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108-23-6

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108-23-6 Usage

Chemical Properties

Isopropyl chloroformate is a colorless liquid with corrosive properties and a pungent odor. generally present as 1.0 mol/L toluene solution of isopropyl chloroformate. It is a highly flammable chemical. Isopropyl chloroformate decomposes when heated, producing toxic and corrosive fumes, including hydrogen chloride and phosgene. The chemical reacts with water to produce alcohol and hydrogen chloride. Hydrolysis would yield chloroformic acid, which is considered a strong acid.

Uses

Different sources of media describe the Uses of 108-23-6 differently. You can refer to the following data:
1. Chemical intermediate for free-radical polymerization initiators, organic synthesis.
2. Isopropyl chloroform was used in the preparation of isopropyl cyclohexane via alkylation of cyclohexene. It was also used in the preparation of 10-isopropyloctadecanoic acid via reaction with oleic acid in the presence of ethylaluminum sesquichloride

Production Methods

Prepared by the reaction of liquid anhydrous isopropyl alcohol with molar excess of dry, chlorine-free phosgene at low temperature.

General Description

A clear colorless volatile liquid with a pungent irritating odor. About the same density as water and insoluble in water. Floats on water Flash point 75°F. Very irritating to skin and eyes and very toxic by inhalation, ingestion and skin absorption. Used to make other chemicals.

Air & Water Reactions

Highly flammable. Gives off HCl fumes in moist air. Insoluble in water. Decomposes slowly in water forming isopropyl alcohol, HCl, and CO2.

Reactivity Profile

Isopropyl chloroformate is water reactive. A sample stored in a refrigerator exploded [Wischmeyer 1973]. Attacks many metals especially in humid atmosphere [Handling Chemicals Safely, 1980. p. 476]. May react vigorously or explosively if mixed with diisopropyl ether or other ethers in the presence of trace amounts of metal salts [J. Haz. Mat., 1981, 4, 291].

Hazard

Toxic by inhalation.

Health Hazard

Acute: highly toxic by inhalation, ingestion and skin absorption. Delayed: can produce delayed pulmonary edema (2-24 hours after exposure) similar to that produced by phosgene. Inhalation of material may cause death or permanent injury.

Fire Hazard

Extremely dangerous; Isopropyl chloroformate has exploded while stored in refrigerator. Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Like other chlorides, when heated to decomposition or on contact with acids or acrid fumes, they evolve highly toxic chloride fumes. Reacts violently with phosgene. Unstable, avoid phosgene

Check Digit Verification of cas no

The CAS Registry Mumber 108-23-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 8 respectively; the second part has 2 digits, 2 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 108-23:
(5*1)+(4*0)+(3*8)+(2*2)+(1*3)=36
36 % 10 = 6
So 108-23-6 is a valid CAS Registry Number.
InChI:InChI=1/C4H7ClO2/c1-3(2)7-4(5)6/h3H,1-2H3

108-23-6 Well-known Company Product Price

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  • (Code)Product description
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  • Aldrich

  • (335908)  Isopropylchloroformatesolution  1.0 M in toluene

  • 108-23-6

  • 335908-100ML

  • 601.38CNY

  • Detail
  • Aldrich

  • (335908)  Isopropylchloroformatesolution  1.0 M in toluene

  • 108-23-6

  • 335908-800ML

  • 1,458.99CNY

  • Detail

108-23-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name Isopropyl Chloroformate

1.2 Other means of identification

Product number -
Other names Chloroformic Acid Isopropyl Ester

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Intermediates
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:108-23-6 SDS

