Product Name

  • Name

    PHOSGENE

  • EINECS 200-870-3
  • CAS No. 75-44-5
  • Article Data628
  • CAS DataBase
  • Density 1.523 g/cm3
  • Solubility decomposes
  • Melting Point -118 C
  • Formula CCl2 O
  • Boiling Point 8.2 °C at 760 mmHg
  • Molecular Weight 98.9164
  • Flash Point 4°C
  • Transport Information UN 3384
  • Appearance colourless gas
  • Safety A human poison by inhalation. A severe eye, skin, and mucous membrane irritant. In the presence of moisture, phosgene decomposes to form hydrochloric acid and carbon monoxide. This occurs in the bronchioles and alveoli of the lungs, resulting in pulmonary edema followed by bronchopneumonia and occasionally lung abscess. There is little immediate irritating effect upon the respiratory tract, and the warning properties of the gas are therefore very slight. There may be no immediate warning that dangerous concentrations are being inhaled. After a latent period of 2 to 24 hours, the patient complains of burning in the throat and chest, shortness of breath, and increasing dyspnea. Where the exposure has been severe, the development of pulmonary edema may be so rapid that the patient dies within 36 hours after exposure. In cases where the exposure has been less, pneumonia may develop several days after the occurrence of the accident. In patients who recover, no permanent residual disability is thought to occur. A common air contaminant.

    Under the appropriate conditions it undergoes hazardous reactions with Al, tert-butyl azido formate, 2,4-hexadiyn-1,6-diol, isopropyl alcohol, K, Na, sodium azide, hexafluoroisopropylideneamino lithium, lithium. When heated to decomposition or on contact with water or steam it will react to produce toxic and corrosive fumes of CO and Cl. Caution: Arrangements should be made for monitoring its use.

    Analytical Methods:

       

    For occupational chemical analysis use OSHA: #ID-61.

  • Risk Codes 26-34
  • Molecular Structure Molecular Structure of 75-44-5 (PHOSGENE)
  • Hazard Symbols Very toxic via inhalation, strong irritant to eyes. TLV: 0.1 ppm.
  • Synonyms Phosgene(8CI); CG; Carbon dichloride oxide; Carbon oxychloride; Carbonyl chloride;Carbonyl dichloride; Chloroformyl chloride; Dichloroformaldehyde; Phosgen
  • PSA 17.07000
  • LogP 1.58400

Synthetic route

carbon monoxide
201230-82-2

carbon monoxide

chlorine
7782-50-5

chlorine

phosgene
75-44-5

phosgene

Conditions
ConditionsYield
With catalyst: charcoal in laboratorium, at ambient temp., in a glas tube filled with charcoal;100%
pyrographite at 40 - 85℃; under 1050.11 - 5250.53 Torr; Product distribution / selectivity; Continuous process;
pyrographite at 45 - 93.5℃; under 1500.15 - 3750.38 Torr; Shell-and-tube reactor;
bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

A

tetrachloromethane
56-23-5

tetrachloromethane

B

phosgene
75-44-5

phosgene

C

carbon dioxide
124-38-9

carbon dioxide

Conditions
ConditionsYield
With copper phthalocyanine at 90℃; for 0.583333h; Mechanism; Reagent/catalyst; Temperature; Time;A n/a
B 100%
C n/a
2,2,3,3,4,4,5,5-octafluoropentan-1-ol
355-80-6

2,2,3,3,4,4,5,5-octafluoropentan-1-ol

bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

A

phosgene
75-44-5

phosgene

B

2,2,3,3,4,4,5,5-octafluoropentyl chloroformate
2157-80-4

2,2,3,3,4,4,5,5-octafluoropentyl chloroformate

C

bis(2,2,3,3,4,4,5,5-octafluoropentyl) carbonate
4454-75-5

bis(2,2,3,3,4,4,5,5-octafluoropentyl) carbonate

Conditions
ConditionsYield
Stage #1: bis(trichloromethyl) carbonate With pyridine In pentane at -15℃; for 1h;
Stage #2: 2,2,3,3,4,4,5,5-octafluoropentan-1-ol In pentane at -15℃; for 6h;
A n/a
B 95%
C 5%
bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

