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Methyl 2,3-dichloropropionate

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Methyl 2,3-dichloropropionate Basic information

Product Name:
Methyl 2,3-dichloropropionate
Synonyms:
  • METHYL 2,3-DICHLOROPROPIONATE
  • METHYL-A,B-DICHLOROPROPIONATE
  • METHYL ALPHA,BETA-DICHLOROPROPIONATE
  • 2,3-DICHLOROPROPIONIC ACID METHYL ESTER
  • 2,3-dichloro-propanoicacimethylester
  • Methyl 2,3-dichloropropanoate
  • Propionic acid, 2,3-dichloro-, methyl ester
  • METHYL-2,3-DICHLOROPROPIONATE, 1000MG, N EAT
CAS:
3674-09-7
MF:
C4H6Cl2O2
MW:
157
EINECS:
222-940-2
Product Categories:
  • Alpha Sort
  • M
  • MAlphabetic
  • META - METH
  • Volatiles/ Semivolatiles
Mol File:
3674-09-7.mol
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Methyl 2,3-dichloropropionate Chemical Properties

Boiling point:
52-55 °C/2 mmHg (lit.)
Density 
1.325 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.453(lit.)
Flash point:
145 °F
storage temp. 
Store below +30°C.
solubility 
Soluble in ether, acetone, ethanol.
color 
Colorless to Almost colorless
BRN 
1701891
InChI
InChI=1S/C4H6Cl2O2/c1-8-4(7)3(6)2-5/h3H,2H2,1H3
InChIKey
OFHMODDLBXETIK-UHFFFAOYSA-N
SMILES
C(OC)(=O)C(Cl)CCl
CAS DataBase Reference
3674-09-7(CAS DataBase Reference)
NIST Chemistry Reference
Propanoic acid, 2,3-dichloro-, methyl ester(3674-09-7)
EPA Substance Registry System
Propanoic acid, 2,3-dichloro-, methyl ester (3674-09-7)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38-10
Safety Statements 
23-24/25-37/39-26-16
RIDADR 
1993
WGK Germany 
3
TSCA 
Yes
HazardClass 
8
PackingGroup 
III
HS Code 
29159000

MSDS

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Methyl 2,3-dichloropropionate Usage And Synthesis

Chemical Properties

clear colorless to slightly yellow liquid

Uses

Methyl 2,3-dichloropropionate can be used to produce 2-chloro-acrylic acid methyl ester at Heating. It is used as pharmaceutical intermediate.

Application

Methyl 2,3-Dichloropropanoate is a useful reagent in preparation of oxidative fragmentation and coupling of catharanthine analogs to vindoline.

Synthesis

Preparation of Methyl 2,3-dichloropropanoate:
Methyl acrylate (2366 g, 27.5 mol) and dimethylformamide (DMF) (40 g, 0.55 mol) was placed in a 3-liter three necked flask fitted with a stirrer, thermometer, inlet tube and gas trap. Chlorine (950 g, 0.48 mol) was passed into the methyl acrylate rapidly over a period of ten hours while the temperature was kept below 40°C. Reaction progress was monitored by gas chromatography (GC). When it seemed that 50 percent of chlorine was consumed, the reaction was stopped. The reaction mass was taken for distillation to separate methylacrylate and Methyl 2,3-dichloropropanoate. The contents were subjected to vacuum distillation. Methyl 2,3-dichloropropanoate was collected distilling at 70°C with 15mm.Yield (%):77.2, Purity (%) = 98.

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