108-23-6Synthetic route

phosgene
75-44-5

phosgene

isopropyl alcohol
67-63-0

isopropyl alcohol

isopropyl chloroformate
108-23-6

isopropyl chloroformate

Conditions
ConditionsYield
In neat (no solvent, gas phase) 150°C;55%
at 150℃; in der Dampfphase;
isopropyl alcohol
67-63-0

isopropyl alcohol

trichloromethyl chloroformate
503-38-8

trichloromethyl chloroformate

A

hydrogenchloride
7647-01-0

hydrogenchloride

B

phosgene
75-44-5

phosgene

C

isopropyl chloroformate
108-23-6

isopropyl chloroformate

D

isopropyl-trichloromethyl carbonate

isopropyl-trichloromethyl carbonate

bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

isopropyl alcohol
67-63-0

isopropyl alcohol

isopropyl chloroformate
108-23-6

isopropyl chloroformate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 0.5h;
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; Ice bath; Inert atmosphere;
isopropyl formate
625-55-8

isopropyl formate

isopropyl chloroformate
108-23-6

isopropyl chloroformate

Conditions
ConditionsYield
With chlorine Kinetics; Mechanism; Photolysis; Inert atmosphere;
(1r,4r)-4-({[(benzyloxy)carbonyl]amino}methyl)cyclohexane-1-carboxylic acid
27687-12-3

(1r,4r)-4-({[(benzyloxy)carbonyl]amino}methyl)cyclohexane-1-carboxylic acid

isopropyl chloroformate
108-23-6

isopropyl chloroformate

C20H27NO6

C20H27NO6

Conditions
ConditionsYield
With 4-methyl-morpholine In tetrahydrofuran at -20℃; for 1h;100%
isopropyl chloroformate
108-23-6

isopropyl chloroformate

(2S,4R)-2-azidomethyl-4-tritylsulfanylpyrrolidine
393792-04-6

(2S,4R)-2-azidomethyl-4-tritylsulfanylpyrrolidine

(2S,4R)-2-azidomethyl-4-tritylsulfanylpyrrolidine-1-carboxylic acid isopropyl ester
844476-72-8

(2S,4R)-2-azidomethyl-4-tritylsulfanylpyrrolidine-1-carboxylic acid isopropyl ester

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 48h;100%
4-methoxypyridine
620-08-6

4-methoxypyridine

isopropyl chloroformate
108-23-6

isopropyl chloroformate

allylmagnesium bromide
1730-25-2

allylmagnesium bromide

C12H17NO3
1003847-45-7

C12H17NO3

Conditions
ConditionsYield
Stage #1: 4-methoxypyridine; isopropyl chloroformate; allylmagnesium bromide In tetrahydrofuran at -40℃;
Stage #2: Acidic aqueous solution;
100%
2-(2-chloro-5-[1,4]diazepan-1-yl-phenyl)-1H-benzoimidazole
1160834-05-8

2-(2-chloro-5-[1,4]diazepan-1-yl-phenyl)-1H-benzoimidazole

isopropyl chloroformate
108-23-6

isopropyl chloroformate

N,N-dimethylethylenediamine
108-00-9

N,N-dimethylethylenediamine

4-[3-(1H-benzoimidazol-2-yl)-4-chloro-phenyl]-[1,4]diazepane-1-carboxylic acid (2-dimethylamino-ethyl)-amide
1160829-74-2

4-[3-(1H-benzoimidazol-2-yl)-4-chloro-phenyl]-[1,4]diazepane-1-carboxylic acid (2-dimethylamino-ethyl)-amide

Conditions
ConditionsYield
Stage #1: isopropyl chloroformate; N,N-dimethylethylenediamine With triethylamine In 1,4-dioxane at 20℃; for 1h;
Stage #2: 2-(2-chloro-5-[1,4]diazepan-1-yl-phenyl)-1H-benzoimidazole In 1,4-dioxane at 150℃; for 1h; Microwave irradiation;
100%
1,4-butenediol
6117-80-2

