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748684

Sigma-Aldrich

Phosgene solution

15 wt. % in toluene

Linear Formula:
COCl2
CAS Number:
Molecular Weight:
98.92
Beilstein:
1098367
MDL number:
PubChem Substance ID:
NACRES:
NA.22

form

liquid

Quality Level

concentration

15 wt. % in toluene

density

0.924 g/mL at 25 °C

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 formed during the free radical induced degradation of chlorinated hydrocarbons. Determination of phosgene in air samples using thermal desorption (TD) followed by gas chromatography-mass spectrometry (GC-MS) has been reported.

Application

Phosgene solution may be used in the synthesis of:
  • sulfonyl chlorides
  • Fmoc (Fluorenylmethyloxycarbonyl chloride)-taurylsulfonyl chloride
  • O-benzyl-L-serine carboxyanhydrides
Phosgene solution (15 wt. % in toluene) has been used to synthesize the following peptide monomers:
  • γ-(4-propargyloxybenzyl)-L-glutamic acid N-carboxyanhydride (POB-L-Glu-NCA)
  • γ-(4,5-dimethoxy-2-nitrobenzyl)-L-glutamate N-carboxyanhydride (DMNB-L-Glu-NCA)
  • γ-(4,5-dimethoxy-2-nitrobenzyl)-D-glutamate N-carboxyanhydride (DMNB-D-Glu-NCA)
  • 2-nitrobenzyl(4-vinylphenyl)carbamate

Packaging

4×25, 100 mL in Sure/Seal™
The 25 mL Sure/Seal bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.

Legal Information

Sure/Seal is a trademark of Sigma-Aldrich Co. LLC

Signal Word

Danger

Hazard Classifications

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

Target Organs

Central nervous system

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

39.2 °F - closed cup

Flash Point(C)

4 °C - closed cup

Certificate of Analysis

Certificate of Origin

Polypeptide vesicles with densely packed multilayer membranes.
Song Z, et al.
Soft Matter, 11(20), 4091-4098 (2015)
UV?responsive degradable polymers derived from 1?(4?aminophenyl) ethane?1, 2?diol.
Ma L, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 53(9), 1161-1168 (2015)
An Efficient Synthesis of N-Protected b-Amino-ethanesulfonylchlorides: Versatile Building Blocks for the Synthesis of Oligopeptidosulfonamides.
Brouwer AJ, et al.
Synthesis, 2000, 1579=84-1579=84 null
A kinetic study of the hydrolysis of phosgene in aqueous solution by pulse radiolysis.
Mertens R, et al.
Angewandte Chemie (International Edition in English), 33(12), 1259-1261 (1994)
The effect of side-chain functionality and hydrophobicity on the gene delivery capabilities of cationic helical polypeptides.
Zhang R, et al.
Biomaterials, 35(10), 3443-3454 (2014)

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