4-Phenylbenzaldehyde

Base Information

• Chemical Name: 4-Phenylbenzaldehyde
• CAS No.: 3218-36-8
• Molecular Formula: C13H10O
• Molecular Weight: 182.222
• Hs Code.: 29122990
• European Community (EC) Number: 221-742-3
• NSC Number: 46066
• UNII: 883W14Y55S
• DSSTox Substance ID: DTXSID9073961
• Nikkaji Number: J101.929E
• Wikidata: Q27269882
• ChEMBL ID: CHEMBL341478
• Mol file: 3218-36-8.mol

Synonyms:4-biphenylaldehyde

Chemical Property of 4-Phenylbenzaldehyde

Chemical Property:

• Appearance/Colour: off-white crystalline powder
• Vapor Pressure: 0.000213mmHg at 25°C
• Melting Point: 57-59 °C(lit.)
• Refractive Index: 1.608
• Boiling Point: 326.6 °C at 760 mmHg
• Flash Point: 186.1 °C
• PSA: 17.07000
• Density: 1,107 g/cm³
• LogP: 3.16610
• Storage Temp.: Store at -20°C to 0°C.
• Sensitive.: Air Sensitive
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• Water Solubility.: 17mg/L at 20℃
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 182.073164938
• Heavy Atom Count: 14
• Complexity: 174

Purity/Quality:

99.9% ^*data from raw suppliers

4-Biphenylylcarboxaldehyde ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC=C(C=C2)C=O
• Uses: 4-Biphenylylcarboxaldehyde is used in biological studies to evaluate the effects of common chemical substituents on ligand potency.

Technology Process of 4-Phenylbenzaldehyde

There total 277 articles about 4-Phenylbenzaldehyde 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: 98.0%

tributylphenylstannane (960-16-7) + 4-bromo-benzaldehyde (1122-91-4) → 4-Phenylbenzaldehyde (3218-36-8)

Guidance literature:

With cesium fluoride; In water; N,N-dimethyl-formamide; at 40 ℃; for 5h;

DOI:10.1002/adsc.200700441

Reference yield: 96.0%

[2-(hydroxymethyl)phenyl]dimethyl(phenyl)silane (853955-69-8) + p-(iodophenyl)carboxaldehyde (15164-44-0) → 4-Phenylbenzaldehyde (3218-36-8)

Guidance literature:

With potassium carbonate; N-cyclohexyl-1-[2-(diphenylphosphanyl)phenyl]methanimine; palladium dichloride; In water; dimethyl sulfoxide; at 50 ℃; for 27h;

Reference yield: 93.0%

biphenyl-4-yl methanol (3597-91-9) → 4-Phenylbenzaldehyde (3218-36-8) + biphenyl-4-carboxylic acid (92-92-2)

Guidance literature:

With Iron(III) nitrate nonahydrate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium chloride; oxygen; In 1,2-dichloro-ethane; at 25 ℃; for 48h; Schlenk technique;

DOI:10.1055/s-0036-1591761

upstream raw materials:

biphenyl

hydrogen cyanide

chloromethylene-formamidine

4-Methylbiphenyl

Downstream raw materials:

(2E)-3-(1,1'-biphenyl-4-yl)acrylic acid

1,1-diacetoxy-1-(4-biphenyl)methane

p-Phenylbenzal-p-aminobiphenyl

3-([1,1'-biphenyl]-4-yl)-3-hydroxypropanoic acid

Refernces

• 1、 Da?, Ay?e Kazanc?,Evren, Enes,Gürbüz, Nevin,Ikiz, Mesut,Inan, Ay?e,Ispir, Esin,K?se, Muhammet,Ozdemir, ?smail,Sünbül, Ali Burak. "Azo-azomethine based palladium(II) complexes as catalysts for the Suzuki-Miyaura cross-coupling reaction". . . Retrieved 2020.
• 2、 Font-Sanchis, Enrique,Sastre-Santos, Angela,Fernandez-Lazaro, Fernando. "Fluoride-triggered indium-mediated synthesis of (hetero)biaryls". . p. 2470 - 2473. Retrieved 2009.
• 3、 Renuka,Gayathri. "Polymer supported palladium complex as a reusable catalyst for Suzuki coupling". . p. 26 - 31. Retrieved 2018.
• 4、 Zhong, Lin,Chokkalingam, Anand,Cha, Wang S.,Lakhi, Kripal S.,Su, Xiangyang,Lawrence, Geoffrey,Vinu, Ajayan. "Pd nanoparticles embedded in mesoporous carbon: A highly efficient catalyst for Suzuki-Miyaura reaction". . p. 195 - 198. Retrieved 2015.
• 5、 ?zdemir, Ismail,Gürbüz, Nevin,G?k, Yetkin,?etinkaya, Engin,?etinkaya, Bekir. "Palladium-catalyzed Suzuki-Miyaura reaction of aryl chlorides in aqueous media using tetrahydrodiazepinium salts as carbene ligands". . p. 2394 - 2396. Retrieved 2005.
• 6、 Afshari, Mozhgan,Gorjizadeh, Maryam,Afshar, Ghazal. "Phosphotungstic acid supported on magnetic nanoparticle used as selective and reusable photocatalyst for aerobic oxidation of benzylic alcohols". . p. 1675 - 1681. Retrieved 2013.
• 7、 Yasar, Sedat,Cekirdek, Suzan,Oezdemir, Ismail. "New bisbenzimidazolin-2-ylidene salts as N-heterocyclic dicarbene precursors: Synthesis, characterization, and involvement in palladium-catalyzed Suzuki reactions". . p. 157 - 162. Retrieved 2014.
• 8、 Kong, Guo-Qiang,Xu, Xuan,Zou, Chao,Wu, Chuan-De. "Two metal-organic frameworks based on a double azolium derivative: Post-modification and catalytic activity". . p. 11005 - 11007. Retrieved 2011.
• 9、 Soomro, Saeeda S.,Roehlich, Christoph,Koehler, Klaus. "Suzuki coupling reactions in pure water catalyzed by supported palladium -relevance of the surface polarity of the support". . p. 767 - 775. Retrieved 2011.
• 10、 Sortino,Martinez,Marconi. "On the photophysical and photochemical behavior of fenbufen: A study in homogeneous media and micellar environments". . p. 975 - 980. Retrieved 2001.