1,4-butenediol

isopropyl chloroformate
108-23-6

isopropyl chloroformate

(Z)-1,4-bis(i-propoxycarbonyloxy)-2-butene
783368-59-2

(Z)-1,4-bis(i-propoxycarbonyloxy)-2-butene

Conditions
ConditionsYield
With pyridine In dichloromethane at 5 - 20℃; for 4h; Inert atmosphere;100%
octahydro-[1]pyrindin-4-one; hydrochloride
120641-01-2

octahydro-[1]pyrindin-4-one; hydrochloride

isopropyl chloroformate
108-23-6

isopropyl chloroformate

C12H19NO3
1246734-21-3

C12H19NO3

Conditions
ConditionsYield
With sodium hydrogencarbonate In tetrahydrofuran; water; toluene at 0 - 20℃;100%
6-fluoro-1H-indole-2-carboxylic acid ethyl ester
348-37-8

6-fluoro-1H-indole-2-carboxylic acid ethyl ester

isopropyl chloroformate
108-23-6

isopropyl chloroformate

2-ethyl 1-isopropyl 6-fluoro-1H-indole-1,2-dicarboxylate
912959-93-4

2-ethyl 1-isopropyl 6-fluoro-1H-indole-1,2-dicarboxylate

Conditions
ConditionsYield
Stage #1: 6-fluoro-1H-indole-2-carboxylic acid ethyl ester With sodium hydride In tetrahydrofuran at 0℃; for 0.5h;
Stage #2: isopropyl chloroformate In tetrahydrofuran; toluene at 20℃;
100%
(3Z)-6-[4,5-dimethoxy-2-(methoxymethoxy)-3-methylphenylmethyl]-3-[[4,5-dimethoxy-3-methyl-2-(4-methylphenylsulfonylxy)phenyl]methylene]-4-(4-methoxyphenylmethyl)piperazine-2,5-dione

(3Z)-6-[4,5-dimethoxy-2-(methoxymethoxy)-3-methylphenylmethyl]-3-[[4,5-dimethoxy-3-methyl-2-(4-methylphenylsulfonylxy)phenyl]methylene]-4-(4-methoxyphenylmethyl)piperazine-2,5-dione

isopropyl chloroformate
108-23-6

isopropyl chloroformate

(3Z)-1-isopropyloxycarbonyl-6-[4,5-dimethoxy-2-(methoxymethoxy)-3-methylphenylmethyl]-3-[[4,5-dimethoxy-3-methyl-2-(4-methylphenylsulfonyloxy)phenyl]methylene]-4-(4-methoxyphenylmethyl)piperazine-2,5-dione
1308721-98-3

(3Z)-1-isopropyloxycarbonyl-6-[4,5-dimethoxy-2-(methoxymethoxy)-3-methylphenylmethyl]-3-[[4,5-dimethoxy-3-methyl-2-(4-methylphenylsulfonyloxy)phenyl]methylene]-4-(4-methoxyphenylmethyl)piperazine-2,5-dione

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 25℃; for 23h; Cooling with ice;100%
With dmap; triethylamine In dichloromethane at 25℃; for 23h;
salicylaldehyde
90-02-8

salicylaldehyde

isopropyl chloroformate
108-23-6

isopropyl chloroformate

2-(isopropoxycarbonyloxy)benzaldehyde
1296132-70-1

2-(isopropoxycarbonyloxy)benzaldehyde

Conditions
ConditionsYield
With potassium carbonate In toluene; acetonitrile at 28℃; for 1h;100%
With triethylamine In tetrahydrofuran at 0 - 20℃; for 20h;100%
With pyridine In dichloromethane; toluene at -25℃; for 2.33333h; Cooling with acetone-dry ice;
4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

isopropyl chloroformate
108-23-6

isopropyl chloroformate

4-formylphenyl isopropyl carbonate
1296131-08-2

4-formylphenyl isopropyl carbonate

Conditions
ConditionsYield
With pyridine In dichloromethane; toluene at 0℃; for 2h;100%
O-(3-(1-cyclohexenyl)-2-propynyl)hydroxylamine
1287768-81-3