(2,3,4,5,6-pentafluorophenyl)methanol
440-60-8

(2,3,4,5,6-pentafluorophenyl)methanol

A

phosgene
75-44-5

phosgene

B

2,3,4,5,6-pentafluorobenzyl chloroformate
53526-74-2

2,3,4,5,6-pentafluorobenzyl chloroformate

C

bis(pentafluorobenzyl)carbonate

bis(pentafluorobenzyl)carbonate

Conditions
ConditionsYield
Stage #1: bis(trichloromethyl) carbonate With pyridine In pentane at -15℃; for 1h;
Stage #2: (2,3,4,5,6-pentafluorophenyl)methanol In pentane at -15 - 0℃; for 6h;
A n/a
B 92%
C 8%
tetrachloromethane
56-23-5

tetrachloromethane

phosgene
75-44-5

phosgene

Conditions
ConditionsYield
With water; antimony(V) chloride In water reaction at 60°C on addn. of 0.1 mol SbCl5;;90%
With water; Gallium trichloride In water reaction at 60°C on addn. of 0.1 mol GaCl3;;89%
With air; fired clay fragments
bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

2-(pentafluorophenoxy)ethanol
2192-55-4

2-(pentafluorophenoxy)ethanol

A

phosgene
75-44-5

phosgene

B

2-(2,3,4,5,6-pentafluorophenoxy)ethyl chloroformate

2-(2,3,4,5,6-pentafluorophenoxy)ethyl chloroformate

C

di[(2-(perfluorophenoxy))ethyl]carbonate

di[(2-(perfluorophenoxy))ethyl]carbonate

Conditions
ConditionsYield
Stage #1: bis(trichloromethyl) carbonate With pyridine In pentane at -15℃; for 1h;
Stage #2: 2-(pentafluorophenoxy)ethanol In pentane at -15 - 20℃; for 6h;
A n/a
B 86%
C 11%
ethylene dibromide
106-93-4

ethylene dibromide

phosgene
75-44-5

phosgene

Conditions
ConditionsYield
With chloro-trimethyl-silane; ammonium chloride In tetrahydrofuran73%
tetrachloromethane
56-23-5

tetrachloromethane

A

phosgene
75-44-5

phosgene

B

thionyl chloride
7719-09-7

thionyl chloride

Conditions
ConditionsYield
With sulfur dioxide In neat (no solvent) reaction of CCl4 with SO2 on heating to 200°C;;A n/a
B 72%
gold(III) chloride
13453-07-1

gold(III) chloride

A

phosgene
75-44-5

phosgene

Au4Cl8

Au4Cl8

Conditions
ConditionsYield
With CO In thionyl chloride AuCl3 suspended in SOCl2 under N2, reaction flask evacuated, filled with CO at atm. pressure, stirred at 20.1°C until Au2Cl6 disappeared(36 h); filtration, drying in vac.;A n/a
B 67%
ethylene dibromide
106-93-4

ethylene dibromide

Ethyl 2-bromopropionate
535-11-5, 41978-69-2

Ethyl 2-bromopropionate

phosgene
75-44-5

phosgene

Conditions
ConditionsYield
With chloro-trimethyl-silane In tetrahydrofuran63%
oxalyl dichloride
79-37-8

oxalyl dichloride

ethanedinitrile
460-19-5

ethanedinitrile

A

phosgene
75-44-5

phosgene

B

carbon dioxide
124-38-9

carbon dioxide

C

2,3,7,8-tetrachloro-5H,10H-diimidazo<1,2-a:1',2'-d>pyrazine-5,10-dione
64738-53-0

2,3,7,8-tetrachloro-5H,10H-diimidazo<1,2-a:1',2'-d>pyrazine-5,10-dione

Conditions
ConditionsYield
With hydrogenchloride; hydrogenchloride; NR4Cl (Adogen) In dichloromethane at 70 - 120℃; for 72h; Further byproducts given;A n/a
B n/a
C 60%
iron pentacarbonyl
13463-40-6

iron pentacarbonyl

phosgene
75-44-5

phosgene

Conditions
ConditionsYield
With tetrachloromethane; oxygen In tetrachloromethane Irradiation (UV/VIS); Irradiation λ >350 nm, CCl4 satd. with dry air;; detected by IR sepctra;;50%
hydrogenchloride
7647-01-0

hydrogenchloride

1,1'-carbonyldiimidazole
530-62-1

1,1'-carbonyldiimidazole

phosgene
75-44-5

phosgene

Conditions
ConditionsYield
In neat (no solvent) condensing HCl onto N,N'-carbonyldiimidazole at -196°C, warming to -63°C, condensing excess HCl into a trap held at -196°C; contains some HCl;49.8%
carbonylgold(I) chloride
50960-82-2

