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Merck
CN

75760

Oxalyl chloride

dist., ≥96.0% (AT)

Synonym(s):

Ethanedioyl dichloride

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About This Item

Linear Formula:
ClCOCOCl
CAS Number:
Molecular Weight:
126.93
EC Number:
201-200-2
UNSPSC Code:
12352106
PubChem Substance ID:
Beilstein/REAXYS Number:
1361988
MDL number:
Assay:
≥96.0% (AT)
Form:
liquid
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vapor density

4.4 (vs air)

vapor pressure

150 mmHg ( 20 °C)

assay

≥96.0% (AT)

form

liquid

quality

dist.

reaction suitability

reagent type: oxidant

refractive index

n20/D 1.429 (lit.)

bp

62-65 °C (lit.)

mp

−10-−8 °C (lit.)

density

1.5 g/mL at 20 °C (lit.)

SMILES string

ClC(=O)C(Cl)=O

InChI

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

InChI key

CTSLXHKWHWQRSH-UHFFFAOYSA-N

Application

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


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signalword

Danger

Storage Class

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

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Faceshields, Gloves, Goggles

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1 - Water-react. 1

Regulatory Information

监管及禁止进口产品

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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
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



Global Trade Item Number

SKUGTIN
CDS000461-1G04061825967349