| Identification | More | [Name]
METHYL OXALYL CHLORIDE | [CAS]
5781-53-3 | [Synonyms]
CHLOROGLYOXYLIC ACID METHYL ESTER
METHYL CHLOROFORMYLFORMATE
METHYL CHLOROGLYOXALATE
METHYL CHLOROGLYOXYLATE
METHYL CHLOROOXOACETATE
METHYL OXALYL CHLORIDE
MONO-METHYL OXALYL CHLORIDE
Acetic acid, chlorooxo-, methyl ester
chlorogyloxylicacidmethylester
chlorooxo-aceticacimethylester
METHYL CHLOROOXOACETATE,96%
Methyloxalylchloride,97%
Methyl (Chlorocarbonyl)formate
Oxalic acid monomethyl ester chloride
Methyl chloroglyoxalate, Methyl oxalyl chloride
Methyl chloroglyoxalate, Methyl oxalyl chloride, Monomethyl oxalyl chloride
(Oxalic acid 1-methyl) chloride
2-Chloroglyoxylic acid methyl ester
2-Oxo-2-chloroacetic acid methyl ester
Chlorooxoacetic acid methyl ester | [EINECS(EC#)]
227-307-4 | [Molecular Formula]
C3H3ClO3 | [MDL Number]
MFCD00000705 | [Molecular Weight]
122.51 | [MOL File]
5781-53-3.mol |
| Questions And Answer | Back Directory | [Synthesis]
Dilute oxaloyl chloride (0.51 mL, 6 mmol) with CH2Cl2 (1 mL). Cool to 0°C. While stirring, add dropwise a solution of alcohol (3 mmol) in CH2Cl2 (1 mL). Stir the mixture for 20 minutes. Then heat to room temperature for 2 hours. Evaporate the solvent and excess oxaloyl chloride under vacuum to obtain the target compound, oxaloyl chloride monomethyl ester. The synthetic route is shown in Figure  Figure: Synthetic Route of METHYL OXALYL CHLORIDE | [Uses]
Methyl oxalyl chloride is an important organic intermediate (building block) to synthetize substituted methyl oxalyl products. It can be used for regioselective synthesis of fused coumarins, cyclization to form substituted isoxazoles and heterocycles, intramolecular Wittig reactions, silyl enol ether acylation, and iron-mediated cleavage of C-C bonds.
|
| Chemical Properties | Back Directory | [Appearance]
CLEAR LIQUID | [Boiling point ]
118-120 °C (lit.) | [density ]
1.332 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.419(lit.)
| [Fp ]
116 °F
| [storage temp. ]
Flammables area | [solubility ]
Chloroform (Slightly), Ethyl Acetate | [form ]
Liquid | [color ]
Clear | [Odor]
Acrid | [Water Solubility ]
Miscible with water. | [Sensitive ]
Moisture Sensitive | [BRN ]
1071541 | [Stability:]
Hygroscopic | [InChI]
1S/C3H3ClO3/c1-7-3(6)2(4)5/h1H3 | [InChIKey]
ZXUQEPZWVQIOJE-UHFFFAOYSA-N | [SMILES]
COC(=O)C(Cl)=O | [CAS DataBase Reference]
5781-53-3(CAS DataBase Reference) | [EPA Substance Registry System]
Acetic acid, chlorooxo-, methyl ester (5781-53-3) |
| Safety Data | Back Directory | [Symbol(GHS) ]
  
GHS02,GHS05,GHS07 | [Signal word ]
Danger | [Hazard statements ]
H226-H314-H335 | [Precautionary statements ]
P210-P233-P240-P280-P303+P361+P353-P305+P351+P338 | [Hazard Codes ]
C,F | [Risk Statements ]
R34:Causes burns.
R37:Irritating to the respiratory system.
R10:Flammable.
R36:Irritating to the eyes.
R14:Reacts violently with water. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S16:Keep away from sources of ignition-No smoking . | [RIDADR ]
UN 2920 8/PG 2
| [WGK Germany ]
3
| [F ]
9-21 | [TSCA ]
Yes | [REACH Registrations]
Active | [HazardClass ]
8 | [PackingGroup ]
II | [HS Code ]
29171900 | [Storage Class]
3 - Flammable liquids | [Hazard Classifications]
Eye Dam. 1
Flam. Liq. 3
Skin Corr. 1B
STOT SE 3 |
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