O-(3-(1-cyclohexenyl)-2-propynyl)hydroxylamine

isopropyl chloroformate
108-23-6

isopropyl chloroformate

isopropyl (3-(1-cyclohexenyl)-2-propynyl)oxycarbamate
1287768-95-9

isopropyl (3-(1-cyclohexenyl)-2-propynyl)oxycarbamate

Conditions
ConditionsYield
Stage #1: O-(3-(1-cyclohexenyl)-2-propynyl)hydroxylamine With sodium hydrogencarbonate In 1,4-dioxane; water at 20℃; for 0.5h;
Stage #2: isopropyl chloroformate In 1,4-dioxane; water for 1h;
100%
(R)-methyl 2-(tert-butoxycarbonylamino)-3-(4-((1r,4S)-4-(1-methylpiperidin-4-yloxy)cyclohexyloxy)phenyl)propanoate

(R)-methyl 2-(tert-butoxycarbonylamino)-3-(4-((1r,4S)-4-(1-methylpiperidin-4-yloxy)cyclohexyloxy)phenyl)propanoate

isopropyl chloroformate
108-23-6

isopropyl chloroformate

isopropyl 4-((1R,4r)-4-(4-((R)-2-(tert-butoxycarbonylamino)-3-methoxy-3-oxopropyl)phenoxy)cyclohexyloxy)piperidine-1-carboxylate

isopropyl 4-((1R,4r)-4-(4-((R)-2-(tert-butoxycarbonylamino)-3-methoxy-3-oxopropyl)phenoxy)cyclohexyloxy)piperidine-1-carboxylate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; Cooling with ice;100%
C19H22N2O6S

C19H22N2O6S

isopropyl chloroformate
108-23-6

isopropyl chloroformate

isopropyl 4-((1-(4-(methylsulfonyl)phenyl)-2-oxo-1,2-dihydropyridin-4-yloxy)methyl)piperidine-1-carboxylate
1104442-28-5

isopropyl 4-((1-(4-(methylsulfonyl)phenyl)-2-oxo-1,2-dihydropyridin-4-yloxy)methyl)piperidine-1-carboxylate

Conditions
ConditionsYield
With triethylamine In dichloromethane; toluene at 20℃; for 1h; Inert atmosphere;100%
(S)-(6-bromo-2-methyl-3,4-dihydroquinoxalin-1(2H)-yl)(cyclopropyl)methanone

(S)-(6-bromo-2-methyl-3,4-dihydroquinoxalin-1(2H)-yl)(cyclopropyl)methanone

isopropyl chloroformate
108-23-6

isopropyl chloroformate

(S)-isopropyl 7-bromo-4-(cyclopropanecarbonyl)-3-methyl-3,4-dihydroquinoxaline-1(2H)carboxylate

(S)-isopropyl 7-bromo-4-(cyclopropanecarbonyl)-3-methyl-3,4-dihydroquinoxaline-1(2H)carboxylate

Conditions
ConditionsYield
With pyridine In 1,2-dichloro-ethane; toluene at 0 - 20℃; for 1.5h;100%
isopropyl chloroformate
108-23-6

isopropyl chloroformate

isobutyric acid hydrazide
3619-17-8

isobutyric acid hydrazide

C8H16N2O3

C8H16N2O3

Conditions
ConditionsYield
With sodium carbonate In methanol at 15 - 20℃;100%
(R)-tert-butyl 2-(aminooxy)butanoate

(R)-tert-butyl 2-(aminooxy)butanoate

isopropyl chloroformate
108-23-6

isopropyl chloroformate

(R)-tert-butyl 2-(isopropoxycarbonylaminooxy)butanoate

(R)-tert-butyl 2-(isopropoxycarbonylaminooxy)butanoate

Conditions
ConditionsYield
With pyridine In acetonitrile at 20℃; for 1h; Cooling with ice;100%
2-[1-(5-methylpyridin-3-yl)methyl-1H-pyrazole[3,4-b]pyridin-3-yl]-4,5,6-pyrimidine triamine

