4-Acetoxybiphenyl

Base Information

• Chemical Name: 4-Acetoxybiphenyl
• CAS No.: 148-86-7
• Molecular Formula: C14H12O2
• Molecular Weight: 212.248
• Hs Code.: 29153900
• NSC Number: 404087
• DSSTox Substance ID: DTXSID40323482
• Nikkaji Number: J105.149K
• Wikidata: Q82082514
• Mol file: 148-86-7.mol

Synonyms:4-Acetoxybiphenyl;148-86-7;4-Biphenylyl acetate;(4-phenylphenyl) acetate;[1,1'-Biphenyl]-4-yl acetate;p-Phenylphenyl acetate;4-Biphenylol, acetate;Acetic acid biphenyl-4-yl ester;Acetic Acid 4-Biphenyl Ester;4-Biphenyl Acetate;[1,1'-Biphenyl]-4-ol,4-acetate;biphenyl-4-yl acetate;p-Phenylphenol Acetate;4-Phenylphenol Acetate;ChemDiv3_000051;4-Biphenylyl acetate, 99%;CBDivE_002989;1,1'-biphenyl-4-yl acetate;Acetic acid 4-biphenylyl ester;LCZC2567;SCHEMBL1713590;[1,1'-Biphenyl]-4-ylacetate;DTXSID40323482;HMS1473C07;[1,1'-Biphenyl]-4-ol, acetate;[1,1'-Biphenyl]-4-yl acetate #;MFCD00014979;NSC404087;AKOS001584175;NSC-404087;IDI1_019369;NCGC00174089-01;A1032;CS-0320910;FT-0617392;D88368;SR-01000388895;J-008525;SR-01000388895-1

Chemical Property of 4-Acetoxybiphenyl

Chemical Property:

• Appearance/Colour: white fine crystalline powder
• Vapor Pressure: 0.000141mmHg at 25°C
• Melting Point: 87-89 °C(lit.)
• Refractive Index: 1.559
• Boiling Point: 333 °C at 760 mmHg
• Flash Point: 116 °C
• PSA: 26.30000
• Density: 1.103 g/cm³
• LogP: 3.27890
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 212.083729621
• Heavy Atom Count: 16
• Complexity: 223

Purity/Quality:

97% ^*data from raw suppliers

4-Acetoxybiphenyl ^*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: CC(=O)OC1=CC=C(C=C1)C2=CC=CC=C2
• Uses: 4-Acetoxybiphenyl is a phenyl phenol derivative with bactericidal activities against Xanthomonas oryzae, Xanthomonas citri and Corynebacterium sepedonicum.

Technology Process of 4-Acetoxybiphenyl

There total 38 articles about 4-Acetoxybiphenyl 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-Phenylphenol (92-69-3) + acetyl chloride (75-36-5) → 4-acetoxybiphenyl (148-86-7)

Guidance literature:

With pyridine; In dichloromethane; for 3h;

DOI:10.1021/jm060358r

Reference yield: 98.0%

biphenyl-4-acetaldehyde (92-91-1) → 4-acetoxybiphenyl (148-86-7)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201807181

Reference yield: 97.0%

carbon monoxide (201230-82-2) + 4-Phenylphenol (92-69-3) + methyl iodide (74-88-4) → 4-acetoxybiphenyl (148-86-7)

Guidance literature:

With rhodium(III) chloride; 1,3-bis-(diphenylphosphino)propane; sodium carbonate; sodium bromide; In 1,4-dioxane; at 120 ℃; for 24h; under 750.075 Torr; chemoselective reaction; Inert atmosphere;

DOI:10.1021/acscatal.0c00933

upstream raw materials:

4-Phenylphenol

acetic anhydride

biphenyl-4-acetaldehyde

vinyl acetate

Downstream raw materials:

4'-bromobiphenyl-4-yl acetate

acetic acid-(3-bromo-biphenyl-4-yl ester)

benzoic acid

4-hydroxy-benzoic acid

Refernces

• 1、 Wójcik, Karolina,Goux-Henry, Catherine,Andrioletti, Bruno,Micha? Pietrusiewicz,Framery, Eric. "D-Glucosamine based-phosphine for Suzuki-Miyaura cross-coupling reactions in the supported aqueous phase catalysis system". . p. 5602 - 5604. Retrieved 2012.
• 2、 Bloom,Hauser. "-". . p. 153. Retrieved 1944.
• 3、 Bhimapaka, China Raju,Karri, Shailaja,Kuncha, Madhusudana,Kurma, Siva Hariprasad,Sistla, Ramakrishna. "Synthesis and anti-inflammatory activity of 2-oxo-2H-chromenyl and 2H-chromenyl-5-oxo-2,5-dihydrofuran-3-carboxylates". . . Retrieved 2020/06/22.