4-Phenylbenzoyl chloride

Base Information

• Chemical Name: 4-Phenylbenzoyl chloride
• CAS No.: 14002-51-8
• Molecular Formula: C13H9ClO
• Molecular Weight: 216.667
• Hs Code.: 29163990
• European Community (EC) Number: 237-804-8
• UNII: 6QS928042D
• DSSTox Substance ID: DTXSID5065693
• Nikkaji Number: J105.342F
• Wikidata: Q27265350
• Mol file: 14002-51-8.mol

Synonyms:4-Biphenylcarbonyl chloride;4-Phenylbenzoyl chloride;14002-51-8;Biphenyl-4-carbonyl chloride;p-Phenylbenzoyl chloride;[1,1'-Biphenyl]-4-carbonyl chloride;4-phenyl benzoyl chloride;(1,1'-Biphenyl)-4-carbonyl chloride;4-phenylbenzoylchloride;p-Biphenylcarbonyl chloride;UNII-6QS928042D;EINECS 237-804-8;MFCD00000692;6QS928042D;[1,1'-biphenyl)-4carbonyl chloride;[1,1'-biphenyl]-4carbonyl chloride;p-phenyl benzoyl chloride;4-Biphenylcarbonylchloride;4-phenyl-benzoyl chloride;4-biphenyl carbonyl chloride;4-Biphenyl-carbonyl chloride;SCHEMBL14416;DTXSID5065693;JPVUWCPKMYXOKW-UHFFFAOYSA-;(4-phenyl)phenylcarbonyl chloride;4-biphenylcarboxylic acid chloride;4-phenyl-1benzenecarbonyl chloride;[1,1'-biphenyl]4carbonyl chloride;4-phenyl-1-benzenecarbonyl chloride;biphenyl-4-carboxylic acid chloride;Diphenyl-4-carboxylic acid chloride;1,1'-Biphenyl-4-carbonyl chloride;Biphenyl-4-carbonyl chloride, 97%;BIPHENYLCARBONYLCHLORIDE, 4-;[1,1'-biphenyl]4-carbonyl chloride;[1,1-biphenyl]-4-carbonyl chloride;4-[1,1'-biphenyl]carbonyl chloride;[1,1'-biphenyl]-4 carbonyl chloride;[1,1'-biphenyl]4-carbo-nyl chloride;4-(1,1'-biphenyl) carbonyl chloride;AKOS005256900;[1,1'-biphenyl]-4-carbo-nyl chloride;FT-0619398;P1079;J-007344;J-514513;Q27265350

Chemical Property of 4-Phenylbenzoyl chloride

Chemical Property:

• Appearance/Colour: white to yellow fine crystalline powder
• Vapor Pressure: 0.0181mmHg at 25°C
• Melting Point: 110-112 °C(lit.)
• Refractive Index: 1.508
• Boiling Point: 337.092 °C at 760 mmHg
• Flash Point: 158.394 °C
• PSA: 17.07000
• Density: 1.196 g/cm³
• LogP: 3.73260
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive/Lachrymatory
• Water Solubility.: HYDROLYSIS
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 216.0341926
• Heavy Atom Count: 15
• Complexity: 213

Purity/Quality:

99.9% ^*data from raw suppliers

4-Phenylbenzoyl Chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 14-34
• Safety Statements: 26-36/37/39-43-45-25

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)Cl
• Uses: Biphenyl-4-carbonyl chloride was used in the preparation of a novel thiourea compound, N-(6-methyl pyridin-2-yl-carbamothioyl)biphenyl-4-carboxamide. It was also used in the preparation of 5-CF3-oxazole analog, 2-{4-[2-(2-biphenyl-4-yl-5-trifluoromethyl-oxazol-4-yl)-ethoxy]-phenoxy}-2-methyl-propionic acid.

Technology Process of 4-Phenylbenzoyl chloride

There total 18 articles about 4-Phenylbenzoyl chloride 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%

biphenyl-4-carboxylic acid (92-92-2) → 4-biphenyl-carboxylic acid chloride (14002-51-8)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; Heating / reflux;

Reference yield: 90.0%

biphenyl-4-acetaldehyde (92-91-1) → 4-biphenyl-carboxylic acid chloride (14002-51-8)

Guidance literature:

biphenyl-4-acetaldehyde; With pyridine; disulfur dichloride; In chlorobenzene; at 20 ℃; for 2h;

With sulfuryl dichloride; In chlorobenzene; at 20 - 132 ℃; for 15.5h; Reagent/catalyst; Temperature;

Reference yield:

4-Phenylbenzaldehyde (3218-36-8) → 4-biphenyl-carboxylic acid chloride (14002-51-8)

Guidance literature:

With trichloroisocyanuric acid; In dichloromethane; at 20 ℃; for 120h; Inert atmosphere;

DOI:10.1021/acs.orglett.5b01579

upstream raw materials:

biphenyl-4-carboxylic acid

biphenyl-4-acetaldehyde

biphenyl

4-Methylbiphenyl

Downstream raw materials:

5,5'-bis-biphenyl-4-yl-[2,2']bi[1,3,4]oxadiazolyl

2,2-dimethyl-1-(4-phenylbenzoyl)aziridine

Phenyl 2,3-di-O-benzyl-4-O-(4,6-di-O-benzylidene-2,3-di-O-benzyl-α-D-glucopyranosyl)-6-O-(4-phenylbenzoyl)-1-thio-β-D-glucopyranoside

N-[3-(biphenyl-4-carbonyl)-4,5-dimethyl-thiophen-2-yl]-acetamide

Refernces

• 1、 Singh, Gurjaspreet,Rani, Sunita,Saroa, Amandeep,Promila,Arora, Aanchal,Choquesillo-Lazarte, Duane. "Amide-tethered organosilatranes: Syntheses, structural characterization and photophysical properties". . p. 78 - 91. Retrieved 2015.
• 2、 Garella, Davide,Atlante, Sandra,Borretto, Emily,Cocco, Mattia,Giorgis, Marta,Costale, Annalisa,Stevanato, Livio,Miglio, Gianluca,Cencioni, Chiara,Fernández-de Gortari, Eli,Medina-Franco, José L.,Spallotta, Francesco,Gaetano, Carlo,Bertinaria, Massimo. "Design and synthesis of N-benzoyl amino acid derivatives as DNA methylation inhibitors". . p. 664 - 676. Retrieved 2016.
• 3、 Singh, Gurjaspreet,Rani, Sunita. "An expedient ‘click’ approach for the synthetic evaluation of ester-triazole-tethered organosilica conjugates". . . Retrieved 2018.
• 4、 Nikitas, Nikolaos F.,Apostolopoulou, Mary K.,Skolia, Elpida,Tsoukaki, Anna,Kokotos, Christoforos G.. "Photochemical Activation of Aromatic Aldehydes: Synthesis of Amides, Hydroxamic Acids and Esters". supporting information. p. 7915 - 7922. Retrieved 2021/05/03.
• 5、 Bismuto, Alessandro,Boehm, Philip,Morandi, Bill,Roediger, Sven. "Palladium-Catalyzed Chlorocarbonylation of Aryl (Pseudo)Halides Through In Situ Generation of Carbon Monoxide". supporting information. p. 17887 - 17896. Retrieved 2020/08/19.