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Sigma-Aldrich

Thionyl chloride

ReagentPlus®, ≥99%

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About This Item

Formula condensata:
SOCl2
Numero CAS:
7719-09-7
Peso molecolare:
118.97
Beilstein:
1209273
Numero CE:
231-748-8
Numero MDL:
MFCD00011449
Codice UNSPSC:
12352300
ID PubChem:
24853806
NACRES:
NA.21

Tensione di vapore

97 mmHg ( 20 °C)

Livello qualitativo

200

Nome Commerciale

ReagentPlus®

Saggio

≥99%

Forma fisica

liquid

Indice di rifrazione

n20/D 1.518 (lit.)

P. eboll.

79 °C (lit.)

Punto di fusione

−105 °C (lit.)

Densità

1.631 g/mL at 25 °C (lit.)

Anioni in tracce

chloride (Cl-): 59.0-60.2%

Stringa SMILE

ClS(Cl)=O

InChI

1S/Cl2OS/c1-4(2)3
FYSNRJHAOHDILO-UHFFFAOYSA-N

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Descrizione generale

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

Applicazioni

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

Note legali

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

Pittogrammi

Skull and crossbonesCorrosion
GHS06,GHS05

Avvertenze

Danger

Indicazioni di pericolo

H302,H314,H331,H335

Classi di pericolo

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

Organi bersaglio

Respiratory system

Rischi supp

EUH014,EUH029

Codice della classe di stoccaggio

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

Classe di pericolosità dell'acqua (WGK)

WGK 1

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

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

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Certificati d'analisi (COA)

Lot/Batch Number
SHBP1831
SHBP0993
STBK5747
STBK5067
STBK4606

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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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