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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

Certificates of Analysis (COA)

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Wen-Li Li et al.
Inhalation toxicology, 23(13), 842-852 (2011-11-01)
The principal acute mode of action of inhaled phosgene gas is related to an increase alveolar fluid exudation under pathologic conditions. This paper considers some aspects in modeling phosgene-induced acute lung injury (ALI) in an acute rat bioassay and whether
Wenli Li et al.
Toxicological sciences : an official journal of the Society of Toxicology, 131(2), 612-628 (2012-11-13)
Phosgene gas is a lower respiratory tract irritant. As such, it stimulates nociceptive vagal C-fiber-related reflexes in a dose-rate and concentration × exposure duration (C × t)-dependent manner. In rats, this reflex is characterized by extended apnea time periods, bradycardia
Hong-li Chen et al.
Journal of applied toxicology : JAT, 33(1), 71-77 (2011-08-06)
Phosgene is a poorly water-soluble gas penetrating the lower respiratory tract which can induce acute lung injury characterized by a latent phase of fatal pulmonary edema. Pulmonary edema caused by phosgene is believed to be a consequence of oxidative stress
Pradip Kundu et al.
Analytical chemistry, 84(10), 4594-4597 (2012-04-11)
Phosgene is a very toxic gas, which was used as a chemical weapon in World War I, and is currently widely used in industrial processes. So far, no any phosgene fluorescent sensor has been reported. In this study, we report
Matthew Bancerz et al.
The Journal of organic chemistry, 77(5), 2415-2421 (2012-02-09)
A complementary approach to published synthetic methods for tetrazinanones, precursors to verdazyl radicals, is described herein. This approach uses carbohydrazide, a commercially available reagent, as a common starting material. Unlike previous methods described in the literature, this synthetic scheme does
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