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748684

Sigma-Aldrich

Phosgene solution

15 wt. % in toluene

Sinonimo/i:

Carbon oxychloride, Carbonyl chloride, Phosgen

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4 X 25 ML
CHF 103.00
100 ML
CHF 114.00

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4 X 25 ML
CHF 103.00
100 ML
CHF 114.00

About This Item

Formula condensata:
COCl2
Numero CAS:
75-44-5
Peso molecolare:
98.92
Beilstein:
1098367
Numero MDL:
MFCD00036119
Codice UNSPSC:
12352101
ID PubChem:
329765925
NACRES:
NA.22

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Stato

liquid

Livello qualitativo

200

Concentrazione

15 wt. % in toluene

Densità

0.924 g/mL at 25 °C

Gruppo funzionale

chloro

Temperatura di conservazione

2-8°C

Stringa SMILE

ClC(Cl)=O

InChI

1S/CCl2O/c2-1(3)4
YGYAWVDWMABLBF-UHFFFAOYSA-N

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Descrizione generale

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.[1] Determination of phosgene in air samples using thermal desorption (TD) followed by gas chromatography-mass spectrometry (GC-MS) has been reported.[2]

Applicazioni

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)[3]
  • γ-(4,5-dimethoxy-2-nitrobenzyl)-L-glutamate N-carboxyanhydride (DMNB-L-Glu-NCA)[4]
  • γ-(4,5-dimethoxy-2-nitrobenzyl)-D-glutamate N-carboxyanhydride (DMNB-D-Glu-NCA)[4]
  • 2-nitrobenzyl(4-vinylphenyl)carbamate[5]

Phosgene solution may be used in the synthesis of:
  • sulfonyl chlorides[6]
  • Fmoc (Fluorenylmethyloxycarbonyl chloride)-taurylsulfonyl chloride[6]
  • O-benzyl-L-serine carboxyanhydrides[7]

Confezionamento

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

Note legali

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

Avvertenze

Danger

Classi di pericolo

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

Organi bersaglio

Central nervous system

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

39.2 °F - closed cup

Punto d’infiammabilità (°C)

4 °C - closed cup

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Certificati d'analisi (COA)

Lot/Batch Number
SHBR7440
SHBQ7121
SHBM1001
SHBL6678
SHBK2424

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Questions

1–2 of 2 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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