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230464

Sigma-Aldrich

Thionyl chloride

Thionyl chloride

ReagentPlus®, ≥99%

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About This Item

Formule linéaire :
SOCl2
Numéro CAS:
7719-09-7
Poids moléculaire :
118.97
Beilstein:
1209273
Numéro CE :
231-748-8
Numéro MDL:
MFCD00011449
Code UNSPSC :
12352300
ID de substance PubChem :
24853806
Nomenclature NACRES :
NA.21
Essai:
≥99%
Forme:
liquid
Le tarif et la disponibilité ne sont pas disponibles actuellement.

Pression de vapeur

97 mmHg ( 20 °C)

Niveau de qualité

200

Gamme de produits

ReagentPlus®

Essai

≥99%

Forme

liquid

Indice de réfraction

n20/D 1.518 (lit.)

pb

79 °C (lit.)

Pf

−105 °C (lit.)

Densité

1.631 g/mL at 25 °C (lit.)

Traces d'anions

chloride (Cl-): 59.0-60.2%

Chaîne SMILES 

ClS(Cl)=O

InChI

1S/Cl2OS/c1-4(2)3

Clé InChI

FYSNRJHAOHDILO-UHFFFAOYSA-N

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Description générale

Thionyl chloride is an inorganic acid chloride mainly used to prepare carboxylic acid chlorides from carboxylic acids.[1]

Application

Thionyl chloride may be used in the following processes:
  • To facilitate the synthesis of indenones from 3-hydroxyindanones via dehydroxylation.[2]
  • Surface modification of amorphous carbon nanotubes (α-CNTs) in stearic acid-dichloromethane solution.[3]
  • To functionalize silica gel for thioacetalization of aldehydes.[4]
  • Conversion of tert-butyl esters to acid chlorides.[5]
  • Conversion of aliphatic and aromatic sulfoxides to sulfides in the presence of triphenylphosphine.[6]
  • As an activator to generate ketenes in-situ for preparing 2-azetidinones.[7]

Informations légales

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictogrammes

Skull and crossbonesCorrosion
GHS06,GHS05

Mention d'avertissement

Danger

Mentions de danger

H302,H314,H331,H335

Classification des risques

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1A - STOT SE 3

Organes cibles

Respiratory system

Risques supp

EUH014,EUH029

Code de la classe de stockage

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Certificats d'analyse (COA)

Lot/Batch Number
SHBS4042
SDBB2158
CDBG4645
SDBB0867
SDBB1283

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

Thionyl chloride assisted functionalization of amorphous carbon nanotubes: A better field emitter and stable nanofluid with better thermal conductivity.
Sarkar SK, et al.
Mat. Res. Bul., 1-8 (2015)
Fox MA and Whitesell JK
Organic Chemistry, 607-607 null
Thionyl chloride (or oxalyl chloride) as an efficient acid activator for one-pot synthesis of [Beta]-lactams.
Ebrahimi E & Jarrahpour A.
Iranian Journal of Science and Technology, 38(A1), 49-49 (2014)
Deoxygenation of sulfoxides to sulfides with thionyl chloride and triphenylphosphine: Competition with the Pummerer reaction
Jang Y, et al.
The Journal of Organic Chemistry, 78(12), 6328-6331 (2013)
The Conversion of tert-Butyl Esters to Acid Chlorides Using Thionyl Chloride.
Greenberg JA & Sammakia T
The Journal of Organic Chemistry, 82(6), 3245-3251 (2017)
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Questions

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

    1 réponse

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

    1 réponse

    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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