAOYAT
(4)Std. InChI: InChI=1S/C4H5ClO2/c1-3(2)7-4(5)6/h1H2,2H3
(5)Std. InChIKey: AMMGCGVWJMRTQI-UHFFFAOYSA-N

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