3-Bromo-4'-chlorochalcone

Base Information

• Chemical Name: 3-Bromo-4'-chlorochalcone
• CAS No.: 77153-27-6
• Molecular Formula: C15H10 Br Cl O
• Molecular Weight: 321.601
• European Community (EC) Number: 653-846-3
• NSC Number: 159065
• Nikkaji Number: J1.592.041F
• ChEMBL ID: CHEMBL1968514
• Mol file: 77153-27-6.mol

Synonyms:3-Bromo-4'-chlorochalcone;(2E)-3-(3-Bromophenyl)-1-(4-chlorophenyl)prop-2-en-1-one;77153-27-6;NSC159065;CHEMBL1968514;MFCD00018698;AKOS024333858;NSC-159065

Chemical Property of 3-Bromo-4'-chlorochalcone

Chemical Property:

• Vapor Pressure: 8.77E-08mmHg at 25°C
• Boiling Point: 435.4°Cat760mmHg
• Flash Point: 217.1°C
• Density: 1.475g/cm³
• XLogP3: 5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 319.96036
• Heavy Atom Count: 18
• Complexity: 308

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Bromo-4'-chlorochalcone

There total 1 articles about 3-Bromo-4'-chlorochalcone 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: 85.0%

m-bromobenzoic aldehyde (3132-99-8) + para-chloroacetophenone (99-91-2) → 3-Bromo-4'-chlorochalcone (77153-27-6)

Guidance literature:

With sodium hydroxide; In ethanol; at 35 - 40 ℃; for 2.5h;

DOI:10.1021/jo00325a014

Reference yield: 96.0%

3-Bromo-4'-chlorochalcone (77153-27-6) → (2R,3S)-4-chlorophenyl-3-(3-bromophenyl)-2-oxiranmethanone

Guidance literature:

With tert.-butylhydroperoxide; [Yb{N(SiMe₃)₂}₃]; (4R,5R)-2,2-dimethyl-α,α,α',α'-tetrakis[3,5-bis(trifluoromethyl)phenyl]-1,3-dioxolane-4,5-dimethanol; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at -30 ℃; for 16h; enantioselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1039/d0nj05228k

Reference yield: 85.0%

4-hydroxy[1]benzopyran-2-one (1076-38-6,92395-12-5) + 3-Bromo-4'-chlorochalcone (77153-27-6) → C24H14BrClO3

Guidance literature:

With tin(II) trifluoromethanesulfonate; tert-butylammonium hexafluorophosphate(V); In neat (no solvent); at 120 ℃; for 3h; Green chemistry;

DOI:10.1016/j.tetlet.2015.02.023

upstream raw materials:

m-bromobenzoic aldehyde

para-chloroacetophenone

Downstream raw materials:

(2R,3S,4R,6S)-2,6-Bis-(3-bromo-phenyl)-3-(4-chloro-benzoyl)-4-(4-chloro-phenyl)-1-cyano-4-hydroxy-cyclohexanecarboxylic acid ethyl ester

(cis)-1-(m-Bromophenyl)-2-(p-chlorophenyl)cyclopropane

(trans)-1-(m-Bromophenyl)-2-(p-chlorophenyl)cyclopropane