carbonylgold(I) chloride

gold(III) chloride
13453-07-1

gold(III) chloride

A

phosgene
75-44-5

phosgene

B

AuCl2

AuCl2

Conditions
ConditionsYield
In dichloromethane N2-atmosphere; slight molar excess of Au(I), 1.5 h;A n/a
B 42%
In thionyl chloride N2-atmosphere; molar ratio Au(III):Au(I)=3:1 to 1:1, 3-28 h; filtration (under Ar), drying (vac.); elem. anal.; yield depending on molar ratio of educts, amt. of solvent and reaction time;A n/a
B 24%
tetrafluorohydrazine
10036-47-2

tetrafluorohydrazine

oxalyl dichloride
79-37-8

oxalyl dichloride

A

phosgene
75-44-5

phosgene

B

chlorodifluoroamine
13637-87-1

chlorodifluoroamine

C

dinitrogen difluoride
10578-16-2

dinitrogen difluoride

D

fluoroformyl chloride
353-49-1

fluoroformyl chloride

E

difluorocarbamoyl chloride
16847-30-6

difluorocarbamoyl chloride

Conditions
ConditionsYield
other Radiation; UV photolysis, 6h, ratio of educts: (ClCO)2 112 Torr, N2F4 168 Torr; fractionated condensation, gaschromy.;A n/a
B n/a
C n/a
D n/a
E 40%
other Radiation; UV photolysis, 6h, ratio of educts: (ClCO)2 112 Torr, N2F4 168 Torr; fractionated condensation, gaschromy.;A n/a
B n/a
C n/a
D n/a
E 40%
perfluoro(N,N-diethylcarbamoyl fluoride)
105968-23-8

perfluoro(N,N-diethylcarbamoyl fluoride)

A

tetrachloromethane
56-23-5

tetrachloromethane

B

phosgene
75-44-5

phosgene

C

perfluoro(2,4,4-trichloro-3-azapentene-2)

perfluoro(2,4,4-trichloro-3-azapentene-2)

Conditions
ConditionsYield
With aluminium trichloride at 100℃; for 100h;A 0.03 g
B 0.02 g
C 38.7%
[11C]methane
6204-35-9

[11C]methane

A

phosgene
75-44-5

phosgene

B

[11C]carbon tetrachloride

[11C]carbon tetrachloride

Conditions
ConditionsYield
With chlorine at 510 - 700℃;A 35%
B n/a
pentachloroethane
76-01-7

pentachloroethane

A

phosgene
75-44-5

phosgene

B

Trichloroacetyl chloride
76-02-8

Trichloroacetyl chloride

Conditions
ConditionsYield
Irradiation (UV/VIS); with Cl2 sensibilized photochemical oxidn., 80 to 100°C;A 20%
B n/a
Chlorodifluoromethane
75-45-6

Chlorodifluoromethane

A

phosgene
75-44-5

phosgene

B

Carbonyl fluoride
353-50-4

Carbonyl fluoride

C

fluoroformyl chloride
353-49-1

fluoroformyl chloride

Conditions
ConditionsYield
With oxygen for 0.5 - 4.5h; Product distribution / selectivity; UV-irradiation (500 W);A 0.04%
B 15.6%
C 0.24%
pyridine
110-86-1

pyridine

bis(trichloromethyl) oxalate
98020-90-7

bis(trichloromethyl) oxalate

chlorobenzene
108-90-7

chlorobenzene

A

phosgene
75-44-5

phosgene

B

oxalyl dichloride
79-37-8

oxalyl dichloride

carbon disulfide
75-15-0

carbon disulfide

phosgene
75-44-5

phosgene

Conditions
ConditionsYield
With chlorine monoxide
tetrachloromethane
56-23-5

tetrachloromethane

formaldehyd
50-00-0

formaldehyd

phosgene
75-44-5

phosgene

Conditions
ConditionsYield
With aluminium trichloride
tetrachloromethane
56-23-5

tetrachloromethane

bis(2-chloromethyl)ether
542-88-1

bis(2-chloromethyl)ether

phosgene
75-44-5

phosgene

Conditions
ConditionsYield
With aluminium trichloride
tetrachloromethane
56-23-5

tetrachloromethane

(4-nitro-phenyl)-carbamic acid trichloromethyl ester
859807-24-2

(4-nitro-phenyl)-carbamic acid trichloromethyl ester

A

phosgene
75-44-5

phosgene

B

4-Nitrophenyl isocyanate
100-28-7

4-Nitrophenyl isocyanate

tetrachloromethane
56-23-5

tetrachloromethane

methylammonium carbonate
15719-64-9, 15719-76-3, 97762-63-5

methylammonium carbonate

phosgene
75-44-5

phosgene

Conditions
ConditionsYield
With pumice stone at 350℃;
tetrachloromethane
56-23-5

tetrachloromethane

A

phosgene
75-44-5

phosgene

B

methylammonium carbonate
15719-64-9, 15719-76-3, 97762-63-5

methylammonium carbonate

Conditions
ConditionsYield
With zinc(II) oxide at 200℃;
1,1,2,2-tetrachloroethylene
127-18-4

