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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:
Molecular Weight:
98.92
Beilstein:
1098367
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22

form

solution

Quality Level

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

Certificates of Analysis (COA)

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George D Leikauf et al.
American journal of respiratory cell and molecular biology, 49(3), 368-383 (2013-04-18)
In this study, a genetically diverse panel of 43 mouse strains was exposed to phosgene and genome-wide association mapping performed using a high-density single nucleotide polymorphism (SNP) assembly. Transcriptomic analysis was also used to improve the genetic resolution in the
Xuanjun Wu et al.
Chemical communications (Cambridge, England), 48(13), 1895-1897 (2012-01-10)
A highly sensitive chemodosimeter was identified from a panel of rhodamine derivatives for rapid and visual detection of phosgene with a detection limit of 50 nM triphosgene. Visual detection of gaseous phosgene with chemodosimeter absorbed paper strips was demonstrated.
Dorien Wijte et al.
Toxicology in vitro : an international journal published in association with BIBRA, 25(8), 2080-2087 (2011-09-29)
The aim of the present study was to investigate toxic effects following phosgene exposure of human epithelial lung cells (A549) in vitro using a CULTEX® system. In particular, toxic effects regarding early biomarkers emerging during the latency period following exposure
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

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