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Triphosgene

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Name

Triphosgene

EINECS 250-986-3
CAS No. 32315-10-9 Density 1.898 g/cm3
PSA 35.53000 LogP 3.79500
Solubility practically insoluble in water Melting Point 78-82 °C
Formula C3Cl6O3 Boiling Point 204.5 °C at 760 mmHg
Molecular Weight 296.749 Flash Point 53.3 °C
Transport Information UN 2928 6.1/PG 2 Appearance White solid
Safety 36/37/39-45-9-26-36-7/9 Risk Codes 26-34-29-36/37/38-20/21/22
Molecular Structure Molecular Structure of 32315-10-9 (Triphosgene) Hazard Symbols VeryT+, HarmfulXn
Synonyms

Carbonicacid, bis(trichloromethyl) ester (6CI,8CI);Methanol, trichloro-, carbonate(2:1) (9CI);Bis(trichloromethyl) carbonate;Bis(trichloromethyl)carbonate;

Article Data 15

Triphosgene Synthetic route

616-38-6

carbonic acid dimethyl ester

32315-10-9

bis(trichloromethyl) carbonate

Conditions
ConditionsYield
With chlorine In tetrachloromethane for 18h; Irradiation;100%
With chlorine In tetrachloromethane for 28h; Irradiation;97%
With chlorine for 33h; chlorination;88%
207804-71-5

carbonic acid chloromethyl ester-dichloromethyl ester

32315-10-9

bis(trichloromethyl) carbonate

Conditions
ConditionsYield
bei der Chlorierung;
101970-86-9

methyl 1,1,1-trichloromethyl carbonate

A

carbonic acid chloromethyl ester-trichloromethyl ester

B

carbonic acid dichloromethyl ester-trichloromethyl ester

C

32315-10-9

bis(trichloromethyl) carbonate

Conditions
ConditionsYield
Chlorierung;
101970-86-9

methyl 1,1,1-trichloromethyl carbonate

A

carbonic acid dichloromethyl ester-trichloromethyl ester

B

32315-10-9

bis(trichloromethyl) carbonate

Conditions
ConditionsYield
Chlorierung;
101970-86-9

methyl 1,1,1-trichloromethyl carbonate

32315-10-9

bis(trichloromethyl) carbonate

Conditions
ConditionsYield
bei Chlorierung;
durch Chlorierung;
79-22-1

methyl chloroformate

616-38-6

carbonic acid dimethyl ester

32315-10-9

bis(trichloromethyl) carbonate

Conditions
ConditionsYield
vollstaendiges Chlorierung;
594-42-3

chlorothio-trichloro-methane

32315-10-9

bis(trichloromethyl) carbonate

Conditions
ConditionsYield
With sulfur dioxide In dichloromethane; water at 10℃; for 4h;
1792-81-0

cis-1,2-cyclohexane

32315-10-9

bis(trichloromethyl) carbonate

4389-22-4, 19456-20-3, 20192-66-9

(3aR,7aS)-hexahydrobenzo[d][1,3]dioxol-2-one

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃;100%
With pyridine In dichloromethane at -70℃;90%
32315-10-9

bis(trichloromethyl) carbonate

2216-51-5

(-)-menthol

14602-86-9

(1R,2S,5R)-menthyl chloroformate

Conditions
ConditionsYield
With pyridine In tetrachloromethane at 55 - 60℃; for 6h;100%
Stage #1: bis(trichloromethyl) carbonate With pyridine In toluene at 0℃; for 0.25h; Inert atmosphere;
Stage #2: (-)-menthol In toluene at 20℃; for 15h; Inert atmosphere;
100%
Stage #1: bis(trichloromethyl) carbonate With pyridine In toluene at 0℃; Inert atmosphere;
Stage #2: (-)-menthol In toluene at 0 - 20℃; Inert atmosphere;
100%
32315-10-9

bis(trichloromethyl) carbonate

700-57-2

1-adamantanol

53120-53-9

2-adamantyl chloroformate

Conditions
ConditionsYield
With pyridine In dichloromethane for 2h; Ambient temperature;100%
With pyridine In dichloromethane for 1h; Ambient temperature;
With pyridine In dichloromethane; ethyl acetate

Triphosgene Chemical Properties

Molecular Structure of Triphosgene (CAS NO.32315-10-9):

IUPAC Name: bis(trichloromethyl) carbonate
Molecular formula:: C3Cl6O3
Molecular Weight: 296.75 g/mol
H bond acceptors: 3
H bond donors: 0
Freely Rotating Bonds: 2
Polar Surface Area: 35.53Å2
Index of Refraction: 1.532
Molar Refractivity: 48.49 cm3
Molar Volume: 156.3 cm3
Surface Tension: 50.5 dyne/cm
Density: 1.898 g/cm3
Flash Point: 53.3 °C
Enthalpy of Vaporization: 44.07 kJ/mol
Boiling Point: 204.5 °C at 760 mmHg
Vapour Pressure: 0.263 mmHg at 25°C
Melting point: 78-82 °C
Storage temp: 2-8°C
Water Solubility: practically insoluble
Sensitive: Moisture Sensitive
BRN: 1787583
Product Categories: Other Reagents

Triphosgene Production

  Triphosgene (CAS NO.32315-10-9) is prepared by exhaustive chlorination of dimethyl carbonate. The preparing process is the chlorination of methyl carbonate in the presence of fluorescence, ultraviolet ray and mixed medium and low temperature initiator in the amount of not more than 2 % of the material. The whole chlorination is completed in three stages at 15-50 deg.c, 50-70 deg.c and 70-90 deg.c separately. The said technological process obtains product of high purity and smelting point of 80-83 deg.c at a yield over 90 %.

Triphosgene Safety Profile

Hazard Codes: VeryT+,HarmfulXn
Risk Statements: 26-34-29-36/37/38-20/21/22
R26:Very toxic by inhalation. 
R34:Causes burns. 
R29:Contact with water liberates toxic gas. 
R36/37/38:Irritating to eyes, respiratory system and skin. 
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 36/37/39-45-9-26-36-7/9
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 the label whenever possible.) 
S9:Keep container in a well-ventilated place. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing. 
S7:Keep container tightly closed.
RIDADR: UN 2928 6.1/PG 2
WGK Germany: 2
F: 10-19-21
HazardClass: 6.1
PackingGroup: II
HS Code: 29209010

Triphosgene Specification

  Triphosgene , with CAS number of 32315-10-9, can be called Bis(trichloromethyl)carbonate ; Bis(trichloromethyl) carbonate ; Methanol, trichloro-, carbonate(2:1) (9CI) ; Carbonicacid, bis(trichloromethyl) ester (6CI,8CI) . It is a white solid. Triphosgene (CAS NO.32315-10-9) is a chemical compound that is used as a safer substitute for phosgene, because at room temperature it is a solid crystal, as opposed to phosgene which is a gas, the crystals decompose at around 130 °C, although, the decomposition temperature of impure samples can be much lower. It is used in organic synthesis to bond one carbonyl group to two alcohols, as in the synthesis of octalactin B.

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