1,1,2,2-tetrachloroethylene

A

phosgene
75-44-5

phosgene

B

Trichloroacetyl chloride
76-02-8

Trichloroacetyl chloride

Conditions
ConditionsYield
With ozone
In gas byproducts: Cl; Irradiation (UV/VIS); with Cl2 sensibilized photochemical oxidn.;
2,4-bis-dichloromethylene-[1,3,5]trioxane

2,4-bis-dichloromethylene-[1,3,5]trioxane

phosgene
75-44-5

phosgene

Conditions
ConditionsYield
bei laengerem Aufbewahren;
thiophosgene
463-71-8

thiophosgene

phosgene
75-44-5

phosgene

Conditions
ConditionsYield
With air
With oxygen
an der Luft;
phosgene
75-44-5

phosgene

benzyl-methyl-amine
103-67-3

benzyl-methyl-amine

benzyl(methyl)carbamic chloride
32366-02-2

benzyl(methyl)carbamic chloride

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 3h; Inert atmosphere;100%
With triethylamine In tetrahydrofuran at 0℃;74%
phosgene
75-44-5

phosgene

L-valine
72-18-4

L-valine

(S)-4-isopropyloxazolidine-2,5-dione
24601-74-9

(S)-4-isopropyloxazolidine-2,5-dione

Conditions
ConditionsYield
In tetrahydrofuran at 40℃; for 1.5h;100%
In tetrahydrofuran at 40℃; for 5h;99.7%
In tetrahydrofuran; toluene at 50 - 60℃; for 4h;96%
phosgene
75-44-5

phosgene

2-(4-nitrophenyl)ethanol
100-27-6

2-(4-nitrophenyl)ethanol

2-(4-nitrophenyl)ethoxycarbonyl chloride
88091-68-3

2-(4-nitrophenyl)ethoxycarbonyl chloride

Conditions
ConditionsYield
In dichloromethane; toluene 1.) r.t., 1 h; 2.) 50 deg C, 5 h;100%
In dichloromethane; toluene for 1h; Ambient temperature;98%
phosgene
75-44-5

phosgene

2,4,6-tri-tert-butylphenoxol
732-26-3

2,4,6-tri-tert-butylphenoxol

2,4,6-tri(tert-butyl)phenyl carbonochloridate
4511-21-1

2,4,6-tri(tert-butyl)phenyl carbonochloridate

Conditions
ConditionsYield
With n-butyllithium at 0℃;100%
With n-butyllithium In 1,2-dimethoxyethane at 0℃;98%
Stage #1: 2,4,6-tri-tert-butylphenoxol With sodium hydride In tetrahydrofuran Metallation;
Stage #2: phosgene With N,N-dimethyl-aniline In toluene at 0 - 20℃; for 2.5h; Acylation;
75%
phosgene
75-44-5

phosgene

2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

o-nitrobenzyl chloroformate
42854-99-9

o-nitrobenzyl chloroformate

Conditions
ConditionsYield
In tetrahydrofuran; toluene at 20℃; for 18h;100%
In tetrahydrofuran; toluene for 21h; Esterification;99%
In 1,4-dioxane for 24h; Ambient temperature;
phosgene
75-44-5

phosgene

5α-cholestane-3β,6β-diol
570-85-4

5α-cholestane-3β,6β-diol

3β,6β-bis(chlorocarbonyloxy)-5α-cholestane

3β,6β-bis(chlorocarbonyloxy)-5α-cholestane

Conditions
ConditionsYield
With pyridine In chloroform at 23℃; for 17h;100%
phosgene
75-44-5

phosgene

(2S,3R,4S)-1-amino-4-<<(tertbutyloxy)carbonyl>amino>-5-cyclohexyl-2-hydroxy-3-(methoxymethoxy)pentane
127230-15-3

(2S,3R,4S)-1-amino-4-<<(tertbutyloxy)carbonyl>amino>-5-cyclohexyl-2-hydroxy-3-(methoxymethoxy)pentane

(1'R,2'S,5S)-5-<2'-<<(tertbutyloxy)carbonyl>amino>-3'-cyclohexyl-1'-(methoxymethoxy)propyl>oxazolidin-2-one
127230-16-4

(1'R,2'S,5S)-5-<2'-<<(tertbutyloxy)carbonyl>amino>-3'-cyclohexyl-1'-(methoxymethoxy)propyl>oxazolidin-2-one

