Methyl 2-bromo-3-phenylpropanoate

Base Information

• Chemical Name: Methyl 2-bromo-3-phenylpropanoate
• CAS No.: 3196-22-3
• Molecular Formula: C₁₀H₁₁BrO₂
• Molecular Weight: 243.1
• Hs Code.: 2916399090
• European Community (EC) Number: 817-565-1
• DSSTox Substance ID: DTXSID30441467
• Nikkaji Number: J946.558H
• Mol file: 3196-22-3.mol

Synonyms:Methyl 2-bromo-3-phenylpropanoate;3196-22-3;2-bromo-3-phenylpropionic acid methyl ester;2-BROMO-3-PHENYL-PROPIONIC ACID METHYL ESTER;MFCD07786597;SCHEMBL1008399;Methyl2-bromo-3-phenylpropanoate;DTXSID30441467;methyl 2-bromo-3-phenylpropionate;OUCLVXLFVUBZAV-UHFFFAOYSA-N;BCP22073;AKOS002680437;AKOS016048398;alpha-Bromohydrocinnamic acid methyl ester;NS-03447;CS-0199086;FT-0747784;EN300-93042;D97565;A854782;A1-03643

Chemical Property of Methyl 2-bromo-3-phenylpropanoate

Chemical Property:

• Refractive Index: 1.5400-1.5450 (589.3 nm 20℃)
• Boiling Point: 132-138℃ (10 Torr)
• PSA: 26.30000
• LogP: 2.16560
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 241.99424
• Heavy Atom Count: 13
• Complexity: 164

Purity/Quality:

98.5% ^*data from raw suppliers

2-Bromo-3-phenylpropionic acid methyl ester 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(CC1=CC=CC=C1)Br

Technology Process of Methyl 2-bromo-3-phenylpropanoate

There total 15 articles about Methyl 2-bromo-3-phenylpropanoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

3-phenylpropanoic acid methyl ester (103-25-3) → methyl 2-bromo-3-phenylpropionate (70288-60-7,73136-26-2,124916-61-6,3196-22-3)

Guidance literature:

3-phenylpropanoic acid methyl ester; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃;

With bromine; In tetrahydrofuran; at -78 - 20 ℃; for 4h;

DOI:10.1021/jo030264e

Reference yield: 92.0%

methanol (67-56-1) + 3-phenyl-propenal (104-55-2) → methyl 2-bromo-3-phenylpropionate (70288-60-7,73136-26-2,124916-61-6,3196-22-3)

Guidance literature:

3-phenyl-propenal; With trimethylsilyl cyanide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 0 ℃; for 0.333333h; Inert atmosphere;

With bromine; In tetrahydrofuran; at 0 ℃; for 0.166667h; Inert atmosphere;

methanol; In tetrahydrofuran; at 0 ℃; for 0.333333h; Inert atmosphere;

DOI:10.1021/ol403415z

Reference yield: 88.0%

methanol (67-56-1) + Phenylalanine (150-30-1,25191-15-5,658-69-5,67675-33-6) → methyl 2-bromo-3-phenylpropionate (70288-60-7,73136-26-2,124916-61-6,3196-22-3)

Guidance literature:

Phenylalanine; With bromic acid; potassium bromide; sodium nitrite; In water; at -10 - 20 ℃;

methanol; With bromic acid; In water; at 65 ℃; for 48h;

upstream raw materials:

methanol

2-bromo-3-phenylpropanoic acid

2-bromo-3-phenylpropionyl chloride

acrylic acid methyl ester

Downstream raw materials:

2-(Benzylidenamino)-3-phenylpropansaeure-methylester-N-oxid

5-benzyl-3-(methoxycarbonylmethyl)hydantoin

3-(1-methoxycarbonyl-2-phenylethyl)hydantoin

5-benzyl-3-(1-methoxycarbonyl-2-phenylethyl)hydantoin

Refernces

• 1、 -. "ANTIVIRAL COMPOUNDS". Paragraph 091; 092; 093. . Retrieved 2019/04/27.
• 2、 De Angelis, Sonia,Franco, Mario,Triminì, Alessandra,González, Ana,Sainz, Raquel,Degennaro, Leonardo,Romanazzi, Giuseppe,Carlucci, Claudia,Petrelli, Valentina,de la Esperanza, Alejandro,Go?i, Asier,Ferritto, Rafael,Ace?a, José Luis,Luisi, Renzo,Cid, M. Belén. "A Study of Graphene-Based Copper Catalysts: Copper(I) Nanoplatelets for Batch and Continuous-Flow Applications". supporting information. p. 3011 - 3018. Retrieved 2019/08/20.