alpha-Bromochalcone

Base Information

• Chemical Name: alpha-Bromochalcone
• CAS No.: 32147-20-9
• Molecular Formula: C15H11 Br O
• Molecular Weight: 287.156
• NSC Number: 167201,32212
• Nikkaji Number: J1.533.185B,J48.397D
• Mol file: 32147-20-9.mol

Synonyms:alpha-bromochalcone;2-bromo-1,3-diphenylprop-2-en-1-one;6935-75-7;Chalcone, .alpha.-bromo-;WLN: RVYEU1R;MLS002639443;NSC32212;2-Propen-1-one, 2-bromo-1,3-diphenyl-;.alpha.-Bromochalcone;1,3-Diphenyl-2-bromo-2-propene-1-one;SCHEMBL981421;KRLKFHWRCHJJGA-KAMYIIQDSA-N;AMY25170;NSC-32212;NSC167201;NSC-167201;32147-20-9;(Z)-1,3-Diphenyl-2-bromo-2-propene-1-one

Chemical Property of alpha-Bromochalcone

Chemical Property:

• Vapor Pressure: 3.51E-06mmHg at 25°C
• Boiling Point: 386.5°C at 760 mmHg
• Flash Point: 71.3°C
• Density: 1.415g/cm³
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 285.99933
• Heavy Atom Count: 17
• Complexity: 283

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=C(C(=O)C2=CC=CC=C2)Br
• Isomeric SMILES: C1=CC=C(C=C1)/C=C(/C(=O)C2=CC=CC=C2)\Br

Technology Process of alpha-Bromochalcone

There total 11 articles about alpha-Bromochalcone 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: 92.0%

benzaldehyde (100-52-7) + 1-Bromo-2-phenylacetylene (932-87-6) → (Z)-2-bromo-1,3-diphenylprop-2-en-1-one (32147-20-9)

Guidance literature:

With chloro(1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene)gold(I); silver hexafluoroantimonate; In 1,2-dichloro-ethane; at 20 ℃; for 0.166667h;

Reference yield: 82.0%

1,3-diphenyl-propen-3-one (614-47-1) → (Z)-2-bromo-1,3-diphenylprop-2-en-1-one (32147-20-9)

Guidance literature:

1,3-diphenyl-propen-3-one; With bromine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

With triethylamine; In chloroform; at 20 ℃; Inert atmosphere;

DOI:10.1021/ja108253f

Reference yield: 82.0%

benzalacetophenone (94-41-7) → (Z)-2-bromo-1,3-diphenylprop-2-en-1-one (32147-20-9)

Guidance literature:

benzalacetophenone; With bromine; In dichloromethane; at 20 ℃; for 0.166667h;

With triethylamine; In dichloromethane; at 20 ℃;

DOI:10.1039/c7ra07793a

upstream raw materials:

rac-(S,S)-2,3-dibromo-1,3-diphenylpropan-1-one

1,3-diphenyl-propen-3-one

2,3-dibromo-1,3-diphenylpropane-1-one

benzalacetophenone

Downstream raw materials:

((2S,3S)-1-Cyclohexyl-3-phenyl-aziridin-2-yl)-phenyl-methanone

phenyl (3-phenylaziridin-2-yl) methanone

(E)-2-benzylidene-1,4-diphenylbut-3-yn-1-one

(E)-2-deuterio-1,3-diphenyl-2-propen-1-one

Refernces

• 1、 Du, Chan,Fang, Jianghua,Fang, Yewen,Lei, Wan,Li, Yan,Liu, Yongjun. "Modular access to 1,2-allenyl ketones based on a photoredox-catalysed radical-polar crossover process". . p. 8502 - 8506. Retrieved 2021/10/20.
• 2、 Yang, Qian,Wang, Rui,Han, Jie,Li, Chenchen,Wang, Tao,Liang, Yong,Zhang, Zunting. "Photo-induced tandem cyclization of 3-iodoflavones with electron rich five-membered heteroarenes". . p. 43206 - 43211. Retrieved 2017/09/15.