1-[3-(Bromomethyl)phenyl]-2,2,2-trifluoroethan-1-one

Base Information

• Chemical Name: 1-[3-(Bromomethyl)phenyl]-2,2,2-trifluoroethan-1-one
• CAS No.: 370104-05-5
• Molecular Formula: C₉H₆BrF₃O
• Molecular Weight: 267.045
• DSSTox Substance ID: DTXSID301233601
• Nikkaji Number: J1.638.927G
• ChEMBL ID: CHEMBL322727
• Mol file: 370104-05-5.mol

Synonyms:1-[3-(bromomethyl)phenyl]-2,2,2-trifluoroethan-1-one;370104-05-5;1-[3-(bromomethyl)phenyl]-2,2,2-trifluoroethanone;1-(3-(BROMOMETHYL)PHENYL)-2,2,2-TRIFLUOROETHAN-1-ONE;3-Trifluoroacetylbenzyl bromide;D0D5QT;CHEMBL322727;SCHEMBL19745468;BDBM10502;PJBFZGACRBKRKV-UHFFFAOYSA-N;DTXSID301233601;AT30766;PD178902;EN300-249628;1-(3-Bromomethyl-phenyl)-2,2,2-trifluoro-ethanone;1-[3-(bromomethyl)-phenyl]-2,2,2-trifluoro-ethanone;3'-(Bromomethyl)-alpha,alpha,alpha-trifluoroacetophenone;Z1725968150

Chemical Property of 1-[3-(Bromomethyl)phenyl]-2,2,2-trifluoroethan-1-one

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 265.95541
• Heavy Atom Count: 14
• Complexity: 215

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)C(=O)C(F)(F)F)CBr

Technology Process of 1-[3-(Bromomethyl)phenyl]-2,2,2-trifluoroethan-1-one

There total 2 articles about 1-[3-(Bromomethyl)phenyl]-2,2,2-trifluoroethan-1-one 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: 55.0%

3'-methyl-2,2,2-trifluoroacetophenone (1736-06-7) → 1-(3-(bromomethyl)phenyl)-2,2,2-trifluoroethanone (370104-05-5)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane; for 5h; Heating;

DOI:10.1021/jm010826r

Reference yield:

meta-bromotoluene (591-17-3) → 1-(3-(bromomethyl)phenyl)-2,2,2-trifluoroethanone (370104-05-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Mg / diethyl ether / 1 h / Heating

1.2: 77 percent / diethyl ether / 2 h / Heating

2.1: 55 percent / NBS; benzoyl peroxide / CCl₄ / 5 h / Heating

With N-Bromosuccinimide; magnesium; dibenzoyl peroxide; In tetrachloromethane; diethyl ether;

DOI:10.1021/jm010826r

Reference yield: 27.0%

1-(3-(bromomethyl)phenyl)-2,2,2-trifluoroethanone (370104-05-5) + 4-amino-5-fluoro-2-methyl-3-(2-mercaptomethyl)quinoline (370103-96-1) → 4-amino-5-fluoro-2-methyl-3-(3-trifluoroacetylbenzylthiomethyl)quinoline (370104-07-7)

Guidance literature:

4-amino-5-fluoro-2-methyl-3-(2-mercaptomethyl)quinoline; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 0.166667h;

1-(3-(bromomethyl)phenyl)-2,2,2-trifluoroethanone; In N,N-dimethyl-formamide; at 50 ℃; for 0.5h; Further stages.;

DOI:10.1021/jm010826r

upstream raw materials:

3'-methyl-2,2,2-trifluoroacetophenone

meta-bromotoluene

Downstream raw materials:

4-amino-5-fluoro-2-methyl-3-(3-trifluoroacetylbenzylthiomethyl)quinoline