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79380

Sigma-Aldrich

Phosgene solution

~20% in toluene

Synonym(s):

Carbon oxychloride, Carbonyl chloride, Phosgen

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About This Item

Linear Formula:
COCl2
CAS Number:
75-44-5
Molecular Weight:
98.92
Beilstein:
1098367
MDL number:
MFCD00036119
UNSPSC Code:
12352101
PubChem Substance ID:
57652789
NACRES:
NA.22

form

solution

Quality Level

200

reaction suitability

reaction type: Carbonylations

concentration

~20% in toluene

impurities

≤300 mg/kg benzene

storage temp.

2-8°C

SMILES string

ClC(Cl)=O

InChI

1S/CCl2O/c2-1(3)4

InChI key

YGYAWVDWMABLBF-UHFFFAOYSA-N

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General description

Phosgene is an organic chemical compound widely used as a chlorinating agent, carbonylating agent, and dehydrating agent in organic synthesis for the synthesis of various compounds.

Application

Phosgene solution (~20% in toluene) can be used as a reagent in the synthesis of multiblock copolymers via multiple coupling reactions. It is also used in the activation of the hydroxyl groups in poly(ethylene glycol) diol (PEG diol) to synthesize linear multifunctional poly(ethylene glycol).

Signal Word

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Aquatic Chronic 3 - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 2 - Repr. 2 - Skin Corr. 1B - STOT SE 1 Inhalation - STOT SE 3

Target Organs

Central nervous system, Lungs

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

39.2 °F - closed cup

Flash Point(C)

4 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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J P Wyatt et al.
Journal of accident & emergency medicine, 12(3), 212-213 (1995-09-01)
Phosgene is a highly toxic gas to which some workers may be occupationally exposed. This case report demonstrates the possibility of refrigeration workers suffering phosgene poisoning after heating certain chlorinated fluorocarbons ('freons'). The need to suspect phosgene exposure and observe
O Gyllenhaal et al.
Journal of chromatography, 435(2), 259-269 (1988-01-08)
The use of phosgene as a derivatizing agent for bifunctional compounds prior to gas and liquid chromatographic analysis is reviewed. Applications include gas chromatographic determinations of metoprolol and its metabolites in biological fluids, enantiomeric separations of beta-blocking drugs and sympathomimetic
Alfred M Sciuto et al.
Inhalation toxicology, 16(8), 565-580 (2004-06-19)
A series of studies was performed to address treatment against the former chemical warfare edemagenic gas phosgene. Both in situ and in vivo models were used to assess the efficacy of postexposure treatment of phosgene-induced lung injury using clinically existing
Christopher Grainge et al.
Clinical toxicology (Philadelphia, Pa.), 48(6), 497-508 (2010-09-21)
Phosgene is a substance of immense importance in the chemical industry. Because of its widespread industrial use, there is potential for small-scale exposures within the workplace, large-scale accidental release, or even deliberate release into a built-up area. This review aims
Dirk Roeda et al.
Current topics in medicinal chemistry, 10(16), 1680-1700 (2010-06-30)
[¹¹C]Phosgene has been playing a relatively modest but continuous and manifest role all along the history of radiochemistry for Positron Emission Tomography. It acts as a radiolabelling agent through carbonyl insertion, usually between heteroatoms, and benefits from a high chemical
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