748684
Phosgene solution
15 wt. % in toluene
Synonym(s):
Carbon oxychloride, Carbonyl chloride, Phosgen
Sign In to View Organizational & Contract Pricing.
Select a Size
Change View
About This Item
Linear Formula:
COCl2
CAS Number:
Molecular Weight:
98.92
UNSPSC Code:
12352101
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1098367
form
liquid
Quality Level
concentration
15 wt. % in toluene
density
0.924 g/mL at 25 °C
functional group
chloro
storage temp.
2-8°C
SMILES string
ClC(Cl)=O
InChI
1S/CCl2O/c2-1(3)4
InChI key
YGYAWVDWMABLBF-UHFFFAOYSA-N
General description
Phosgene is used as a reagent in organic synthesis for various reactions such as carbonylation reaction and synthesis of isocyanates. 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 (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
Phosgene solution may be used in the synthesis of:
- sulfonyl chlorides
- Fmoc (Fluorenylmethyloxycarbonyl chloride)-taurylsulfonyl chloride
- O-benzyl-L-serine carboxyanhydrides
Packaging
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
Still not finding the right product?
Explore all of our products under Phosgene solution
signalword
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
3 - Flammable liquids
wgk
WGK 3
flash_point_f
39.2 °F - closed cup
flash_point_c
4 °C - closed cup
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
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)
Polypeptide vesicles with densely packed multilayer membranes.
Song Z, et al.
Soft Matter, 11(20), 4091-4098 (2015)