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5781-53-3 molecular structure
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methyl 2-chloro-2-oxoacetate

ChemBase ID: 147163
Molecular Formular: C3H3ClO3
Molecular Mass: 122.50712
Monoisotopic Mass: 121.97707164
SMILES and InChIs

SMILES:
COC(=O)C(=O)Cl
Canonical SMILES:
COC(=O)C(=O)Cl
InChI:
InChI=1S/C3H3ClO3/c1-7-3(6)2(4)5/h1H3
InChIKey:
ZXUQEPZWVQIOJE-UHFFFAOYSA-N

Cite this record

CBID:147163 http://www.chembase.cn/molecule-147163.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
methyl 2-chloro-2-oxoacetate
IUPAC Traditional name
methyl 2-chloro-2-oxoacetate
Synonyms
Chloroglyoxylic acid methyl ester
Methyl (chloroformyl)formate
Methyl 2-chloro-2-oxoacetate
Methyl chloroglyoxalate
Methyl oxalyl chloride
Monomethyl oxalyl chloride
Methyl chlorooxoacetate
Monomethyl oxalyl chloride
Methyl chloroglyoxylate
Methyl oxalyl chloride
甲基戊酰氯
甲基草酰氯
草酰氯甲酯
甲基戊酰氯
甲基草酰氯
CAS Number
5781-53-3
EC Number
227-307-4
MDL Number
MFCD00000705
Beilstein Number
1071541
PubChem SID
24849133
162241354
24886874
PubChem CID
79846

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 79846 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
H Acceptors H Donor
LogD (pH = 5.5) 0.64880544  LogD (pH = 7.4) 0.64880544 
Log P 0.64880544  Molar Refractivity 23.0662 cm3
Polarizability 9.246633 Å3 Polar Surface Area 43.37 Å2
Rotatable Bonds Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Boiling Point
115-118°C expand Show data source
118-120 °C(lit.) expand Show data source
Flash Point
114.8 °F expand Show data source
46 °C expand Show data source
46°C(114°F) expand Show data source
Density
1.332 expand Show data source
1.332 g/mL at 25 °C(lit.) expand Show data source
Refractive Index
1.4190 expand Show data source
n20/D 1.419 expand Show data source
n20/D 1.419(lit.) expand Show data source
Storage Warning
Moisture Sensitive expand Show data source
European Hazard Symbols
Corrosive Corrosive (C) expand Show data source
X expand Show data source
UN Number
2920 expand Show data source
UN2920 expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Hazard Class
8 expand Show data source
Packing Group
2 expand Show data source
II expand Show data source
Risk Statements
10-14-22-34 expand Show data source
10-34 expand Show data source
Safety Statements
26-36/37/39-45 expand Show data source
TSCA Listed
expand Show data source
GHS Pictograms
GHS02 expand Show data source
GHS05 expand Show data source
GHS06 expand Show data source
GHS Signal Word
Danger expand Show data source
GHS Hazard statements
H226-H314 expand Show data source
H301-H314-H318-H226 expand Show data source
GHS Precautionary statements
P210-P301+P310-P303+P361+P353-P305+P351+P338-P405-P501A expand Show data source
P280-P305 + P351 + P338-P310 expand Show data source
Personal Protective Equipment
Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter expand Show data source
RID/ADR
UN 2920 8/PG 2 expand Show data source
Purity
≥97.0% (AT) expand Show data source
96% expand Show data source
97% expand Show data source
Grade
purum expand Show data source
Linear Formula
ClCOCOOCH3 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - 151440 external link
Packaging
5, 10, 50 g in glass bottle
Application
Reactant involved in:
• Regioselective synthesis of fused coumarins1
• Cyclization to form substituted isoxazoles2 and heterocycles3
• Intramolecular Wittig reactions4
• Silyl enol ether acylation5
• Iron-mediated cleavage of C-C bonds6
Sigma Aldrich - 75754 external link
Application
Reactant involved in:
• Regioselective synthesis of fused coumarins1
• Cyclization to form substituted isoxazoles2 and heterocycles3
• Intramolecular Wittig reactions4
• Silyl enol ether acylation5
• Iron-mediated cleavage of C-C bonds6

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • A useful synthesis of isocyanates has been described involving oxidation of monoamides of oxalic acid (prepared from methyl oxalyl chloride and a primary amine) with peroxydisulfate catalyzed by Ag and Cu salts: J. Org. Chem., 60, 5430 (1995):
  • • For other examples of reactions of monoesters of oxalyl chloride, see Ethyl oxalyl chloride, A14653.
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PATENTS

PATENTS

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INTERNET

INTERNET

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