1-(4'-Bromo[1,1'-biphenyl]-4-yl)-2-phenylethan-1-one

Base Information

• Chemical Name: 1-(4'-Bromo[1,1'-biphenyl]-4-yl)-2-phenylethan-1-one
• CAS No.: 60312-95-0
• Molecular Formula: C20H15 Br O
• Molecular Weight: 351.242
• Hs Code.: 2914700090
• European Community (EC) Number: 262-161-5
• UNII: DC65E934SM
• DSSTox Substance ID: DTXSID80209074
• Nikkaji Number: J298.826G
• Wikidata: Q83083228
• Mol file: 60312-95-0.mol

Synonyms:60312-95-0;1-(4'-bromo[1,1'-biphenyl]-4-yl)-2-phenylethan-1-one;1-(4'-Bromo(1,1'-biphenyl)-4-yl)-2-phenylethan-1-one;1-[4-(4-bromophenyl)phenyl]-2-phenylethanone;EINECS 262-161-5;DC65E934SM;1-(4'-Bromo(1,1'-biphenyl)-4-yl)-2-phenylethanone;1-[4'-Bromo[1,1'-biphenyl]-4-yl]-2-phenylethanone;C20H15BrO;UNII-DC65E934SM;DTXSID80209074;ETHANONE, 1-(4'-BROMO(1,1'-BIPHENYL)-4-YL)-2-PHENYL-

Chemical Property of 1-(4'-Bromo[1,1'-biphenyl]-4-yl)-2-phenylethan-1-one

Chemical Property:

• PSA: 17.07000
• LogP: 5.54150
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 350.03063
• Heavy Atom Count: 22
• Complexity: 345

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC(=O)C2=CC=C(C=C2)C3=CC=C(C=C3)Br

Technology Process of 1-(4'-Bromo[1,1'-biphenyl]-4-yl)-2-phenylethan-1-one

There total 1 articles about 1-(4'-Bromo[1,1'-biphenyl]-4-yl)-2-phenylethan-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: 88.0%

4-bromo-1,1'-biphenyl (92-66-0) + phenylacetyl chloride (103-80-0) → 1-[4'-bromo(1,1'-biphenyl)-4-yl]-2-phenylethan-1-one (60312-95-0)

Guidance literature:

With aluminium trichloride; In dichloromethane; at -10 ℃; for 16h;

DOI:10.1016/j.bmcl.2004.09.009

Reference yield: 95.0%

1-[4'-bromo(1,1'-biphenyl)-4-yl]-2-phenylethan-1-one (60312-95-0) + ethyl bromoacetate (105-36-2) → 3-(4'-bromo-biphenyl-4-yl)-3-hydroxy-4-phenyl-butyric acid ethyl ester (124325-88-8)

Guidance literature:

With iodine; zinc; In benzene; for 1h; Heating;

DOI:10.1016/j.bmcl.2004.09.009

Reference yield:

1-[4'-bromo(1,1'-biphenyl)-4-yl]-2-phenylethan-1-one (60312-95-0) → (+/-)-cis/trans-3-(4''-Bromobiphenyl-4'-yl)-1,2,3,4-tetrahydronaphthalen-1-ol (56181-82-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 95 percent / Zn; I₂ / benzene / 1 h / Heating

2: 85 percent / Et₃SiH; TFA; BF₃*Et₂O / CH₂Cl₂ / 8 h / Heating

3: 93 percent / aq. KOH / 8 h / Heating

4: 80 percent / polyphosphoric acid / 1 h / 80 °C

5: 85 percent / NaBH₄ / ethanol / 2 h / 20 °C

With triethylsilane; potassium hydroxide; sodium tetrahydroborate; PPA; boron trifluoride diethyl etherate; iodine; trifluoroacetic acid; zinc; In ethanol; dichloromethane; benzene; 1: Reformatsky reaction;

DOI:10.1016/j.bmcl.2004.09.009

upstream raw materials:

4-bromo-1,1'-biphenyl

phenylacetyl chloride

Downstream raw materials:

4'-bromo-α-(phenylmethyl)(1,1'-biphenyl)-4-methanol

3-(4'-bromo-biphenyl-4-yl)-3-hydroxy-4-phenyl-butyric acid ethyl ester

3-(4''-Bromobiphenyl-4'-yl)-1,2,3,4-tetrahydronaphthalen-1-one

(+/-)-cis/trans-3-(4''-Bromobiphenyl-4'-yl)-1,2,3,4-tetrahydronaphthalen-1-ol