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320536

Sigma-Aldrich

Thionylchlorid

reagent grade, 97%

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About This Item

Lineare Formel:
SOCl2
CAS-Nummer:
7719-09-7
Molekulargewicht:
118.97
Beilstein:
1209273
EG-Nummer:
231-748-8
MDL-Nummer:
MFCD00011449
UNSPSC-Code:
12352300
PubChem Substanz-ID:
24859269
NACRES:
NA.21

Qualität

reagent grade

Qualitätsniveau

100

Dampfdruck

97 mmHg ( 20 °C)

Assay

97%

Form

liquid

Brechungsindex

n20/D 1.518 (lit.)

bp

79 °C (lit.)

mp (Schmelzpunkt)

−105 °C (lit.)

Dichte

1.631 g/mL at 25 °C (lit.)

SMILES String

ClS(Cl)=O

InChI

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

InChIKey

FYSNRJHAOHDILO-UHFFFAOYSA-N

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Allgemeine Beschreibung

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

Anwendung

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.

Piktogramme

Skull and crossbonesCorrosion
GHS06,GHS05

Signalwort

Danger

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Zusätzliche Gefahrenhinweise

EUH014,EUH029

Lagerklassenschlüssel

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 1

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

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

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Analysenzertifikate (COA)

Lot/Batch Number
SHBR4524
STBL1084
STBL2694
STBK6389
SHBP5852

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Die Dokumentenbibliothek aufrufen

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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