4-Acetylbiphenyl

Base Information

• Chemical Name: 4-Acetylbiphenyl
• CAS No.: 92-91-1
• Molecular Formula: C14H12O
• Molecular Weight: 196.249
• Hs Code.: 29143900
• European Community (EC) Number: 202-202-6
• NSC Number: 1875
• UNII: PX5XEZ9DQD
• DSSTox Substance ID: DTXSID6052619
• Nikkaji Number: J39.596J
• Wikidata: Q63398903
• ChEMBL ID: CHEMBL1522504
• Mol file: 92-91-1.mol

Synonyms:4-Phenylacetophenone;Acetophenone,4'-phenyl- (6CI,7CI,8CI);Acetophenone, p-phenyl- (4CI);(1-[1,1'-Biphenyl]-4-yl)ethanone;1,1'-Biphenyl-4-yl methyl ketone;1-(4-Phenylphenyl)ethanone;1-Acetyl-4-phenylbenzene;1-Biphenyl-4-ylethanone;4-Acetyl-1,1'-biphenyl;4-Biphenylyl methyl ketone;4-Ethanoylbiphenyl;4'-Phenylacetophenone;Methyl 4-biphenylyl ketone;NSC1875;p-Acetylbiphenyl;p-Phenylacetophenone;1-(1,1'-biphenyl-4-yl)ethanone;1-(4-Biphenylyl)ethanone;1-(Biphenyl-4-yl)ethanon;4-Acetylbiphenyl;4-biphenylcarboxaldehyde;ethanone, 1-[1,1'-biphenyl]-4-yl-;

Chemical Property of 4-Acetylbiphenyl

Chemical Property:

• Appearance/Colour: Off-white to beige powder
• Melting Point: 152-155 °C(lit.)
• Refractive Index: 1.5920 (estimate)
• Boiling Point: 326 °C at 760 mmHg
• Flash Point: 139.9 °C
• PSA: 17.07000
• Density: 1.053 g/cm³
• LogP: 3.55620
• Storage Temp.: Store below +30°C.
• Solubility.: chloroform: soluble10mg/200microlitres, clear, colorless to fain
• Water Solubility.: insoluble
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 196.088815002
• Heavy Atom Count: 15
• Complexity: 207

Purity/Quality:

98% ^*data from raw suppliers

4-Acetylbiphenyl ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC=C(C=C1)C2=CC=CC=C2
• Uses: 4-Acetylbiphenyl is involved in the study of inactivation of 7-ethoxy-4-trifluoromethylcoumarin ortho-deethylase activity by various arylalkynes. Further, it is used in the preparation of Schiffs base. 4-Acetylbiphenyl was used to study the inactivation of 7-ethoxy-4-trifluoromethylcoumarin O-deethylase activity by various arylalkynes. It may be used in the synthesis of Schiffs base. Intermediates of Liquid Crystals

Technology Process of 4-Acetylbiphenyl

There total 494 articles about 4-Acetylbiphenyl 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: 100.0%

4-ethylbiphenyl (5707-44-8) → biphenyl-4-acetaldehyde (92-91-1)

Guidance literature:

With magnesium(II) perchlorate; oxygen; 9,10-Dicyanoanthracene; In acetonitrile; for 3h; Thermodynamic data; Mechanism; Rate constant; Irradiation; with and without singlet oxygen senzitizers, in less polar solvents; addition of 1,4-diazabicyclo<2.2.2>octane; ΔG; fluorescence quenching rate const.; var. biphenyls and terphenyls;

DOI:10.1016/S0040-4039(00)98936-6

Reference yield: 100.0%

iodobenzene (591-50-4) + 4-acetylphenylboronic acid (149104-90-5) → biphenyl-4-acetaldehyde (92-91-1)

Guidance literature:

With potassium carbonate; In ethanol; at 100 ℃; for 4h; High pressure; Green chemistry;

DOI:10.1007/s10562-019-02984-4

Reference yield: 99.0%

phenyl trimethylsiloxane (2996-92-1,46143-12-8) + para-chloroacetophenone (99-91-2) → biphenyl-4-acetaldehyde (92-91-1)

