m-Bromocinnamaldehyde

Base Information

• Chemical Name: m-Bromocinnamaldehyde
• CAS No.: 15185-59-8
• Molecular Formula: C₉H₇BrO
• Molecular Weight: 211.058
• Mol file: 15185-59-8.mol

Synonyms:3-(3-bromophenyl)prop-2-en-1-al;m-Bromzimtaldehyd;m-Bromocinnamaldehyde;

Chemical Property of m-Bromocinnamaldehyde

Chemical Property:

• Vapor Pressure: 0.000628mmHg at 25°C
• Boiling Point: 309.7oC at 760 mmHg
• Flash Point: 114oC
• PSA: 17.07000
• Density: 1.466g/cm3
• LogP: 2.66120
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

98%min ^*data from raw suppliers

3-(3-Bromophenyl)acrylaldehyde 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of m-Bromocinnamaldehyde

There total 8 articles about m-Bromocinnamaldehyde 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: 98.0%

3-(3-bromophenyl)propanal (210115-30-3) → 3-(3-bromophenyl)prop-2-en-1-al (97985-66-5,15185-59-8)

Guidance literature:

With bis(benzonitrile)palladium(II) dichloride; tert.-butylnitrite; oxygen; toluene-4-sulfonic acid; 1,3,5-trimethyl-benzene; In tert-butyl alcohol; at 25 ℃; for 8h; under 760.051 Torr;

DOI:10.1021/acscatal.7b01008

Reference yield: 72.0%

→ 3-(3-bromophenyl)prop-2-en-1-al (97985-66-5,15185-59-8)

Guidance literature:

With dicarbonyl(acetylacotonato)rhodium(I); hydrogen; 2,2'-bis((bis(5-methoxy-1H-indol-1-yl)phosphaneyl)oxy)-1,1'-biphenyl; In toluene; at 30 ℃; for 20h; under 15001.5 Torr;

Reference yield:

1-bromo-3-cyclopropylbenzene (1798-85-2) → 3-(3-bromophenyl)prop-2-en-1-al (97985-66-5,15185-59-8) + 5-(3-bromophenyl)-4,5-dihydro-1,2-oxazole

Guidance literature:

With trifluoroacetic acid; sodium nitrite; In chloroform; at 0 - 20 ℃;

DOI:10.1134/S1070428016030179

upstream raw materials:

1-bromo-3-cyclopropylbenzene

m-bromobenzoic aldehyde

(triphenylphosphoranylidene)acetaldehyde

3-(3-bromophenyl)propanal

Downstream raw materials:

(R)-2-(3-bromophenyl)-4-methyl-1-tosyl-2,5-dihydro-1H-pyrrole-3-carbaldehyde

Refernces

• 1、 Nakashima, Ken-Ichi,Yamaguchi, Eiji,Noritake, Chihaya,Mitsugi, Yukari,Goto, Mayuki,Hirai, Takao,Abe, Naohito,Sakai, Eiji,Oyama, Masayoshi,Itoh, Akichika,Inoue, Makoto. "Discovery and SAR of Natural-Product-Inspired RXR Agonists with Heterodimer Selectivity to PPARδ-RXR". . p. 1526 - 1534. Retrieved 2020/05/19.
• 2、 Porey, Arka,Santra, Surojit,Guin, Joyram. "Highly Enantioselective Synthesis of Functionalized Glutarimide Using Oxidative N-Heterocyclic Carbene Catalysis: A Formal Synthesis of (?)-Paroxetine". . p. 5313 - 5327. Retrieved 2019/04/16.