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75760

Sigma-Aldrich

Oxalyl chloride

dist., ≥96.0% (AT)

Sinonimo/i:

Ethanedioyl dichloride

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About This Item

Formula condensata:
ClCOCOCl
Numero CAS:
79-37-8
Peso molecolare:
126.93
Beilstein:
1361988
Numero CE:
201-200-2
Numero MDL:
MFCD00000704
Codice UNSPSC:
12352106
ID PubChem:
57652584

Densità del vapore

4.4 (vs air)

Tensione di vapore

150 mmHg ( 20 °C)

Saggio

≥96.0% (AT)

Stato

liquid

Qualità

dist.

Impiego in reazioni chimiche

reagent type: oxidant

Indice di rifrazione

n20/D 1.429 (lit.)

P. ebollizione

62-65 °C (lit.)

Punto di fusione

−10-−8 °C (lit.)

Densità

1.5 g/mL at 20 °C (lit.)

Stringa SMILE

ClC(=O)C(Cl)=O

InChI

1S/C2Cl2O2/c3-1(5)2(4)6
CTSLXHKWHWQRSH-UHFFFAOYSA-N

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Applicazioni

Reactant involved in:
  • Synthesis of N-heterocyclic ynones and ynediones, used to activate carboxylic acids
  • Chlorination and halogenation
  • Three-component [3+2] cycloadditions
  • Reactions with organostannanes
  • Synthesis of cyclopentenones
  • Carbonylations, used as a carbonyl synthon

Avvertenze

Danger

Indicazioni di pericolo

H260,H301 + H331,H314

Classi di pericolo

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Dam. 1 - Skin Corr. 1B - Water-react 1

Codice della classe di stoccaggio

4.3 - Hazardous materials which set free flammable gases upon contact with water

Classe di pericolosità dell'acqua (WGK)

WGK 2

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Faceshields, Gloves, Goggles

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Certificati d'analisi (COA)

Lot/Batch Number
BCCJ9697
BCCF6021
BCCC9829
BCCC8376
BCCB8134

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Tsutomu Kimura et al.
Chemical communications (Cambridge, England), (32)(32), 4077-4079 (2005-08-11)
Reaction of diastereomerically pure phosphinoselenoic acid salts with oxalyl chloride leads to enantiomerically pure P-chiral phosphinoselenoic chlorides with inversion of configuration at phosphorus; one of these chlorides is converted to a phosphinoselenothioic acid salt with a high degree of enantioselectivity.
Peter J Manley et al.
Organic letters, 4(18), 3127-3129 (2002-08-31)
[reaction: see text] A mild, practical, one-pot method for the generation of imidoyl chlorides and their subsequent in situ reaction with pyridine-1-oxides is described. The imidoyl chlorides were formed from the reaction of secondary amides with a stoichiometric amount of
Taisuke Itaya et al.
Chemical & pharmaceutical bulletin, 50(1), 83-86 (2002-02-05)
The relationship between the product patterns and the configurations of 1,2-cycloheptane- and 1,2-cyclooctanediols 9 in the cyclocondensations with oxalyl chloride in the presence of triethylamine at 0 degrees C has been shown analogous to that obtained for 1,2-disubstituted acyclic ethylene
Sham M Sondhi et al.
European journal of medicinal chemistry, 43(12), 2824-2830 (2007-11-21)
A series of substituted N-methylisonicotinamidine (2a-f), N-methylpyrazine-2-carboxamidine (2g-i) derivatives were synthesized by reaction of amidine derivatives (1a-i) with methyl iodide in presence of triethylamine. Five-membered condensed dihydroimidazolylbenzenesulfonamide derivatives (3a-i) were obtained by the reaction of amidine derivatives (1a-i) with acylating
Benoît Heurtaux et al.
The Journal of organic chemistry, 70(4), 1474-1477 (2005-02-12)
[reaction: see text] Several natural pulvinic acids were synthesized. Silyl ketene acetals derived from methyl arylacetates (4 equiv) reacted with oxalyl chloride at -78 degrees C, without the need of adding a catalyst. After treatment of the crude diketones with
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