Conditions
ConditionsYield
With triethylamine In dichloromethane; toluene 1.) a) 0 deg C, 1 h, b) RT, 1 h;100%
phosgene
75-44-5

phosgene

(-)-8-phenylmenthol
65253-04-5

(-)-8-phenylmenthol

(1R,2S,5R)-(-)-8-phenylmenthyl chloroformate
126378-43-6

(1R,2S,5R)-(-)-8-phenylmenthyl chloroformate

Conditions
ConditionsYield
With quinoline In toluene for 16h; Ambient temperature;100%
With quinoline In toluene at 0 - 20℃; for 16.5h;
With quinoline In toluene at 0 - 20℃; for 16.5h;
phosgene
75-44-5

phosgene

2-(1-methyl-1-p-phenoxyphenylethyl)-5-methylcyclohexanol
105970-12-5

2-(1-methyl-1-p-phenoxyphenylethyl)-5-methylcyclohexanol

(1R,2S,5R)-8-(4-phenoxyphenyl)menthyl chloroformate
137769-43-8

(1R,2S,5R)-8-(4-phenoxyphenyl)menthyl chloroformate

Conditions
ConditionsYield
With quinoline In toluene for 16h; Ambient temperature;100%
phosgene
75-44-5

phosgene

methyl 4-(2-hydroxyethyl)-3-nitrobenzoate
134403-91-1

methyl 4-(2-hydroxyethyl)-3-nitrobenzoate

2-(4-(methoxycarbonyl)-2-nitrophenyl)ethyl chloroformate
134403-97-7

2-(4-(methoxycarbonyl)-2-nitrophenyl)ethyl chloroformate

Conditions
ConditionsYield
100%
In dichloromethane; toluene a) 4 deg C, 30 min, b) room temperature, 3 h;87%
phosgene
75-44-5

phosgene

2,4,5-Trichlorophenyl 4'-(2-hydroxyethyl)-3'-nitrobenzoate
134020-63-6

2,4,5-Trichlorophenyl 4'-(2-hydroxyethyl)-3'-nitrobenzoate

C16H9Cl4NO6
134403-92-2

C16H9Cl4NO6

Conditions
ConditionsYield
100%
In dichloromethane; toluene a) 4 deg C, 30 min., b) room temperature, 3 h;92%
phosgene
75-44-5

phosgene

2-Oxa-3-azabicyclo<2.2.2>oct-5-ene hydrochloride
56239-25-9

2-Oxa-3-azabicyclo<2.2.2>oct-5-ene hydrochloride

N-(chlorocarbamoyl)-2-oxa-3-azabicyclo<2.2.2>oct-5-ene

N-(chlorocarbamoyl)-2-oxa-3-azabicyclo<2.2.2>oct-5-ene

Conditions
ConditionsYield
With triethylamine In dichloromethane for 12h;100%
phosgene
75-44-5

phosgene

[1-Phenyl-1-(3H-[1,2,3]triazol-4-yl)-meth-(Z)-ylidene]-hydrazine
118526-72-0

[1-Phenyl-1-(3H-[1,2,3]triazol-4-yl)-meth-(Z)-ylidene]-hydrazine

4-phenyl-6H-<1,2,3>triazolo<1,5-d><1,2,4>triazin-7-one
118526-83-3

4-phenyl-6H-<1,2,3>triazolo<1,5-d><1,2,4>triazin-7-one

Conditions
ConditionsYield
In 1,4-dioxane; toluene for 5h; Ambient temperature;100%
phosgene
75-44-5

phosgene

N-(pyridin-2-yl)-1H-benzo[d]imidazol-2-amine
88002-35-1

N-(pyridin-2-yl)-1H-benzo[d]imidazol-2-amine

6H-benzimidazo<1,2-a>pyrido<2,1-d><1,3,5>triazin-6-one

6H-benzimidazo<1,2-a>pyrido<2,1-d><1,3,5>triazin-6-one

Conditions
ConditionsYield
With triethylamine In toluene for 6h; Ambient temperature;100%
phosgene
75-44-5

phosgene

drim-7-en-9α,11-diol

drim-7-en-9α,11-diol

drim-7-en-9α,11-dioxolane-2-one

drim-7-en-9α,11-dioxolane-2-one

Conditions
ConditionsYield
With pyridine In toluene at 0℃; for 1h;100%
phosgene
75-44-5

phosgene

ethyl 2-(4-bromo-3-chlorophenyl)hydrazinecarboxylate
103722-59-4

ethyl 2-(4-bromo-3-chlorophenyl)hydrazinecarboxylate

C10H9BrCl2N2O3

C10H9BrCl2N2O3

Conditions
ConditionsYield
In ethyl acetate at 45℃;100%
phosgene
75-44-5

phosgene

(2S,3S)-Dimethyl N-(9'-phenylfluoren-9'-yl)-3-hydroxyaspartate
144331-15-7

(2S,3S)-Dimethyl N-(9'-phenylfluoren-9'-yl)-3-hydroxyaspartate

(4S,5S)-2-Oxo-3-(9-phenyl-9H-fluoren-9-yl)-oxazolidine-4,5-dicarboxylic acid dimethyl ester
144331-17-9

