3674-09-7

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 NO: 3674-09-7
• Molecular Formula: C₄H₆Cl₂O₂
• Molecular Weight: 157
• EINECS: 222-940-2
• Product Categories: Alpha Sort;M;MAlphabetic;META - METH;Volatiles/ Semivolatiles
• Mol File: 3674-09-7.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 52-55 °C2 mm Hg(lit.)
• Flash Point: 145 °F
• Appearance: clear colorless to slightly yellow liquid
• Density: 1.325 g/mL at 25 °C(lit.)
• Vapor Pressure: 1.3mmHg at 25°C
• Refractive Index: n20/D 1.453(lit.)
• Storage Temp.: Flammables area
• Solubility: Soluble in ether, acetone, ethanol.
• BRN: 1701891
• CAS DataBase Reference: Methyl 2,3-dichloropropionate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 2,3-dichloropropionate(3674-09-7)
• EPA Substance Registry System: Methyl 2,3-dichloropropionate(3674-09-7)

Safety Data

• Hazard Codes: Xi
• 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
• Hazardous Substances Data: 3674-09-7(Hazardous Substances Data)

Usage

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.

InChI:InChI=1/C4H6Cl2O2/c1-8-4(7)3(6)2-5/h3H,2H2,1H3/t3-/m0/s1

Upstream product

• 292638-85-8 acrylic acid methyl ester 
• 67-56-1 methanol 
• 7782-50-5 chlorine 
• 50-00-0 formaldehyd 
• 79-01-6 Trichloroethylene 
• 615-34-9 methyl glycerate 
• 67-66-3 chloroform 
• 10026-13-8 phosphorus pentachloride 
• 107-13-1 acrylonitrile 
• 7623-13-4 2,3-dichloropropionyl chloride 

Downstream Products

• 565-64-0 2,3-dichloropropanoic acid 
• 5118-06-9 methyl 3-hydroxy-2-thiophenecarboxylate 
• 726196-85-6 methyl 1-[4-(benzyloxy)phenyl]-2-(4-methoxyphenyl)-4,5-dihydro-1H-imidazole-4-carboxylate 
• 80-63-7 methyl 2-chloroacrylate 
• 598-79-8 2-Chloroacrylic acid 

Relevant articles and documents

PROCESS FOR THE PREPARATION OF FLUOROACRYLIC ACID ESTERS

The present invention provides a process for the preparation of a compound of Formula VI.

Chlorination of α,β-Unsaturated Ketones and Esters in the Presence of Acid Scavengers

The chlorination of a series of α,β-unsaturated ketones and esters by Cl2 in CH3OH, with and without acid scavengers such as N-chlorosuccinimide (NCS), pyridine and 2,6-lutidine, is described.Methyl vinyl ketone and cyclohex-2-enone have also been chlorinated in ethanol.Mixtures of Markovnikov(M) and anti-Markovnikov(AM) methoxy chlorides and dichlorides are formed in most cases; phenyl vinyl ketone gives no M products in the absence of pyridine, M methoxy chloride is not formed with (E)-4-chlorobut-3-en-2-one under any conditions, pyridine has no effect on the product ratios and methyl 3-chlorobut-2-enoate forms only dichloride.Chlorination of the ketones in the presence of the pyridines results in a significant increase in the M regioisomer (except for methyl isopropenyl ketone and the ketones mentioned), giving M : AM ratios which are similar to the corresponding esters.Ratios for the esters are not affected significantly by pyridine.We ascribe the effect of the pyridine bases to the elimination of acid and the acid-catalysed mechanism, permitting the chlorination to occur via a carbon-carbon ?-bond (chloronium ion) mechanism.The rate of chlorination of methyl vinyl ketone is retarded by pyridine but is still considerably faster than methyl acrylate.NCS, in contrast to N-bromosuccinimide (NBS) reported previously, has no effect on the M : AM ratio.The chlorination of methyl vinyl ketone with NCS and HCl gives markedly different results from Cl2.

IODINE TRICHLORIDE - AN IODOCHLORINATION REAGENT OF UNSATURATED COMPOUNDS

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