3-Bromocinnamaldehyde

Base Information

• Chemical Name: 3-Bromocinnamaldehyde
• CAS No.: 97985-66-5
• Molecular Formula: C9H7BrO
• Molecular Weight: 211.058
• Hs Code.: 2913000090
• Mol file: 97985-66-5.mol

Synonyms:2-Propenal,3-(3-bromophenyl)-, (E)-;(E)-3-Bromocinnamaldehyde;trans-3-Bromocinnamaldehyde;

Chemical Property of 3-Bromocinnamaldehyde

Chemical Property:

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

Purity/Quality:

98%Min ^*data from raw suppliers

(E)-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 3-Bromocinnamaldehyde

There total 16 articles about 3-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: 81.0%

(E)-1-bromo-3-(buta-1,3-dien-1-yl)benzene (32507-45-2) → (E)-3-(3-bromophenyl)acrylaldehyde (97985-66-5)

Guidance literature:

With iron(III) sulfate hydrate; oxygen; In water; acetonitrile; at 45 ℃; for 21h; regioselective reaction;

DOI:10.1021/acs.orglett.9b03562

Reference yield: 81.0%

3-(3-bromophenyl)propanal (210115-30-3) → (E)-3-(3-bromophenyl)acrylaldehyde (97985-66-5)

Guidance literature:

With iron(III) chloride; 1,10-Phenanthroline; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; In chlorobenzene; at 120 ℃; for 12h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.1c00043

upstream raw materials:

1-bromo-3-cyclopropylbenzene

m-bromobenzoic aldehyde

(triphenylphosphoranylidene)acetaldehyde

3-(3-bromophenyl)propanal

Downstream raw materials:

(2S,3R)-3-(3-Bromo-phenyl)-oxirane-2-carbaldehyde

(4S)-4-(3-bromophenyl)-2-hydroxy-3,4,7,8-tetrahydro-2H-chromen-5(6H)-one

(4S)-4-(3-bromophenyl)-2-hydroxy-7,7-dimethyl-3,4,7,8-tetrahydro-2H-chromen-5(6H)-one

(2R,3R,4R)-4-(3-bromophenyl)-9-methyl-2-phenyl-2,3,4,9-tetrahydro-1H-carbazole-3-carbaldehyde

Refernces

• 1、 Buijs, Ned,Campagna, Roberto,Emanuelli, Monica,Gao, Yongzhi,Innocenti, Paolo,Jespers, Willem,Martin, Nathaniel I.,Parsons, Richard B.,Sartini, Davide,Van Haren, Matthijs J.,Van Westen, Gerard J. P.,Zhang, Yurui,Gutiérrez-De-Terán, Hugo. "Potent Inhibition of Nicotinamide N-Methyltransferase by Alkene-Linked Bisubstrate Mimics Bearing Electron Deficient Aromatics". . p. 12938 - 12963. Retrieved 2021/09/11.
• 2、 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.