748684

Phosgene solution

15 wt. % in toluene

• Synonyma: Carbon oxychloride, Carbonyl chloride, Phosgen
• Lineární vzorec: COCl₂
• Číslo CAS: 75-44-5
• Molekulová hmotnost: 98.92
• Beilstein/REAXYS Number: 1098367
• MDL number: MFCD00036119
• UNSPSC Code: 12352101
• PubChem Substance ID: 329765925
• NACRES: NA.22

Vlastnosti

• form: liquid
• Quality Level: 200
• 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

Popis

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

Bezpečnostní informace

• pictograms: GHS02,GHS06,GHS08,GHS05
• signalword: Danger
• hcodes: H225,H304,H314,H330,H336,H361d,H373,H412
• pcodes: P210 - P280 - P301 + P330 + P331 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• 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_germany: WGK 3
• flash_point_f: 39.2 °F - closed cup
• flash_point_c: 4 °C - closed cup