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Cas Database |
| Name |
Diphosgene |
EINECS | 207-965-9 |
| CAS No. | 503-38-8 | Density | 1.64 |
| PSA | 26.30000 | LogP | 2.68950 |
| Solubility | may decompose | Melting Point |
-57 ºC |
| Formula | C2Cl4 O2 | Boiling Point | 128 ºC |
| Molecular Weight | 197.833 | Flash Point | >110°C |
| Transport Information | UN 1076/3277 | Appearance | clear, colorless liquid |
| Safety | Low toxicity by inhalation. A corrosive liquid. When heated to decomposition it emits toxic vapors of Cl−. | Risk Codes | R26/27/28;R34 |
| Molecular Structure |
|
Hazard Symbols |
|
| Synonyms |
Formicacid, chloro-, trichloromethyl ester (6CI,7CI,8CI); Methanol, trichloro-,chloroformate (8CI); Diphosgen; Diphosgene; Trichloromethyl chlorocarbonate;Trichloromethyl chloroformate |
Article Data | 25 |
Diphosgene Synthetic route
| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 | Yield |
|---|---|
| Bei der Chlorierung im Licht; | |
| With oxygen; chlorine at 22.85℃; Kinetics; Further Variations:; Reagents; |
| Conditions | Yield |
|---|---|
| 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
| Conditions | Yield |
|---|---|
| beim Destillieren; | |
| beim Destillieren; | |
| With chloride In hexane at 20℃; Kinetics; | |
| distn. or warming at reflux cooling; |
| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 |
| Conditions | Yield |
|---|---|
| With pyrographite In tetrahydrofuran at 20℃; for 3h; | 100% |
Diphosgene Chemical Properties
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/cm3
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
Diphosgene Uses
Trichloromethyl chloroformate (503-38-8) has effects on tearing.
Diphosgene 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
Diphosgene Safety Profile
Hazard Codes: T+.gif){kind=small}
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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
Diphosgene 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.
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