21770-48-9

Basic information

• Product Name: Methyl 2,3-dibromo-3-phenylpropionate
• Synonyms: 2,3-Dibromo-3-phenylpropanoic acid methyl ester;2,3-Dibromo-3-phenylpropionic acid methyl ester;3-Phenyl-2,3-dibromopropanoic acid methyl ester;Methyl 2,3-dibromo-3-phenylpropionate;α,β-Dibromobenzenepropanoic acid methyl ester;α,β-Dibromobenzenepropionic acid methyl ester
• CAS NO: 21770-48-9
• Molecular Formula: C₁₀H₁₀Br₂O₂
• Molecular Weight: 321.9932
• Mol File: 21770-48-9.mol
• Article Data: 38

Chemical Properties

• Melting Point: 117 °C
• Boiling Point: 301.2°Cat760mmHg
• Flash Point: 135.9°C
• Appearance: /
• Density: 1.728g/cm³
• Vapor Pressure: 0.00107mmHg at 25°C
• Refractive Index: 1.583
• CAS DataBase Reference: Methyl 2,3-dibromo-3-phenylpropionate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 2,3-dibromo-3-phenylpropionate(21770-48-9)
• EPA Substance Registry System: Methyl 2,3-dibromo-3-phenylpropionate(21770-48-9)

Safety Data

• Hazardous Substances Data: 21770-48-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H10Br2O2/c1-14-10(13)9(12)8(11)7-5-3-2-4-6-7/h2-6,8-9H,1H3

Upstream product

• 103-26-4 methyl cinnamate 
• 67-56-1 methanol 
• 6286-30-2 2,3-dibromo-3-phenylpropanoic acid 
• 621-82-9 Cinnamic acid 
• 103-26-4 Methyl cinnamate 
• 186581-53-3 diazomethane 
• 14371-10-9 (E)-3-phenylpropenal 
• 100-52-7 benzaldehyde 
• 79-15-2 N-bromoacetamide 
• 124916-61-6 (S)-2-bromo-3-penylpropanoic acid methyl ester 
• 64-17-5 ethanol 
• 21204-67-1 methyl (triphenylphosphoranylidene)acetate 
• 19713-73-6 methyl (2Z)-3-phenylprop-2-enoate 
• 791-28-6 Triphenylphosphine oxide 

Downstream Products

• 24127-62-6 methyl (E)-2-bromo-3-phenylprop-2-enoate 
• 7029-82-5 3-phenyl-2,3-dipiperidino-propionic acid methyl ester 
• 79559-52-7 3-phenyl-aziridine-2-carboxylic acid amide 
• 21788-36-3 (Z)-methyl 2-bromo-3-phenylacrylate 
• 103-26-4 methyl cinnamate 
• 85127-45-3 methyl 3-(2H-imidazol-1-yl)-3-phenylacrylate 
• 77651-24-2 (Z)-3-Imidazol-1-yl-3-phenyl-acrylic acid methyl ester 
• 4891-38-7 phenylpropynoic acid methyl ester 
• 103-26-4 Methyl cinnamate 
• 78659-31-1 2,6-diamino-4,4-dimethyl-1,3,5-perhydrothiadiazine dihydrobromide 
• 24127-62-6 methyl 2-bromo-3-phenylacrylate 
• 179092-78-5 R*R* 2-methoxycarbonyl-3-phenylaziridine 
• 103-25-3 3-phenylpropanoic acid methyl ester 
• 26051-97-8 1-cyclohexyl-3-phenyl-aziridine-2-carboxylic acid methyl ester 

Relevant articles and documents

Catalyst-Free 1,2-Dibromination of Alkenes Using 1,3-Dibromo-5,5-dimethylhydantoin (DBDMH) as a Bromine Source

A direct 1,2-dibromination method of alkenes is realized using 1,3-dibromo-5,5-dimethylhydantoin (DBDMH) as a bromine source. This reaction proceeds under mild reaction conditions without the use of a catalyst and an external oxidant. Various sorts of alkene substrates are transformed into the corresponding 1,2-dibrominated products in good to excellent yields with broad substrate scope and exclusive diastereoselectivity. This method offers a green and practical approach to synthesize vicinal dibromide compounds.

A General Method for the Dibromination of Vicinal sp3C-H Bonds Exploiting Weak Solvent-Substrate Noncovalent Interactions

A general procedure of 1,2-dibromination of vicinal sp3 C-H bonds of arylethanes using N-bromosuccinimide as the bromide reagent without an external initiator has been established. The modulation of the strength of the intermolecular noncovalent interactions between the solvent and arylethane ethanes, quantitatively evaluated via quantum chemical calculations, allows us to circumvent the fact that arylethane ethane cannot be dibrominated through traditional methods. The mechanism was explored by both experiments and quantum chemical calculations, revealing a radical chain with HAA process.

Preparation method of 1-aryl-1,2-dibromoethane

The invention relates to a preparation method of 1-aryl-1,2-dibromoethane. The preparation method of 1-aryl-1,2-dibromoethane includes the steps: under a nitrogen atmosphere, a solvent, an aryl alkaneand N-bromosuccinimide are added in to a reaction tube in sequence, a dibromination reaction is conducted at 80-120 DEG C for 12-48 hours, then, the dibromination reaction is finished, the solvent isremoved through evaporation, and through column chromatography separation, 1-aryl-1,2-dibromoethane compounds are obtained. According to the preparation method of 1-aryl-1,2-dibromoethane, a synthesis technology is simple, reaction conditions are mild, the yield of 1-aryl-1,2-dibromoethane is high, and thus the preparation method of 1-aryl-1,2-dibromoethane is easy to industrialize.