3-Bromobenzophenone

Base Information

• Chemical Name: 3-Bromobenzophenone
• CAS No.: 1016-77-9
• Molecular Formula: C13H9BrO
• Molecular Weight: 261.118
• Hs Code.: 29147000
• European Community (EC) Number: 213-808-5
• DSSTox Substance ID: DTXSID10144045
• Nikkaji Number: J217.141D
• Wikidata: Q72451698
• Mol file: 1016-77-9.mol

Synonyms:3-Bromobenzophenone;1016-77-9;(3-bromophenyl)(phenyl)methanone;(3-bromophenyl)-phenylmethanone;Methanone, (3-bromophenyl)phenyl-;MFCD00672015;(3-bromophenyl)phenylmethanone;(3-Bromo-phenyl)-phenyl-methanone;EINECS 213-808-5;m-bromobenzophenone;(3-bromophenyl)-phenyl-methanone;3-Bromobenzophenone, 98%;SCHEMBL40538;Phenyl(3-bromophenyl) ketone;AMY6637;DTXSID10144045;AKOS009338860;CS-11231;SY011167;CS-0156563;FT-0602307;A19533;EN300-250756;W-108907;Z385416902

Chemical Property of 3-Bromobenzophenone

Chemical Property:

• Appearance/Colour: Off-white crystalline
• Vapor Pressure: 3.14E-05mmHg at 25°C
• Melting Point: 74-78 ºC
• Refractive Index: 1.61
• Boiling Point: 355.4 ºC at 760 mmHg
• Flash Point: 87.3 ºC
• PSA: 17.07000
• Density: 1.421 g/cm³
• LogP: 3.68010
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 259.98368
• Heavy Atom Count: 15
• Complexity: 221

Purity/Quality:

98% ^*data from raw suppliers

3-Bromobenzophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-37/39-26

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Bromobenzophenone

There total 49 articles about 3-Bromobenzophenone 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%

1-Bromo-3-iodobenzene (591-18-4) + carbon monoxide (201230-82-2) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 3-bromobenzophenone (1016-77-9)

Guidance literature:

With bis(η3-allyl-μ-chloropalladium(II)); silver trifluoromethanesulfonate; In 1,2-dichloro-ethane; at 100 ℃; for 24h; under 3040.2 Torr; chemoselective reaction; Inert atmosphere; Sealed tube; Glovebox; Schlenk technique; Green chemistry;

DOI:10.1038/NCHEM.2903

Reference yield: 98.0%

iodobenzene (591-50-4) + 1-Bromo-3-iodobenzene (591-18-4) → 3-bromobenzophenone (1016-77-9)

Guidance literature:

iodobenzene; With gallium; aluminium; at 120 ℃; for 20h; Inert atmosphere;

1-Bromo-3-iodobenzene; In toluene; at 20 ℃; for 3h;

DOI:10.1055/s-0029-1219179

Reference yield: 97.0%

3-bromobenzhydrol (63012-04-4) → 3-bromobenzophenone (1016-77-9)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 4.5h;

DOI:10.1016/j.bmcl.2006.05.041

upstream raw materials:

3-bromobenzoyl chloride

3-cyanobromobenzene

3-Bromo-4-aminobenzophenone

1,2-bis-(3-bromo-phenyl)-1,2-diphenyl-ethane-1,2-diol

Downstream raw materials:

diethyl 2-(3-benzoylphenyl)malonate

1-(3-bromophenyl)-1-phenylethylene

3-hydroxybenzophenone

ethyl2-(3-benzoylphenoxy)propanoate

Refernces

• 1、 Ebert, Greg W.,Pfennig, Deborah R.,Suchan, Scott D.,Donovan, Thomas A.,Aouad, Emmanuel,et al.. "Direct Formation of (Haloaryl)copper Nucleophiles from Haloiodobenzenes and Active Copper". . p. 2361 - 2364. Retrieved 1995.
• 2、 Wang,Wei,Hu,Liu,Yang. "Microwave promoted palladium-catalyzed phenylation of aroyl chlorides and sodium tetraphenylborate". . p. 3885 - 3890. Retrieved 2001.
• 3、 Daneshvar, Anahita,Moghadam, Majid,Tangestaninejad, Shahram,Mirkhani, Valiollah,Mohammadpoor-Baltork, Iraj,Khalili, Akram. "Ruthenium Hydride Complex Supported on Gold Nanoparticle Cored Triazine Dendrimers for C-C Coupling Reactions". . p. 1747 - 1755. Retrieved 2016.
• 4、 Hu, Yingying,Shao, Yu,Zhang, Shuwei,Yuan, Yuan,Sun, Zheng,Yuan, Yu,Jia, Xiaodong. "AIBN initiated functionalization of the benzylic sp3 C[sbnd]H and C[sbnd]C bonds in the presence of dioxygen". . . Retrieved 2021.
• 5、 Li, Guangchen,Szostak, Michal. "Kinetically Controlled, Highly Chemoselective Acylation of Functionalized Grignard Reagents with Amides by N?C Cleavage". supporting information. p. 611 - 615. Retrieved 2020/01/02.