77287-29-7

Basic information

• Product Name: (R)-(+)-Methyl (R)-2-chloropropionate
• Synonyms: (R)-(+)-Methyl (R)-2-chloropropionate;(R)-(+)-METHYL 2-CHLOROPROPIONATE;(R)-(+)-2-CHLOROPROPIONIC ACID METHYL ESTER;2 METHYL CHLORPROPIONATE;METHYL (R)-(+)-2-CHLOROPROPIONATE, 99% (;2-Methylchloroproprionate;2-Methylchlorproprionate;(2R)-2-Chloropropanoic acid methyl ester
• CAS NO: 77287-29-7
• Molecular Formula: C₄H₇ClO₂
• Molecular Weight: 122.55
• EINECS: 278-658-5
• Product Categories: Chiral Building Blocks;Esters (Chiral);Synthetic Organic Chemistry
• Mol File: 77287-29-7.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 132-134 °C(lit.)
• Flash Point: 99 °F
• Appearance: /
• Density: 1.152 g/mL at 25 °C(lit.)
• Vapor Pressure: 9.57mmHg at 25°C
• Refractive Index: n20/D 1.418
• BRN: 1720590
• CAS DataBase Reference: (R)-(+)-Methyl (R)-2-chloropropionate(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(+)-Methyl (R)-2-chloropropionate(77287-29-7)
• EPA Substance Registry System: (R)-(+)-Methyl (R)-2-chloropropionate(77287-29-7)

Safety Data

• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 26-36
• RIDADR: UN 2933 3/PG 3
• WGK Germany: 3
• F: 19
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 77287-29-7(Hazardous Substances Data)

Usage

Chemical Properties

Clear colorless liquid

Uses

Chiral starting material

Purification Methods

Purify the ester by repeated distillation [Walker J Chem Soc 67 916 1895, Walden Chem Ber 28 1293 1985, see also Gless Synth Commun 16 633 1986]. [Beilstein 2 H 248.]

InChI:InChI=1/C4H7ClO2/c1-3(5)4(6)7-2/h3H,1-2H3/t3-/m1/s1

Upstream product

• 67-56-1 methanol 
• 17639-93-9 2-chloro-propionic acid methyl ester 
• 121769-68-4 [9,9']Biphenanthrenyl-10,10'-diol; compound with 2-chloro-propionic acid methyl ester 
• 121769-68-4 [9,9']Biphenanthrenyl-10,10'-diol; compound with 2-chloro-propionic acid methyl ester 
• 27871-49-4 (S)-Methyl lactate 
• 17392-83-5 (R)-Methyl lactate 
• 80-63-7 methyl 2-chloroacrylate 
• 7474-05-7 (R)-2-chloropropionic acid 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 63696-98-0 methyl (2S)‐2‐[(methylsulfonyl)oxy]propanoate 

Downstream Products

• 67-56-1 methanol 
• 7474-05-7 (R)-2-chloropropionic acid 
• 185298-45-7 (S)-2-(1-Benzyl-2-ethyl-1H-indol-4-yloxy)-propionic acid methyl ester 
• 932709-68-7 (S)-2-(3-amino-4-fluorophenoxy)propionic acid methyl ester 
• 932709-50-7 (S)-2-[3-(2,4-dichlorobenzyl)-8-fluoro-4-methyl-2-oxo-1,2-dihydroquinolin-5-yloxy]propionic acid methyl ester 
• 94050-90-5 (R)-2-(4-hydroxyphenoxy)propionic acid 
• 2852-88-2 R-(+)-2- (4-nitrophenoxy) propionic acid 
• 104430-62-8 1,6-Anhydro-2-azido-4-O-benzyl-2-desoxy-3-O-<(1R)-1-(methoxycarbonyl)ethyl>-β-D-glucopyranose 
• 60426-97-3 (R)-O-Acetyllactic acid Methyl Ester 
• 65039-09-0 1-ethyl-3-methyl-1H-imidazol-3-ium chloride 
• 748154-72-5 (R)-benzyl 2-chloropropanoate 
• 1034020-35-3 methyl (2S)-2-[4-fluoro-3-(3-hydroxypropyl)phenoxy]propanoate 
• 1071497-73-8 (S)-2-[2-cyclopropyl-8-fluoro-4-methyl-3-(4-pyrazol-1-ylbenzyl)quinolin-5-yloxy]propionic acid methyl ester 
• 73246-45-4 methyl-(S)-2-chloropropionate 

Relevant articles and documents

Synthesis of Optically Active Chloro Alkanoic Esters

The stereospecific synthesis (optical yield up to 94percent) of optically active (R)-alkyl-2-chloropropionate and (S)-alkyl-3-chlorobutanoate by the action of AlCl3 on the corresponding (S)-2-mesyloxy- and (R)-3-mesyloxy-derivatives is described.

A synthetic S-2-chloropropionic acid methyl ester method

The invention discloses a method for synthesizing S-2-methyl chloropropionate. The method comprises the following steps of: (1) preparing a Vilmerier reagent: adding a chlorinating agent into a reaction kettle, adding short chain aliphatic series dropwise to replace amide to serve as a solvent, and reacting under the stirring condition to obtain a Vilmerier reagent solution; (2) synthesizing S-2-methyl chloropropionate: adding a small amount of solvent into the Vilmerier reagent solution obtained in the step 1 to obtain a mixed solution, adding R-methyl lactate into the mixed solution dropwise, and stirring to perform chlorination to obtain a product solution, namely the S-2-methyl chloropropionate solution; and (3) washing the S-2-methyl chloropropionate solution obtained in the step 2, desolventizing and distilling to obtain the product S-2-methyl chloropropionate. The synthesis method is mild in reaction condition, easy to operate, low in environmental pollution and suitable for large-scale industrialized production.

Optically active maleimide derivatives and polymaleimides for use as chiral adsorbent in chromatography

An optically active maleimide dericative represented by the following formula (1): as well as the polymer synthesized therefrom. The polymers are useful as chival adsorbents in chomatography.