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320536

Sigma-Aldrich

Thionyl chloride

reagent grade, 97%

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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:
24859269
NACRES:
NA.21

Grado

reagent grade

Livello qualitativo

100

Tensione di vapore

97 mmHg ( 20 °C)

Saggio

97%

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.)

Stringa SMILE

ClS(Cl)=O

InChI

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

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Categorie correlate

Descrizione generale

Thionyl chloride is an inorganic acid chloride mainly used as a reagent 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.
  • 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.

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

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which 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
SHBR4524
STBL1084
STBL2694
STBK6389
SHBP5852

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Organic Chemistry, 607-607 null
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)
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)
Selective protection of carbonyl compounds. Silica gel treated with thionyl chloride as an effective catalyst for thioacetalization.
Kamitori Y, et al.
The Journal of Organic Chemistry, 51(9), 1427-1431 (1986)
Mojtaba Taseidifar
Ecotoxicology and environmental safety, 206, 111389-111389 (2020-09-29)
An improved method has been developed for the efficient synthesis of octanoyl-cysteine in single-chain form (N-octanoyl-cys) which operates as a surfactant over a wide pH range, is easily decomposed into natural products and has a high product yield. The compound
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