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Isopropyl chloroformate

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Name

Isopropyl chloroformate

EINECS 203-563-2
CAS No. 108-23-6 Density 1.116 g/cm3
PSA 26.30000 LogP 1.77020
Solubility N/A Melting Point -81oC
Formula C4H7ClO2 Boiling Point 108.3 °C at 760 mmHg
Molecular Weight 122.551 Flash Point 25 °C
Transport Information UN 3286 3/PG 2 Appearance clear colorless volatile liquid
Safety 26-36/37/39-45-62 Risk Codes 11-34-48/20-63-65-67
Molecular Structure Molecular Structure of 108-23-6 (Isopropyl chloroformate) Hazard Symbols FlammableF,CorrosiveC
Synonyms

Formicacid, chloro-, isopropyl ester (6CI,7CI,8CI);1-Methylethyl chloroformate;2-Propyl chloroformate;Chloroformic acid isopropyl ester;Isopropoxycarbonylchloride;Isopropyl carbonochloridate;Isopropyl chlorocarbonate;Isopropylchloroformate;

Article Data 20

Isopropyl chloroformate Synthetic route

75-44-5

phosgene

67-63-0

isopropyl alcohol

108-23-6

isopropyl chloroformate

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

isopropyl alcohol

503-38-8

trichloromethyl chloroformate

A

7647-01-0

hydrogenchloride

B

75-44-5

phosgene

C

108-23-6

isopropyl chloroformate

D

isopropyl-trichloromethyl carbonate

isopropyl-trichloromethyl carbonate

32315-10-9

bis(trichloromethyl) carbonate

67-63-0

isopropyl alcohol

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;
625-55-8

isopropyl formate

108-23-6

isopropyl chloroformate

Conditions
ConditionsYield
With chlorine Kinetics; Mechanism; Photolysis; Inert atmosphere;
27687-12-3

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

108-23-6

isopropyl chloroformate

C20H27NO6

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

isopropyl chloroformate

393792-04-6

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

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%
620-08-6

4-methoxypyridine

108-23-6

isopropyl chloroformate

1730-25-2

allylmagnesium bromide

1003847-45-7

C12H17NO3

Conditions
ConditionsYield
Stage #1: 4-methoxypyridine; isopropyl chloroformate; allylmagnesium bromide In tetrahydrofuran at -40℃;
Stage #2: Acidic aqueous solution;
100%
1160834-05-8

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

108-23-6

isopropyl chloroformate

108-00-9

N,N-dimethylethylenediamine

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%
6117-80-2

1,4-butenediol

108-23-6

isopropyl chloroformate

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%
120641-01-2

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

108-23-6

isopropyl chloroformate

1246734-21-3

C12H19NO3

Conditions
ConditionsYield
With sodium hydrogencarbonate In tetrahydrofuran; water; toluene at 0 - 20℃;100%

Isopropyl chloroformate Chemical Properties

Product Name: Isopropyl chloroformate
The MF of Isopropyl chloroformate (108-23-6) is C4H7ClO2.
                            
The MW of Isopropyl chloroformate (108-23-6) is 122.55.
Synonyms: 1-methylethylchloroformate ; carbonochlorideacid , 1-methylethylester ; isopropylchloroformatesolution ; Carbonochloridicacid , 1-methylester ; chlorocarbonicacidisopropylester ; chloro-formicaciisopropylester  ; isopropylchloromethanoate ; isopropylesterkyselinychlormravenci 
Product Categories: CHLOROFORMATES;Acid Halides;Carbonyl Compounds;Organic Building Blocks
EINECS: 203-563-2
Flash Point: 25 °C 
Boiling Point: 108.3 °C
density: 0.892 g/mL at 25 °C
refractive index: n20/D 1.485(lit.)
storage temp: 2-8°C

Isopropyl chloroformate Uses

    Isopropyl chloroformate (108-23-6) is used as PVC resin, when used as a polymerization initiator, but also used as pesticide intermediates, ore flotation agents.

Isopropyl chloroformate Toxicity Data With Reference

1.   

skn-rbt 500 mg

   IHFCAY    Industrial Hygiene Foundation of America, Chemical and Toxicological Series, Bulletin. 6 (1967),1.
2.   

eye-rbt 500 mg SEV

   IHFCAY    Industrial Hygiene Foundation of America, Chemical and Toxicological Series, Bulletin. 6 (1967),1.
3.   

orl-rat LD50:1070 mg/kg

   IHFCAY    Industrial Hygiene Foundation of America, Chemical and Toxicological Series, Bulletin. 6 (1967),1.
4.   

ihl-rat LCLo:200 ppm/5H

   BJIMAG    British Journal of Industrial Medicine. 27 (1970),1.
5.   

orl-mus LD50:178 mg/kg

   37ASAA    Kirk-Othmer Encyclopedia of Chemical Technology. 4 (1978),758.
6.   

ihl-mus LD50:299 ppm/1H

   37ASAA    Kirk-Othmer Encyclopedia of Chemical Technology. 4 (1978),758.
7.   

skn-mus LD50:12 mg/kg

   37ASAA    Kirk-Othmer Encyclopedia of Chemical Technology. 4 (1978),758.
8.   

skn-rbt LD50:11,300 mg/kg

   IHFCAY    Industrial Hygiene Foundation of America, Chemical and Toxicological Series, Bulletin. 6 (1967),1.

Isopropyl chloroformate Consensus Reports

EPA Extremely Hazardous Substances List. Reported in EPA TSCA Inventory.

Isopropyl chloroformate Safety Profile

A poison by skin contact and ingestion. Moderately toxic by inhalation. Ingestion of even small amounts can be fatal. A skin and severe eye irritant. Inhalation of a small amount can cause immediate lachrymation, coughing, choking, and respiratory distress. Death may result from pulmonary edema which may not appear for several hours after exposure. A dangerous fire and moderate explosion hazard when exposed to heat, spark, or flame. Self-reactive. Iron salts may catalyze a potentially explosive thermal decomposition. Incompatible with water, iron, metal salts, acids, alkalies, amines, alcohols. Stable under refrigeration below 20°, but one reference (1973) reports that it has exploded while stored in a refrigerator. Present-day formulations appear to be more stable. Temperatures above 20° can cause decomposition. When heated to decomposition it emits acrid smoke and fumes.
Safety information of Isopropyl chloroformate (108-23-6):
Hazard Codes  F,C
Risk Statements  11-34-48/20-63-65-67
R11: Highly Flammable
R34: Causes burns
R48/20: Harmful: danger of serious damage to health by prolonged exposure through inhalation
R63: Possible risk of harm to the unborn child
R65: Harmful: May cause lung damage if swallowed
R67: Vapors may cause drowsiness and dizziness 
Safety Statements  26-36/37/39-45-62
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection
S45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
S62: If swallowed, do not induce vomiting: seek medical advice immediately and show this container or label 
RIDADR  UN 3286 3/PG 2
WGK Germany  2
RTECS  LQ6475000
F  10-19
HazardClass  6.1(a)
PackingGroup  I

Isopropyl chloroformate Standards and Recommendations

DOT Classification:  3; Label: Flammable Liquid, Corrosive, Poison

Isopropyl chloroformate Specification

Keep in a cool, dry, dark location in a tightly sealed container or cylinder. Keep away from incompatible materials, ignition sources and untrained individuals. Secure and label area. Protect containers/cylinders from physical damage.All chemicals should be considered hazardous. Avoid direct physical contact. Use appropriate, approved safety equipment. Untrained individuals should not handle this chemical or its container. Handling should occur in a chemical fume hood.
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