2-Bromo-4'-Fluorobenzophenone

Base Information

• Chemical Name: 2-Bromo-4'-Fluorobenzophenone
• CAS No.: 573-46-6
• Molecular Formula: C13H8BrFO
• Molecular Weight: 279.108
• DSSTox Substance ID: DTXSID00501906
• Mol file: 573-46-6.mol

Synonyms:2-Bromo-4'-Fluorobenzophenone;573-46-6;(2-Bromophenyl)(4-fluorophenyl)methanone;(2-bromophenyl)-(4-fluorophenyl)methanone;MFCD00672033;SCHEMBL3597584;DTXSID00501906;AKOS009338978;CS-0362855;F72525;(2-Bromophenyl)(4-fluorophenyl)methanone, AldrichCPR

Chemical Property of 2-Bromo-4'-Fluorobenzophenone

Chemical Property:

• Vapor Pressure: 3.89E-05mmHg at 25°C
• Boiling Point: 352.2oC at 760 mmHg
• Flash Point: 166.8oC
• PSA: 17.07000
• Density: 1.485g/cm3
• LogP: 3.81920
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 277.97426
• Heavy Atom Count: 16
• Complexity: 248

Purity/Quality:

99% ^*data from raw suppliers

(2-Bromophenyl)(4-fluorophenyl)methanone AldrichCPR ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C(=O)C2=CC=C(C=C2)F)Br

Technology Process of 2-Bromo-4'-Fluorobenzophenone

There total 8 articles about 2-Bromo-4'-Fluorobenzophenone 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: 30.0%

1-Bromo-2-iodobenzene (583-55-1) + carbon monoxide (201230-82-2) + 4-fluoroboronic acid (1765-93-1) → (2-bromophenyl)(4-fluorophenyl)methanone (573-46-6)

Guidance literature:

With potassium carbonate; palladium dichloride; at 80 ℃; for 20h;

DOI:10.1039/d0ob00044b

Reference yield:

(2-bromophenyl)(4-fluorophenyl)methanol (59142-67-5) → (2-bromophenyl)(4-fluorophenyl)methanone (573-46-6)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; at 20 ℃;

DOI:10.1021/ol2023505

Reference yield:

ortho-bromobenzaldehyde (6630-33-7) → (2-bromophenyl)(4-fluorophenyl)methanone (573-46-6)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 1 h / 0 °C / Inert atmosphere; Schlenk technique

2: Dess-Martin periodane / dichloromethane / 0 - 20 °C

With Dess-Martin periodane; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jacs.5b11990

upstream raw materials:

o-cyanobromobenzene

(2-bromophenyl)(4-fluorophenyl)methanol

ortho-bromobenzaldehyde

4-flourophenylmagnesium bromide

Downstream raw materials:

butyl 2-(4-fluorobenzoyl)benzoate

Refernces

• 1、 Acharyya, Ranjan Kumar,Kim, Soyoung,Park, Yeji,Han, Jung Tae,Yun, Jaesook. "Asymmetric Synthesis of 1,2-Dihydronaphthalene-1-ols via Copper-Catalyzed Intramolecular Reductive Cyclization". supporting information. p. 7897 - 7902. Retrieved 2020/11/02.
• 2、 Bayer, Annette,Ismael, Aya,Skrydstrup, Troels. "Carbonylative Suzuki-Miyaura couplings of sterically hindered aryl halides: Synthesis of 2-aroylbenzoate derivatives". supporting information. p. 1754 - 1759. Retrieved 2020/03/17.