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503-38-8

Basic Information
CAS No.: 503-38-8
Name: Diphosgene
Article Data: 25
Molecular Structure:
Molecular Structure of 503-38-8 (Diphosgene)
Formula: C2Cl4 O2
Molecular Weight: 197.833
Synonyms: Formicacid, chloro-, trichloromethyl ester (6CI,7CI,8CI); Methanol, trichloro-,chloroformate (8CI); Diphosgen; Diphosgene; Trichloromethyl chlorocarbonate;Trichloromethyl chloroformate
EINECS: 207-965-9
Density: 1.64
Melting Point: -57 ºC
Boiling Point: 128 ºC
Flash Point: >110°C
Solubility: may decompose
Appearance: clear, colorless liquid
Hazard Symbols:
Risk Codes: R26/27/28;R34   
Safety: Low toxicity by inhalation. A corrosive liquid. When heated to decomposition it emits toxic vapors of Cl.
Transport Information: UN 1076/3277
PSA: 26.30000
LogP: 2.68950
Synthetic route
79-22-1

methyl chloroformate

503-38-8

trichloromethyl chloroformate

Conditions
ConditionsYield
With chlorine at 75 - 85℃; for 35h;84%
bei Chlorierung im Sonnenlicht;
bei der Chlorierung schliesslich;
bei der Chlorierung im UV-Licht; die Bildungsgeschwindigkeit waechst mit steigender Temperatur bis 110-112grad;
beim Chlorieren im Sonnenlicht;
22128-62-7

carbonochloridic acid, chloromethyl ester

A

22128-63-8

dichloromethoxycarbonyl chloride

B

503-38-8

trichloromethyl chloroformate

Conditions
ConditionsYield
With chlorine for 61h;A 76%
B n/a
With chlorine for 61h; Yields of byproduct given;
107-31-3

Methyl formate

A

22128-63-8

dichloromethoxycarbonyl chloride

B

22128-62-7

carbonochloridic acid, chloromethyl ester

C

503-38-8

trichloromethyl chloroformate

Conditions
ConditionsYield
Bei der Chlorierung im Licht;
With oxygen; chlorine at 22.85℃; Kinetics; Further Variations:; Reagents;
107-31-3

Methyl formate

503-38-8

trichloromethyl chloroformate

Conditions
ConditionsYield
bei der Chlorierung im UV-Licht; die Bildungsgeschwindigkeit waechst mit steigender Temperatur bis 110-112grad;
beim Chlorieren im Sonnenlicht;
With diacetyl peroxide; chlorine at 60℃; unter Ausschluss von Licht;
durch photochemische Chlorierung;
With chlorine im Licht einer Metallfadenlampe;
32315-10-9

bis(trichloromethyl) carbonate

503-38-8

trichloromethyl chloroformate

32315-10-9

bis(trichloromethyl) carbonate

A

75-44-5

phosgene

B

503-38-8

trichloromethyl chloroformate

Conditions
ConditionsYield
beim Destillieren;
beim Destillieren;
With chloride In hexane at 20℃; Kinetics;
distn. or warming at reflux cooling;
107-31-3

Methyl formate

7782-50-5

chlorine

503-38-8

trichloromethyl chloroformate

Conditions
ConditionsYield
mit ueberschuessigem Chlor;
im Sonnenlicht entsteht zunaechst Chlorameisensaeuremethylester;
mit ueberschuessigem Chlor;
20332-16-5

4,5-methylenedioxyanthranilic acid

503-38-8

trichloromethyl chloroformate

57385-14-5

1,3-dioxolo<4,5-g><3,1>benzoxazine-6,8(5H)dione

Conditions
ConditionsYield
In 1,4-dioxane for 6h; Heating;100%
64987-77-5

2-(2-nitrophenyl)propanol

503-38-8

trichloromethyl chloroformate

179691-31-7

2-(2-nitrophenyl)propyl chloroformate

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 0℃; for 1h;100%
With triethylamine In tetrahydrofuran 1.) 0 deg C, 30 min, 2.) room temperature, 2 h;96%
Yield given;
With triethylamine In tetrahydrofuran at 0 - 20℃; for 3.75h;
With 4-methyl-morpholine In tetrahydrofuran
73670-87-8

(E)-hexa-3,5-dien-1-ol

503-38-8

trichloromethyl chloroformate

C7H9ClO2

Conditions
ConditionsYield
With pyrographite In tetrahydrofuran at 20℃; for 3h;100%
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  • Trichloromethyl chloroformate

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    Trichloromethyl chloroformate

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    Carbonochloridic acid,trichloromethyl ester

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Chemistry

IUPAC Name:Trichloromethyl carbonochloridate (503-38-8)
Synonyms: Carbonochloridic acid, trichloromethyl ester ; Carbonochloridicacid,trichloromethylester ; Carbonochloridicacidtrichloromethylester ; Chloro-formicacitrichloromethylester ; Difosgen ; Diphosgen ; DP ; Formic acid, chloro-, trichloromethyl ester
CAS: 503-38-8
MF: C2Cl4O2

MS:
MW: 197.83
EINECS: 207-965-9
Product Categories: Pharmaceutical Intermediates
Mol File: 503-38-8.mol
Surface Tension: 44.2 dyne/cm 
Density: 1.788 g/cm
Flash Point: 32.2 °C
Melting Point:-57 °C 
Enthalpy of Vaporization: 36.57 kJ/mol 
Boiling Point: 128 °C at 760 mmHg 
Vapour Pressure: 10.8 mmHg at 25°C 
Refractive index  n20/D 1.458
Storage temp:  2-8°C
Water Solubility:  may decompose
Sensitive:  Moisture Sensitive
Merck : 14,3334
BRN : 970225

Uses

 Trichloromethyl chloroformate (503-38-8) has effects on  tearing.

Production

1.Cl-CO-OCH3 + 3 Cl2 (hv) Cl-CO-OCCl3 + 3 HCl

2.H-CO-OCH3 + 4 Cl2 (hv) Cl-CO-OCCl3 + 4 HCl

 

Safety Profile

Hazard Codes:  T+,Xi
Risk Statements:  34-26/27/28-36/37/38
34: Trichloromethyl chloroformate (503-38-8) can causes burns.
26/27/28:  Very Toxic by inhalation, in contact with skin and if swallowed
36/37/38:  Irritating to eyes, respiratory system and skin
Safety Statements:  26-28-36/37/39-45
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
28:  After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer)
28:  After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer)
45:  In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
RIDADR:  UN 3277 6.1/PG 2
WGK Germany: 3 
RTECS:  LQ7350000
F : 8-10-19
HazardClass:  6.1
PackingGroup:  II

Specification

1.General Description: Trichloromethyl chloroformate (503-38-8) is colorless liquid, odorless to fruity.
2.Air & Water Reactions: Decomposes slowly in water or moist air (or when inhaled) to form very corrosive hydrogen chloride gas (hydrochloric acid) and carbon monoxide.
3.Fire Hazard :Some may burn but none ignite readily. Vapors from liquefied gas are initially heavier than air and spread along ground. Some of these materials may react violently with water. Cylinders exposed to fire may vent and release toxic and/or corrosive gas through pressure relief devices. Containers may explode when heated. Ruptured cylinders may rocket.