3-[1,1'-Biphenyl]-4-yl-1-(4-methylphenyl)-2-propen-1-one

Base Information

• Chemical Name: 3-[1,1'-Biphenyl]-4-yl-1-(4-methylphenyl)-2-propen-1-one
• CAS No.: 36635-70-8
• Molecular Formula: C22H18O
• Molecular Weight: 298.384
• DSSTox Substance ID: DTXSID401199492
• Mol file: 36635-70-8.mol

Synonyms:DTXSID401199492;3-[1,1'-Biphenyl]-4-yl-1-(4-methylphenyl)-2-propen-1-one;36635-70-8

Chemical Property of 3-[1,1'-Biphenyl]-4-yl-1-(4-methylphenyl)-2-propen-1-one

Chemical Property:

• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 298.135765193
• Heavy Atom Count: 23
• Complexity: 388

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(=O)C=CC2=CC=C(C=C2)C3=CC=CC=C3

Technology Process of 3-[1,1'-Biphenyl]-4-yl-1-(4-methylphenyl)-2-propen-1-one

There total 6 articles about 3-[1,1'-Biphenyl]-4-yl-1-(4-methylphenyl)-2-propen-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: 86.0%

4-bromo-benzaldehyde (1122-91-4) + para-methylacetophenone (122-00-9) + phenylboronic acid (98-80-6) → (E)-3-([1,1′-biphenyl]-4-yl)-1-(p-tolyl)prop-2-en-1-one (36635-70-8)

Guidance literature:

With potassium carbonate; In toluene; at 100 ℃; for 12h; Catalytic behavior; Inert atmosphere;

DOI:10.1039/c6nj02402e

Reference yield: 65.0%

p-vinylbiphenyl (2350-89-2) + (4-methylphenyl)(oxo)acetic acid (7163-50-0) → (E)-3-([1,1′-biphenyl]-4-yl)-1-(p-tolyl)prop-2-en-1-one (36635-70-8)

Guidance literature:

With [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; sodium acetate; Selectfluor; In water; acetonitrile; at 20 ℃; for 48h; Schlenk technique; Inert atmosphere; Sealed tube; Irradiation;

DOI:10.1021/acs.joc.7b01054

Reference yield: 60.0%

4-iodo-biphenyl (1591-31-7) + C10H10O2 → 1-Biphenylyl-(4)-3-(p-tolyl)-prop-1-en-3-on (36635-70-8)

Guidance literature:

With triethylsilane; [1,1′-biphenyl]-2-yldiphenylphosphane; palladium diacetate; magnesium sulfate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In 1,4-dioxane; at 80 ℃; for 24h; Sealed tube; Inert atmosphere;

DOI:10.1002/cctc.201900011

upstream raw materials:

para-methylacetophenone

4-Phenylbenzaldehyde

4-bromo-benzaldehyde

phenylboronic acid

Downstream raw materials:

biphenyl

3-(biphenyl-4-yl)-1-p-tolylpropan-1-one