2-[1-(5-methylpyridin-3-yl)methyl-1H-pyrazole[3,4-b]pyridin-3-yl]-4,5,6-pyrimidine triamine

isopropyl chloroformate
108-23-6

isopropyl chloroformate

4,6-diamino-2-[1-(5-methylpyridin-3-yl)methyl-1H-pyrazolo[3,4-b]pyridin-3-yl]-5-pyrimidylamino isopropyl formate

4,6-diamino-2-[1-(5-methylpyridin-3-yl)methyl-1H-pyrazolo[3,4-b]pyridin-3-yl]-5-pyrimidylamino isopropyl formate

Conditions
ConditionsYield
With pyridine at 20℃; for 2h; Cooling with ice;100%
With pyridine at 20℃; for 2h;100%
(2S,3S,4S,5S)-3-tert-butyl-4-(5-tert-butyl-2-methoxybenzylamino)-5-(2-isopropylphenyl)pyrrolidine-2-carboxylic acid ethyl ester

(2S,3S,4S,5S)-3-tert-butyl-4-(5-tert-butyl-2-methoxybenzylamino)-5-(2-isopropylphenyl)pyrrolidine-2-carboxylic acid ethyl ester

isopropyl chloroformate
108-23-6

isopropyl chloroformate

(2S,3S,4S,5S)-3-tert-butyl-4-(5-tert-butyl-2-methoxybenzylamino)-5-(2-isopropylphenyl)-pyrrolidine-1,2-dicarboxylic acid 2-ethyl ester 1-isopropyl ester

(2S,3S,4S,5S)-3-tert-butyl-4-(5-tert-butyl-2-methoxybenzylamino)-5-(2-isopropylphenyl)-pyrrolidine-1,2-dicarboxylic acid 2-ethyl ester 1-isopropyl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane for 1h;100%
(2S,3S,4S,5S)-ethyl 3-(tert-butyl)-4-(((5-cyclobutyl-2-methoxypyridin-3-yl)methyl)amino)-5-(2-isopropylphenyl)pyrrolidine-2-carboxylate

(2S,3S,4S,5S)-ethyl 3-(tert-butyl)-4-(((5-cyclobutyl-2-methoxypyridin-3-yl)methyl)amino)-5-(2-isopropylphenyl)pyrrolidine-2-carboxylate

isopropyl chloroformate
108-23-6

isopropyl chloroformate

(2S,3S,4S,5S)-2-ethyl 1-isopropyl 3-(tert-butyl)-4-(((5-cyclobutyl-2-methoxypyridin-3-yl)methyl)amino)-5-(2-isopropylphenyl)pyrrolidine-1,2-dicarboxylate

(2S,3S,4S,5S)-2-ethyl 1-isopropyl 3-(tert-butyl)-4-(((5-cyclobutyl-2-methoxypyridin-3-yl)methyl)amino)-5-(2-isopropylphenyl)pyrrolidine-1,2-dicarboxylate

Conditions
ConditionsYield
With triethylamine In 1,2-dichloro-ethane; toluene at 45℃;100%
(2S,3R,4S,5S)-ethyl 3-(tert-butyl)-4-nitro-5-phenylpyrrolidine-2-carboxylate

(2S,3R,4S,5S)-ethyl 3-(tert-butyl)-4-nitro-5-phenylpyrrolidine-2-carboxylate

isopropyl chloroformate
108-23-6

isopropyl chloroformate

(2S,3R,4S,5S)-2-ethyl 1-isopropyl 3-(tert-butyl)-4-nitro-5-phenylpyrrolidine-1,2-dicarboxylate

(2S,3R,4S,5S)-2-ethyl 1-isopropyl 3-(tert-butyl)-4-nitro-5-phenylpyrrolidine-1,2-dicarboxylate