Guidance literature:

With 3-(dicyclohexylphosphino)-2-(2-methoxyphenyl)-1-methyl-1-H-indole; tetrabutyl ammonium fluoride; palladium diacetate; In water; at 110 ℃; for 3h; Schlenk technique; Inert atmosphere; Sealed tube;

DOI:10.1002/chem.201600420

upstream raw materials:

Ketene

biphenyl

methyl magnesium iodide

4-cyano-1,1'-biphenyl

Downstream raw materials:

(E)-1-([1,1'-biphenyl]-4-yl)-3-(benzo[d][1,3]dioxol-5-yl)prop-2-en-1-one

2-([1,1'-biphenyl]-4-yl)quinoline-4-carboxylic acid

2-biphenyl-4-yl-6-bromo-quinoline-4-carboxylic acid

(E)-1-(biphenyl-4-yl)-3-(naphthalen-1-yl)prop-2-en-1-one

Refernces

• 1、 Park, Ji Chan,Kim, Aram,Jang, Sanha,Yang, Jung-Il,Kang, Shin Wook,Lee, Chan-Woo,Kim, Byung-Hyun,Park, Kang Hyun. "Facile Synthesis of a High Performance NiPd@CMK-3 Nanocatalyst for Mild Suzuki-Miyaura Coupling Reactions". . p. 991 - 996. Retrieved 2019.
• 2、 Yang, Xiu-Li,Xie, Ming-Hua,Zou, Chao,He, Yabing,Chen, Banglin,O'Keeffe, Michael,Wu, Chuan-De. "Porous metalloporphyrinic frameworks constructed from metal 5,10,15,20-tetrakis(3,5-biscarboxylphenyl)porphyrin for highly efficient and selective catalytic oxidation of alkylbenzenes". . p. 10638 - 10645. Retrieved 2012.
• 3、 Kylm?l?, Tuula,Valkonen, Arto,Rissanen, Kari,Xu, Youjun,Franzén, Robert. "RETRACTED ARTICLE: trans-Tetrakis(pyridine)dichloroiron(II) as catalyst for Suzuki cross-coupling in ethanol and water". . p. 6679 - 6681. Retrieved 2008.
• 4、 Kashin, Alexander N.,Ganina, Olga G.,Cheprakov, Andrey V.,Beletskaya, Irina P.. "The Direct Non-Perturbing Leaching Test in the Phosphine-Free Suzuki-Miyaura Reaction Catalyzed by Palladium Nanoparticles". . p. 2113 - 2121. Retrieved 2015.
• 5、 Liao, Pei-Qin,Li, Xu-Yu,Bai, Jie,He, Chun-Ting,Zhou, Dong-Dong,Zhang, Wei-Xiong,Zhang, Jie-Peng,Chen, Xiao-Ming. "Drastic enhancement of catalytic activity via post-oxidation of a porous MnII triazolate framework". . p. 11303 - 11307. Retrieved 2014.
• 6、 Padwa et al.. "-". . p. 1857. Retrieved 1969.
• 7、 Bukvetskii,Fedorenko,Mirochnik. "Crystal Structure And Luminescence of 2,2-Difluoro-4-(4'-Phenylphenyl)-6-Methyl- 1,3,2-Dioxaborin (C6H5C6H4COCHCOCH3BF2)". . p. 785 - 789. Retrieved 2010.
• 8、 Ogasawara, Shin,Kato, Shinji. "Palladium nanoparticles captured in microporous polymers: A tailor-made catalyst for heterogeneous carbon cross-coupling reactions". . p. 4608 - 4613. Retrieved 2010.
• 9、 Gayathri, Varnakumar,Pentela, Nagaraju,Samanta, Debasis. "Palladium nanoparticles capped by thermoresponsive N-heterocyclic carbene: Two different approaches for a comparative study". . . Retrieved 2021.
• 10、 Glasspoole, Ben W.,Webb, Jonathan D.,Crudden, Cathleen M.. "Catalysis with chemically modified mesoporous silicas: Stability of the mesostructure under Suzuki-Miyaura reaction conditions". . p. 148 - 154. Retrieved 2009.