1,1'-(Bromomethylene)bis(4-fluorobenzene)

Base Information

• Chemical Name: 1,1'-(Bromomethylene)bis(4-fluorobenzene)
• CAS No.: 345-90-4
• Molecular Formula: C13H9 Br F2
• Molecular Weight: 283.115
• Hs Code.: 2903999090
• European Community (EC) Number: 206-465-8
• DSSTox Substance ID: DTXSID70188061
• Nikkaji Number: J193.799E
• Wikidata: Q83059831
• Mol file: 345-90-4.mol

Synonyms:345-90-4;1,1'-(Bromomethylene)bis(4-fluorobenzene);4,4'-(BROMOMETHYLENE)BIS(FLUOROBENZENE);bromobis(4-fluorophenyl)methane;1-[bromo-(4-fluorophenyl)methyl]-4-fluorobenzene;EINECS 206-465-8;Benzene, 1,1'-(bromomethylene)bis(4-fluoro-;Benzene, 1,1'-(bromomethylene)bis[4-fluoro-;bis(4-fluorophenyl)bromomethane;SCHEMBL4427290;C13-H9-Br-F2;bis(4-fluorophenyl)methylbromide;bis(4-fluorophenyl)methyl bromide;DTXSID70188061;bromo bis(4-fluoro phenyl)methane;MFCD02093800;AKOS010319578;s10061;AS-19121;FT-0696460;1,1-(BROMOMETHYLENE)BIS(4-FLUOROBENZENE);A874931;J-519943

Chemical Property of 1,1'-(Bromomethylene)bis(4-fluorobenzene)

Chemical Property:

• Boiling Point: 302.4±32.0 °C(Predicted)
• Flash Point: 136.7oC
• PSA: 0.00000
• Density: 1.480±0.06 g/cm3(Predicted)
• LogP: 4.44910
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Acetonitrile (Slightly), Chloroform (Slightly)
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 281.98557
• Heavy Atom Count: 16
• Complexity: 184

Purity/Quality:

98%min ^*data from raw suppliers

4,4''-DifluorobenzhydrylBromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(C2=CC=C(C=C2)F)Br)F
• Uses: 4,4''-Difluorobenzhydryl Bromide can be prepared as MAGL inhibitors

Technology Process of 1,1'-(Bromomethylene)bis(4-fluorobenzene)

There total 6 articles about 1,1'-(Bromomethylene)bis(4-fluorobenzene) 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: 96.0%

4,4'-difluorobenzhydryl alcohol (365-24-2) → bis(4-fluorophenyl)methylbromide (345-90-4)

Guidance literature:

With Acetyl bromide; In benzene; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1021/acs.orglett.7b00652

Reference yield: 59.0%

4,4'-Difluorobenzophenone (345-92-6) → bis(4-fluorophenyl)methylbromide (345-90-4)

Guidance literature:

Reference yield:

4-fluorobenzaldehyde (459-57-4) → bis(4-fluorophenyl)methylbromide (345-90-4)

Guidance literature:

Multi-step reaction with 2 steps

2: PBr₃

With phosphorus tribromide;

upstream raw materials:

4,4'-difluorobenzhydryl alcohol

4-fluorobenzaldehyde

4-flourophenylmagnesium bromide

4,4'-Difluorobenzophenone

Downstream raw materials:

1-(4-fluorophenyl)methyl-piperazine

2,2,2-trifluoro-1-[1-di(4-fluorophenyl)methylindol-5-yl]-1-ethanone

2-acetylamino-3,3-bis(4-fluorophenyl)propanoic acid

1-[bis(4-fluorophenyl)methoxy]-2-bromoethane

Refernces

• 1、 Zhi, Zhuoer,Zhang, Wenting,Yao, Jingchun,Shang, Yanguo,Hao, Qingjing,Liu, Zhong,Ren, Yushan,Li, Jie,Zhang, Guimin,Wang, Jinxin. "Discovery of Aryl Formyl Piperidine Derivatives as Potent, Reversible, and Selective Monoacylglycerol Lipase Inhibitors". . p. 5783 - 5796. Retrieved 2020/07/14.
• 2、 Padmanaban, Mohan,Biju, Akkattu T.,Glorius, Frank. "N-heterocyclic carbene-catalyzed cross-coupling of aromatic aldehydes with activated alkyl halides". supporting information; experimental part. p. 98 - 101. Retrieved 2011/03/19.