Conditions
ConditionsYield
With triethylamine In dichloromethane; toluene at 20℃; for 4.05h;100%
7-chloro-1,3,4,5-tetrahydro-2H-benzo[e][1,4]diazepine-2-thione

7-chloro-1,3,4,5-tetrahydro-2H-benzo[e][1,4]diazepine-2-thione

isopropyl chloroformate
108-23-6

isopropyl chloroformate

isopropyl 7-chloro-2-thioxo-1,2,3,5-tetrahydro-4H-benzo[e][1,4]diazepine-4-carboxylate

isopropyl 7-chloro-2-thioxo-1,2,3,5-tetrahydro-4H-benzo[e][1,4]diazepine-4-carboxylate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;100%
With triethylamine In dichloromethane at 0 - 20℃;
(2S,3R,4S,5S)-ethyl 3-(tert-butyl)-4-nitro-5-phenylpyrrolidine-2-carboxylate

(2S,3R,4S,5S)-ethyl 3-(tert-butyl)-4-nitro-5-phenylpyrrolidine-2-carboxylate

isopropyl chloroformate
108-23-6

isopropyl chloroformate

(2S,3R,4S,5S)-2-ethyl 1-isopropyl 3-(tert-butyl)-4-nitro-5-phenylpyrrolidine-1,2-dicarboxylate

(2S,3R,4S,5S)-2-ethyl 1-isopropyl 3-(tert-butyl)-4-nitro-5-phenylpyrrolidine-1,2-dicarboxylate

Conditions
ConditionsYield
With triethylamine In dichloromethane; toluene at 20℃; for 3h;100%
4-[3-(difluoromethyl)-4-[[5-[(1R,4R)-2-oxa-5-azabicyclo[2.2.1]heptan-5-yl]pyrazolo[1,5-a]pyrimidine-3-carbonyl]amino]pyrazol-1-yl]benzoic acid

4-[3-(difluoromethyl)-4-[[5-[(1R,4R)-2-oxa-5-azabicyclo[2.2.1]heptan-5-yl]pyrazolo[1,5-a]pyrimidine-3-carbonyl]amino]pyrazol-1-yl]benzoic acid

isopropyl chloroformate
108-23-6

isopropyl chloroformate

isopropoxycarbonyl 4-[3-(difluoromethyl)-4-[[5-[(1R)-2-oxa-5-azabicyclo[2.2.1]heptan-5-yl]pyrazolo[1,5-a]pyrimidine-3-carbonyl]amino]pyrazol-1-yl]benzoate

isopropoxycarbonyl 4-[3-(difluoromethyl)-4-[[5-[(1R)-2-oxa-5-azabicyclo[2.2.1]heptan-5-yl]pyrazolo[1,5-a]pyrimidine-3-carbonyl]amino]pyrazol-1-yl]benzoate

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 0℃; for 0.5h;100%
isopropyl chloroformate
108-23-6

isopropyl chloroformate

2-aminomethyl-1,4-di-phenylmethyl piperazine
116163-33-8, 1035052-05-1, 1035052-07-3

2-aminomethyl-1,4-di-phenylmethyl piperazine

1,4-dibenzyl-2-(isopropyloxycarbonylaminomethyl)piperazine
253873-06-2

1,4-dibenzyl-2-(isopropyloxycarbonylaminomethyl)piperazine

Conditions
ConditionsYield
With triethylamine In toluene99.6%
With triethylamine In toluene at 20℃; for 2h;67%
N-[4-(N'-methylsulfonylamino)-phenylethoxy]-phthalimide
727690-24-6

N-[4-(N'-methylsulfonylamino)-phenylethoxy]-phthalimide

isopropyl chloroformate
108-23-6

isopropyl chloroformate

N-{[4-(N'-isopropyloxy-N'-methylsulfonyl)amino]-phenylethoxy}-phthalimide
727690-25-7