(4S,5S)-2-Oxo-3-(9-phenyl-9H-fluoren-9-yl)-oxazolidine-4,5-dicarboxylic acid dimethyl ester

Conditions
ConditionsYield
With pyridine; dmap In toluene at 75℃; for 0.416667h;100%
phosgene
75-44-5

phosgene

(Z)-(R)-9-Benzylamino-3,4,5,6,9,10-hexahydro-thiecin-2-one
157020-39-8

(Z)-(R)-9-Benzylamino-3,4,5,6,9,10-hexahydro-thiecin-2-one

C17H20ClNO2S

C17H20ClNO2S

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 0℃; for 3.5h;100%
phosgene
75-44-5

phosgene

(S)-3-{(S)-[(3R,3aR,5aS,6R,7R,9aS,9bS)-6-(2,2-Dimethoxy-ethyl)-3-((R)-1,5-dimethyl-hexyl)-3a,6-dimethyl-dodecahydro-cyclopenta[a]naphthalen-7-yl]-hydroxy-methyl}-3-hydroxy-2,2,6-trimethyl-cyclohexanone

(S)-3-{(S)-[(3R,3aR,5aS,6R,7R,9aS,9bS)-6-(2,2-Dimethoxy-ethyl)-3-((R)-1,5-dimethyl-hexyl)-3a,6-dimethyl-dodecahydro-cyclopenta[a]naphthalen-7-yl]-hydroxy-methyl}-3-hydroxy-2,2,6-trimethyl-cyclohexanone

(4S,5S)-4-[(3R,3aR,5aS,6R,7R,9aS,9bS)-6-(2,2-Dimethoxy-ethyl)-3-((R)-1,5-dimethyl-hexyl)-3a,6-dimethyl-dodecahydro-cyclopenta[a]naphthalen-7-yl]-6,6,8-trimethyl-1,3-dioxa-spiro[4.5]decane-2,7-dione
174474-78-3

(4S,5S)-4-[(3R,3aR,5aS,6R,7R,9aS,9bS)-6-(2,2-Dimethoxy-ethyl)-3-((R)-1,5-dimethyl-hexyl)-3a,6-dimethyl-dodecahydro-cyclopenta[a]naphthalen-7-yl]-6,6,8-trimethyl-1,3-dioxa-spiro[4.5]decane-2,7-dione

Conditions
ConditionsYield
With pyridine In dichloromethane at 0℃;100%
With pyridine In dichloromethane at 0℃; Yield given;
phosgene
75-44-5

phosgene

1(S)-(benzoyloxy)-4(R)-(phenylsulfonyl)cyclohexane-2(R),3(R)-diol

1(S)-(benzoyloxy)-4(R)-(phenylsulfonyl)cyclohexane-2(R),3(R)-diol

Benzoic acid (3aR,4S,7R,7aR)-7-benzenesulfonyl-2-oxo-hexahydro-benzo[1,3]dioxol-4-yl ester

Benzoic acid (3aR,4S,7R,7aR)-7-benzenesulfonyl-2-oxo-hexahydro-benzo[1,3]dioxol-4-yl ester

Conditions
ConditionsYield
In dichloromethane; toluene at 0℃; for 3h;100%
phosgene
75-44-5

phosgene

12,14-diaminodehydroabietic acid methyl ester
35963-78-1

12,14-diaminodehydroabietic acid methyl ester

(1R,4aS,10aR)-6,8-Diisocyanato-7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydro-phenanthrene-1-carboxylic acid methyl ester
145024-46-0

(1R,4aS,10aR)-6,8-Diisocyanato-7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydro-phenanthrene-1-carboxylic acid methyl ester

Conditions
ConditionsYield
In toluene for 0.5h; Ambient temperature;100%
2,3;4,5-di-O-isopropylidene-β-D-fructopyranose
20880-92-6

