(E)-Methyl 3-(4-bromophenyl)acrylate

Base Information

• Chemical Name: (E)-Methyl 3-(4-bromophenyl)acrylate
• CAS No.: 71205-17-9
• Molecular Formula: C₁₀H₉BrO₂
• Molecular Weight: 241.084
• Hs Code.: 2916399090
• Mol file: 71205-17-9.mol

Synonyms:Methyl (E)-3-(4-bromophenyl)-2-propenoate;

Chemical Property of (E)-Methyl 3-(4-bromophenyl)acrylate

Chemical Property:

• Melting Point: 84-86 °C
• Boiling Point: 311.4 °C at 760 mmHg
• Flash Point: 142.2 °C
• PSA: 26.30000
• Density: 1.447 g/cm³
• LogP: 2.63530
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98%min ^*data from raw suppliers

Methyl trans-4-bromocinnamate 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (E)-Methyl 3-(4-bromophenyl)acrylate

There total 60 articles about (E)-Methyl 3-(4-bromophenyl)acrylate 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: 100.0%

trans-4-bromocinnamic acid (1200-07-3,5676-63-1,17916-60-8) + dimethyl sulfate (77-78-1) → methyl (E)-4-bromocinnamate (3650-78-0,84878-00-2,71205-17-9)

Guidance literature:

With potassium carbonate; In acetonitrile; at 80 ℃; for 20h;

DOI:10.1016/j.bmc.2019.01.006

Reference yield: 99.0%

1,4-bromoiodobenzene (589-87-7) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → methyl 4-bromocinnamate (3650-78-0,71205-17-9,84878-00-2)

Guidance literature:

With triethylamine; In water; N,N-dimethyl-formamide; at 90 ℃; for 16h; Catalytic behavior;

DOI:10.1002/cctc.201500408

Reference yield: 98.3%

methanol (67-56-1) + trans-4-bromocinnamic acid (1200-07-3,5676-63-1,17916-60-8) → methyl (E)-4-bromocinnamate (3650-78-0,84878-00-2,71205-17-9)

Guidance literature:

With sulfuric acid; at 40 - 65 ℃; for 3h; Large scale;

DOI:10.1021/acs.oprd.1c00225

upstream raw materials:

4-bromo-benzaldehyde

bromoacetic acid methyl ester

C₂₁H₁₉O₅PS

methanol

Downstream raw materials:

6-Methoxy-diphenylether-3,4'-β,β'-dipropionsaeuredimethylester

diethyl (2S,3S)-3-(4-bromophenyl)-1-(tert-butoxycarbonyl)-5-oxo-2-pyrrolidinylphosphonate

methyl E-3-(4'-(adamantan-1-yl)-3'-hydroxybiphenyl-4-yl)acrylate

methyl E-3-[3'-(1-methylcyclododecyl)-4'-hydroxybiphenyl-4-yl]acrylate

Refernces

• 1、 Ojha, Subhadra,Panda, Niranjan. "Pd-Catalyzed desulfitative arylation of olefins by: N -methoxysulfonamide". supporting information. p. 1292 - 1298. Retrieved 2022/02/19.
• 2、 Nouri Parouch, Ahmad,Koukabi, Nadiya,Abdous, Elham,Shobeiri, Seyed Amin. "Palladium and silk fibroin-containing magnetic nano-biocomposite: a highly efficient heterogeneous nanocatalyst in Heck coupling reactions". . p. 3165 - 3177. Retrieved 2021/05/21.