4,4'-Diacetylbiphenyl

Base Information

• Chemical Name: 4,4'-Diacetylbiphenyl
• CAS No.: 787-69-9
• Molecular Formula: C16H14O2
• Molecular Weight: 238.286
• Hs Code.: 29173990
• European Community (EC) Number: 625-368-5
• NSC Number: 179421
• DSSTox Substance ID: DTXSID80306719
• Nikkaji Number: J79.953J
• Wikidata: Q72462538
• Mol file: 787-69-9.mol

Synonyms:4,4'-Diacetylbiphenyl;787-69-9;1-[4-(4-acetylphenyl)phenyl]ethanone;4,4'-Diacetyl biphenyl;4',4''-Biacetophenone;MFCD00017248;1,1'-([1,1'-Biphenyl]-4,4'-diyl)diethanone;Ethanone, 1,1'-[1,1'-biphenyl]-4,4'-diylbis-;1-(4'-Acetyl[1,1'-biphenyl]-4-yl)ethanone;diacetyl biphenyl;NSC179421;4,4`-Diacetylbiphenyl;4,4''-Diacetylbiphenyl;Maybridge1_002089;CBMicro_005093;Cambridge id 5107565;SCHEMBL197130;4,4'-Diacetylbiphenyl, 98%;HMS547G21;AMY2596;DTXSID80306719;YSTSBXDVNKYPTR-UHFFFAOYSA-N;BCP12856;SMSF0003295;1,1'-biphenyl-4,4'-diyldiethanone;BTB 09791;STK345999;AKOS003239893;1-(4-Acetyl-biphenyl-4-yl)-ethanone;CB07112;CCG-236259;CS-W017779;NSC-179421;1,1'-(biphenyl-4,4'-diyl)diethanone;1-(4'-Acetyl-biphenyl-4-yl)-ethanone;AC-29206;SY017099;TS-00698;1-[4-(4-acetyl-phenyl)-phenyl]-ethanone;BIM-0004844.P001;A9879;D1902;FT-0605645;1-(4-METHOXY-PHENYL)-PIPERIDIN-2-ONE;4,4 inverted exclamation mark -Diacetylbiphenyl;F11416;1-(4'-Acetyl[1,1'-biphenyl]-4-yl)ethanone #;10.14272/YSTSBXDVNKYPTR-UHFFFAOYSA-N.1;AE-641/00391042;1-{4'-acetyl-[1,1'-biphenyl]-4-yl}ethan-1-one;doi:10.14272/YSTSBXDVNKYPTR-UHFFFAOYSA-N.1

Chemical Property of 4,4'-Diacetylbiphenyl

Chemical Property:

• Appearance/Colour: White solid
• Melting Point: 193-195 °C(lit.)
• Refractive Index: 1.6290 (estimate)
• Boiling Point: 386.5 °C at 760 mmHg
• Flash Point: 144.9 °C
• PSA: 34.14000
• Density: 1.094 g/cm³
• LogP: 3.75880
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Chloroform
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 238.099379685
• Heavy Atom Count: 18
• Complexity: 273

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): N,Xi,Xn
• Hazard Codes: N,Xi,Xn
• Statements: 50/53-36/37/38-20/21/22
• Safety Statements: 60-61-36/37/39-26-37/39-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)C1=CC=C(C=C1)C2=CC=C(C=C2)C(=O)C
• Uses: Intermediates of Liquid Crystals

Technology Process of 4,4'-Diacetylbiphenyl

There total 125 articles about 4,4'-Diacetylbiphenyl 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-Iodoacetophenone (13329-40-3) + tetrabutylammonium triphenyldifluorosilicate → biphenyl-4-acetaldehyde (92-91-1) + 4,4'-diacetylbiphenyl (787-69-9)

Guidance literature:

bis(η3-allyl-μ-chloropalladium(II)); In N,N-dimethyl-formamide; at 95 ℃; for 5h; Product distribution; catalysis with Pd*dba)2; other solvents; cross-coupling reactions of arenes with a hypervalent silicon reagent tetrabutylammonium triphenyldichlorosilicate; hetero- and homocoupled products;

DOI:10.1021/jo990072c

Reference yield: 84.0%

para-bromoacetophenone (99-90-1) + phenylboronic acid (98-80-6) → biphenyl-4-acetaldehyde (92-91-1) + 4,4'-diacetylbiphenyl (787-69-9)

Guidance literature:

With potassium carbonate; for 1.5h; Milling;

DOI:10.1039/c2nj40064b

Reference yield: 83.0%

4-Iodoacetophenone (13329-40-3) + phenylboronic acid (98-80-6) → biphenyl-4-acetaldehyde (92-91-1) + 4,4'-diacetylbiphenyl (787-69-9)

Guidance literature:

With Br^(1-)*C₂₇H₂₉BrN₅Pd⁽¹⁺⁾; potassium carbonate; In 1-methylpiperidin-2-one; at 140 ℃; for 24h;

DOI:10.1002/adsc.200800244

upstream raw materials:

methyl magnesium iodide

(1,1'-biphenyl)-4,4'-dicarbonitrile

4-Iodoacetophenone

para-bromoacetophenone

Downstream raw materials:

4,4'-Bis-(3-oxo-3-phenyl-propionyl)-biphenyl

(E)-1-(4'-Acetyl-biphenyl-4-yl)-3-benzo[1,3]dioxol-5-yl-propenone

6-(4'-Acetyl-biphenyl-4-yl)-2,4-diphenyl-nicotinonitrile

4,4'''-dicyano-2,2'''-diaza-1:1',4':1'',4'':1'''-quaterphenyl

Refernces

• 1、 Hashemzadeh, Alireza,Amini, Mostafa M.,Najafi, Ezzatollah,Khavasi, Hamid Reza. "Effects of length and number of aromatic rings in carboxylic acid ligands on structure and optical properties of lead(II) coordination polymers". . p. 5741 - 5753. Retrieved 2017.
• 2、 Choi, Sun Myeong,Lee, Sera,Kim, Yong-Joo,Lee, Ji Hun,Lee, Soon W.,Choi, Jun-Chul. "Bis(azido)palladium(II) Complexes Bearing an (R or S)-(BINAP) Ligand: Synthesis, Structures, and Catalytic Application to Suzuki–Miyaura C─C Coupling Reactions". . p. 216 - 219. Retrieved 2020.
• 3、 Xia, Hongyu,Wang, Ganghu,Zhao, Dongbo,Zhu, Chunyin. "Visible Light Induced Aerobic Coupling of Arylboronic Acids Promoted by Hydrazone". supporting information. p. 922 - 929. Retrieved 2022/02/10.
• 4、 Fan, Xizheng,Yang, Jingyi,Pang, Qingqing,Liu, Zhongyi,Zhang, Panke,Yang, Jing-He. "Ultrafine and Highly Dispersed Pd/SiO2 for Suzuki?Miyaura Cross-coupling Reactions". . p. 2291 - 2301. Retrieved 2021/01/04.