2,3;4,5-di-O-isopropylidene-β-D-fructopyranose

phosgene
75-44-5

phosgene

2,3:4,5-di-O-isopropylidene-β-D-fructopyranose-10-chloroformate
157719-19-2

2,3:4,5-di-O-isopropylidene-β-D-fructopyranose-10-chloroformate

Conditions
ConditionsYield
In diethyl ether; toluene Ambient temperature;100%
phosgene
75-44-5

phosgene

2-[(1,1,2,2-tetramethyl-1-silapropoxy)methyl]phenylamine
68847-33-6

2-[(1,1,2,2-tetramethyl-1-silapropoxy)methyl]phenylamine

tert-butyl(2-isocyanatobenzyloxy)dimethylsilane
212701-44-5

tert-butyl(2-isocyanatobenzyloxy)dimethylsilane

Conditions
ConditionsYield
In toluene at 110℃;100%
In toluene at 60℃; for 1h;
phosgene
75-44-5

phosgene

(2-Cyano-ethyl)-(2-phenylamino-ethyl)-carbamic acid tert-butyl ester
190248-51-2

(2-Cyano-ethyl)-(2-phenylamino-ethyl)-carbamic acid tert-butyl ester

C17H22ClN3O3
223486-43-9

C17H22ClN3O3

Conditions
ConditionsYield
With sodium hydrogencarbonate In dichloromethane; water; toluene for 0.5h; Acylation;100%
phosgene
75-44-5

phosgene

(2S,3S)-3-Amino-1,1,1-trifluoro-4-(4-nitro-phenyl)-butan-2-ol

(2S,3S)-3-Amino-1,1,1-trifluoro-4-(4-nitro-phenyl)-butan-2-ol

(4S,5S)-4-(4-Nitro-benzyl)-5-trifluoromethyl-oxazolidin-2-one

(4S,5S)-4-(4-Nitro-benzyl)-5-trifluoromethyl-oxazolidin-2-one

Conditions
ConditionsYield
With TEA In dichloromethane100%
phosgene
75-44-5

phosgene

(2R,3S)-3-Amino-1,1,1-trifluoro-4-(4-nitro-phenyl)-butan-2-ol

(2R,3S)-3-Amino-1,1,1-trifluoro-4-(4-nitro-phenyl)-butan-2-ol

(4S,5R)-4-(4-Nitro-benzyl)-5-trifluoromethyl-oxazolidin-2-one

(4S,5R)-4-(4-Nitro-benzyl)-5-trifluoromethyl-oxazolidin-2-one

Conditions
ConditionsYield
With TEA In dichloromethane100%
phosgene
75-44-5

phosgene

(9H-fluoren-9-yl)methyl1-methylhydrazinecarboxylate
250280-32-1

(9H-fluoren-9-yl)methyl1-methylhydrazinecarboxylate

2-(chlorocarbonyl)-1-Fmoc-methylhydrazine
250280-33-2

2-(chlorocarbonyl)-1-Fmoc-methylhydrazine

Conditions
ConditionsYield
In 1,4-dioxane at 10 - 20℃; Acylation;100%
phosgene
75-44-5

phosgene

(9H-fluoren-9-yl)methyl 2-methylhydrazine-1-carboxylate
250280-34-3

(9H-fluoren-9-yl)methyl 2-methylhydrazine-1-carboxylate

1-chlorocarbonyl-2-(9H-fluoren-9-methoxycarbonylamino)-1-methylhydrazine
250280-35-4

1-chlorocarbonyl-2-(9H-fluoren-9-methoxycarbonylamino)-1-methylhydrazine

Conditions
ConditionsYield
In 1,4-dioxane at 10 - 20℃; Acylation;100%
With sodium hydrogencarbonate In dichloromethane; water for 0.5h;97%
With sodium hydrogencarbonate In dichloromethane; water; toluene for 0.5h;97%
In 1,4-dioxane; toluene at 20℃; for 2h;
In dichloromethane; toluene at 0℃;
phosgene
75-44-5

phosgene

(1S,2R)-trans-2-phenyl-1-cyclohexanol
34281-92-0

(1S,2R)-trans-2-phenyl-1-cyclohexanol

C13H15ClO2
195820-85-0

C13H15ClO2

Conditions
ConditionsYield
With pyridine In diethyl ether; toluene at -78 - 20℃; Acylation;100%
phosgene
75-44-5

phosgene

[2,7-di-(tert-butyl)-9H-fluoren-9-yl]methanol
136453-59-3

[2,7-di-(tert-butyl)-9H-fluoren-9-yl]methanol

2,7-di-tert-butyl-9-fluorenylmethoxycarbonyl chloride
287381-46-8

2,7-di-tert-butyl-9-fluorenylmethoxycarbonyl chloride

Conditions
ConditionsYield
In dichloromethane; toluene at 20℃; for 72h; chloroacylation;100%
In toluene