N-{[4-(N'-isopropyloxy-N'-methylsulfonyl)amino]-phenylethoxy}-phthalimide

Conditions
ConditionsYield
With pyridine at 0 - 20℃; for 1h;99.2%
1'-(4-methoxybenzyl)spiro[azetidine-3,3-dihydroindoline]-2'-one

1'-(4-methoxybenzyl)spiro[azetidine-3,3-dihydroindoline]-2'-one

isopropyl chloroformate
108-23-6

isopropyl chloroformate

isopropyl 1'-(4-methoxybenzyl)-2-oxospiro[azetidine-3,3-dihydroindoline]-1-carboxylate

isopropyl 1'-(4-methoxybenzyl)-2-oxospiro[azetidine-3,3-dihydroindoline]-1-carboxylate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 1h;99.1%
With triethylamine In dichloromethane at 20℃; for 1h; Cooling with ice;460 mg
isopropyl chloroformate
108-23-6

isopropyl chloroformate

diisopropyl peroxydicarbonate
105-64-6

diisopropyl peroxydicarbonate

Conditions
ConditionsYield
With sodium hydroxide; dihydrogen peroxide99%
With sodium hydroxide; dihydrogen peroxide In water at 15℃; Product distribution / selectivity;94%
With dihydrogen peroxide; potassium hydroxide In water at 5 - 50℃; for 0.0766667h; Flow reactor;74.7%
With sodium peroxide
With sodium hydroxide; dihydrogen peroxide
isopropyl chloroformate
108-23-6

isopropyl chloroformate

benzylamine
100-46-9

benzylamine

isopropyl N-benzylcarbamate
5338-49-8

isopropyl N-benzylcarbamate

Conditions
ConditionsYield
In tetrahydrofuran; water; acetone at 0 - 20℃; for 2h;99%
With sodium hydrogencarbonate In tetrahydrofuran; water at 0 - 20℃; Inert atmosphere;89%
for 2h; cooling;41%
isopropyl chloroformate
108-23-6

isopropyl chloroformate

(3-amino-5-chloro-benzyl)-{6-[2-(5-ethyl-4-methyl-thiazol-2-yl)-ethyl]-4-methanesulfonyl-pyridin-2-yl}-carbamic acid tert-butyl ester
693225-88-6

(3-amino-5-chloro-benzyl)-{6-[2-(5-ethyl-4-methyl-thiazol-2-yl)-ethyl]-4-methanesulfonyl-pyridin-2-yl}-carbamic acid tert-butyl ester

(3-chloro-5-isopropoxycarbonylamino-benzyl)-{6-[2-(5-ethyl-4-methyl-thiazol-2-yl)-ethyl]-4-methanesulfonyl-pyridin-2-yl}-carbamic acid tert-butyl ester
693225-89-7

(3-chloro-5-isopropoxycarbonylamino-benzyl)-{6-[2-(5-ethyl-4-methyl-thiazol-2-yl)-ethyl]-4-methanesulfonyl-pyridin-2-yl}-carbamic acid tert-butyl ester

Conditions
ConditionsYield
With dmap In chloroform at 20℃; for 2h;99%
methyl 2-amino-5-methyl-4-trifluoromethylbenzoate
872624-53-8

methyl 2-amino-5-methyl-4-trifluoromethylbenzoate

isopropyl chloroformate
108-23-6

isopropyl chloroformate

methyl 2-(N-isopropoxycarbonylamino)-5-methyl-4-trifluromethylbenzoate
872624-54-9

methyl 2-(N-isopropoxycarbonylamino)-5-methyl-4-trifluromethylbenzoate

Conditions
ConditionsYield
With pyridine In dichloromethane; toluene at 0 - 20℃; for 2h;99%

108-23-6Related news

Orientation of the isopropyl grouping in Isopropyl chloroformate (cas 108-23-6) and isopropyl cyanoformate08/19/2019

The vapour phase infrared contours of the carbonyl stretching of five differently deuterated derivatives of isopropyl chloroformate, and of three differently deuterated derivatives of isopropyl cyanoformate have been investigated. Simulations using rigid asymmetric top calculations of the observ...detailed

108-23-6Relevant articles and documents

Vibrational conformational analysis of isopropyl fluoroformate

Veken, B. J. van der,Liefooghe, H. H.

