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748684 Sigma-Aldrich

Phosgene solution

15 wt. % in toluene

  • CAS Number 75-44-5

  • Linear Formula COCl2

  • Molecular Weight 98.92

  •  Beilstein/REAXYS Number 1098367

  •  MDL number MFCD00036119

  •  PubChem Substance ID 329765925

  •  NACRES NA.22

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Properties

Related Categories 25mL Sure/Seal Reagents, Chemical Synthesis, Organometallic Reagents More...
Quality Level   200
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

Description

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 (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

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

Safety & Documentation

Safety Information

Signal word 
Danger
Target organs 
Central nervous system
RIDADR 
UN3489 - class 6.1 - PG 1 - acidic - RQ - Toxic by inhalation liquid, flammable, corrosive, n.o.s., HI: all (not BR)
WGK Germany 
WGK 2
Flash Point(F) 
39.2 °F - closed cup
Flash Point(C) 
4 °C - closed cup

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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