PHOSGENE Chemical Properties

Molecular formula: CCl2O
Molar mass: 98.92 g mol-1
Structure:
Appearance: colorless gas
Density: 4.248 g/dm3 (15 °C); 1.432 g/cm3 (0 °C)
Melting point: -118 °C, 155 K, -180 °F
Boiling point: 8.3 °C, 281 K, 47 °F
Flash point: 4 °C
Solubility in water: hydrolysis
Solubility: soluble in benzene, toluene, acetic acid; decomposes in alcohol and acid

PHOSGENE History

In 1812, Phosgene(75-44-5) was synthesized by the chemist John Davy (1790-1868) by exposing a mixture of carbon monoxide and chlorine to sunlight. He named it in reference to use of light to promote the reaction; from Greek, phos (light) and gene (born). It gradually became important in the chemical industry as the 19th century progressed, particularly in dye manufacturing.

PHOSGENE Uses

Uses of phosgene(75-44-5) include the manufacture of toluene diisocyanate, methylone diisocyanate, and polycarbonate resins.

PHOSGENE Production

Phosgene(75-44-5) is manufactured by reacting chlorine gas and carbon monoxide in the presence of activated carbon.
              CO + Cl2 → O=CCl2

PHOSGENE Toxicity Data With Reference

1.   

ihl-hmn LC50:3200 mg/m3

   SCJUAD    Science Journal. 4 (1967),33.
2.   

ihl-hmn TCLo:25 ppm/30M:PUL

   29ZWAE    Practical Toxicology of Plastics Lefaux, R.,Cleveland, OH.: Chemical Rubber Company,1968,207.
3.   

ihl-man LCLo:360 mg/m3/30M

   85GMAT    Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure Izmerov, N.F., et al.,Moscow, USSR.: Centre of International Projects, GKNT,1982,99.
4.   

ihl-mam LCLo:50 ppm/5M

   AEPPAE    Naunyn-Schmiedeberg’s Archiv fuer Experimentelle Pathologie und Pharmakologie. 138 (1928),65.
5.   

ihl-cat LCLo:190 mg/m3/15M

   85GMAT    Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure Izmerov, N.F., et al.,Moscow, USSR.: Centre of International Projects, GKNT,1982,99.
6.   

ihl-uns LCLo:50 ppm/5M

   AEPPAE    Naunyn-Schmiedeberg’s Archiv fuer Experimentelle Pathologie und Pharmakologie. 138 (1928),65.
7.   

ihl-uns LCLo:11 mg/m3/30M

   TABIA2    Tabulae Biologicae. 3 (1933),231.

PHOSGENE Consensus Reports

EPA Extremely Hazardous Substances List. Community Right-To-Know List. Reported in EPA TSCA Inventory.

PHOSGENE Safety Profile

A human poison by inhalation. A severe eye, skin, and mucous membrane irritant. In the presence of moisture, phosgene decomposes to form hydrochloric acid and carbon monoxide. This occurs in the bronchioles and alveoli of the lungs, resulting in pulmonary edema followed by bronchopneumonia and occasionally lung abscess. There is little immediate irritating effect upon the respiratory tract, and the warning properties of the gas are therefore very slight. There may be no immediate warning that dangerous concentrations are being inhaled. After a latent period of 2 to 24 hours, the patient complains of burning in the throat and chest, shortness of breath, and increasing dyspnea. Where the exposure has been severe, the development of pulmonary edema may be so rapid that the patient dies within 36 hours after exposure. In cases where the exposure has been less, pneumonia may develop several days after the occurrence of the accident. In patients who recover, no permanent residual disability is thought to occur. A common air contaminant.

Under the appropriate conditions it undergoes hazardous reactions with Al, tert-butyl azido formate, 2,4-hexadiyn-1,6-diol, isopropyl alcohol, K, Na, sodium azide, hexafluoroisopropylideneamino lithium, lithium. When heated to decomposition or on contact with water or steam it will react to produce toxic and corrosive fumes of CO and Cl. Caution: Arrangements should be made for monitoring its use.

PHOSGENE Standards and Recommendations

OSHA PEL: TWA 0.1 ppm
ACGIH TLV: TWA 0.1 ppm
DFG MAK: 0.02 ppm (0.082 mg/m3)
NIOSH REL: (Phosgene) TWA 0.1 ppm; CL 0.2 ppm/15M
DOT Classification:  2.3; Label: Poison Gas, Corrosive

PHOSGENE Analytical Methods

For occupational chemical analysis use OSHA: #ID-61.
Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View