, p. 257 - 292 (1991)

Infrared spectra of vapour and low temperature amorphous and crystalline phases, and Raman spectra of the vapour, liquid and low temperature crystalline phases of isopropyl fluoroformate (FCOOCH(CH3)2) and four isotopically substituted derivatives (FCOOCD(CH3)2, FCOOCH(CH3)(CD3), FCOOCH(CD3)2 and FCOOCD(CD3)2) are reported.The spectra indicate the presence of the same single conformer in each of these phases.Asymmetric top infrared contour simulation of the carbonyl streching vibration in methyl, tert-butyl and isopropyl fluoroformate shows that in the isopropylester the ester function has the s-cis conformation, while the isopropyl group shows a quasi-gauche orientation.

Atmospheric chemistry of isopropyl formate and tert-butyl formate

Pimentel, Andre Silva,Tyndall, Geoffrey S.,Orlando, John J.,Hurley, Michale D.,Wallington, Timothy J.,Andersen, Mads P. Sulbaek,Marshall, Paul,Dibble, Theodore S.

, p. 479 - 498 (2010)

Formates are produced in the atmosphere as a result of the oxidation of a number of species, notably dialkyl ethers and vinyl ethers. This work describes experiments to define the oxidation mechanisms of isopropyl formate, HC(O)OCH(CH3)2, and tert-butyl formate, HC(O)OC(CH 3)3. Product distributions are reported from both Cl- and OH-initiated oxidation, and reaction mechanisms are proposed to account for the observed products. The proposed mechanisms include examples of the α-ester rearrangement reaction, novel isomerization pathways, and chemically activated intermediates. The atmospheric oxidation of isopropyl formate by OH radicals gives the following products (molar yields): acetic formic anhydride (43%), acetone (43%), and HCOOH (15-20%). The OH radical initiated oxidation of tert-butyl formate gives acetone, formaldehyde, and CO2 as major products. IR absorption cross sections were derived for two acylperoxy nitrates derived from the title compounds. Rate coefficients are derived for the kinetics of the reactions of isopropyl formate with OH (2.4 ± 0.6) × 10-12, and with Cl (1.75 ± 0.35) × 10-11, and for tert-butyl formate with Cl (1.45 ± 0.30) × 10-11 cm3 molecule-1 s-1. Simple group additivity rules fail to explain the observed distribution of sites of H-atom abstraction for simple formates.

NOVEL VINBLASTINE DERIVATIVES, THEIR PREPARATION, USE AND PHARMACEUTICAL COMPOSITIONS COMPRISING THE SAID DERIVATIVES

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Page/Page column 38-39, (2010/05/13)

The invention provides vinblastine derivatives represented by the following formula 1 or their physiologically acceptable salts, their preparation, use and pharmaceutical compositions comprising the said derivatives. The said vinblastine derivatives show inhibiting activities against tumor cell lines and can be used as medicaments for treating malignant tumors.

NOVEL DITHIOLOPYRROLONES AND THEIR THERAPEUTICAL APPLICATIONS

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Page/Page column 36, (2008/06/13)

The present invention provides novel dithiolopyrrolone compounds and their salts, which promote production of white blood cells and are useful as prevention and treatments for microbial infections such as HIV infection and blood disorders such as neutropenia and other related diseases. The present invention also provides therapeutic compositions comprising particularly useful types of dithiolopyrrolones, the salts thereof, and methods and use in the manufacture of a medication for treatment of diseases.

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