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748684

Sigma-Aldrich

Phosgene solution

15 wt. % in toluene

Sinônimo(s):

Carbon oxychloride, Carbonyl chloride, Phosgen

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About This Item

Fórmula linear:
COCl2
Número CAS:
75-44-5
Peso molecular:
98.92
Beilstein:
1098367
Número MDL:
MFCD00036119
Código UNSPSC:
12352101
ID de substância PubChem:
329765925
NACRES:
NA.22

forma

liquid

Nível de qualidade

200

concentração

15 wt. % in toluene

densidade

0.924 g/mL at 25 °C

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

ClC(Cl)=O

InChI

1S/CCl2O/c2-1(3)4

chave InChI

YGYAWVDWMABLBF-UHFFFAOYSA-N

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Descrição geral

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.

Aplicação

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

Embalagem

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

Informações legais

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

Palavra indicadora

Danger

Classificações de perigo

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

Órgãos-alvo

Central nervous system

Código de classe de armazenamento

3 - Flammable liquids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

39.2 °F - closed cup

Ponto de fulgor (°C)

4 °C - closed cup

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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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)
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)
Yanbing Lu et al.
ACS macro letters, 1(4), 441-444 (2013-01-30)
O-benzyl-L-serine carboxyanhydrides were synthesized via diazotization of O-benzyl-L-serine with sodium nitrite in aqueous sulfuric acid solution followed by cyclization of the resulting serine-based α-hydroxy acid with phosgene. Degradable, water-soluble poly(α-hydroxy acids) bearing pendant hydroxyl groups were readily prepared under mild
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