2-Acetoxybiphenyl

Base Information

• Chemical Name: 2-Acetoxybiphenyl
• CAS No.: 3271-80-5
• Molecular Formula: C14H12O2
• Molecular Weight: 212.248
• Hs Code.: 2915390090
• NSC Number: 30651
• DSSTox Substance ID: DTXSID30283248
• Nikkaji Number: J39.609E
• Wikidata: Q63395355
• Mol file: 3271-80-5.mol

Synonyms:2-Acetoxybiphenyl;3271-80-5;(2-phenylphenyl) acetate;[1,1'-Biphenyl]-2-yl acetate;2-Biphenylol, acetate;Acetic acid 2-biphenylyl ester;2-phenylphenyl acetate;2-Biphenylol acetate;o-acetoxybiphenyl;CBDivE_002970;SCHEMBL3728321;DTXSID30283248;HMS1577I04;NSC30651;[1,1'-Biphenyl]-2-yl acetate #;NSC-30651;AKOS003436217;FT-0683047;SR-01000195544;SR-01000195544-1;Q63395355

Chemical Property of 2-Acetoxybiphenyl

Chemical Property:

• Vapor Pressure: 7.98E-05mmHg at 25°C
• Melting Point: 63-63.5 °C
• Boiling Point: 341.6°Cat760mmHg
• Flash Point: 118°C
• PSA: 26.30000
• Density: 1.103g/cm³
• LogP: 3.27890
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 212.083729621
• Heavy Atom Count: 16
• Complexity: 231

Purity/Quality:

98%min ^*data from raw suppliers

[1,1'-Biphenyl]-2-yl acetate 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1=CC=CC=C1C2=CC=CC=C2

Technology Process of 2-Acetoxybiphenyl

There total 7 articles about 2-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: 10.0%

tert-butyl acetylperoxysalicylate (52602-01-4) → 2-acetoxybiphenyl (3271-80-5) + Phenyl acetate (122-79-2,34474-31-2) + salicylic acid (69-72-7,25496-36-0,8052-31-1) + aspirin (50-78-2,98201-60-6)

Guidance literature:

In benzene; at 100 ℃; for 48h;

DOI:10.1139/v82-162

Reference yield:

biphenyl (92-52-4,1594-86-1) + sodium acetate (127-09-3) → 4-acetoxybiphenyl (148-86-7) + 2-acetoxybiphenyl (3271-80-5) + 4'-biphenyl chloride (2051-62-9,80333-62-6)

Guidance literature:

With tungsten(VI) chloride; acetic acid; In dichloromethane; Title compound not separated from byproducts; Ambient temperature;

Reference yield:

biphenyl (92-52-4,1594-86-1) + acetic acid (64-19-7,77671-22-8) → 4-acetoxybiphenyl (148-86-7) + 2-acetoxybiphenyl (3271-80-5) + [1,1'-biphenyl]-3-yl acetate (42861-69-8)

Guidance literature:

With potassium 12-wolframocobalt(III)ate; potassium acetate; In water; at 102 ℃; Yield given. Yields of byproduct given; Heating;

upstream raw materials:

biphenyl

sodium acetate

tert-butyl acetylperoxysalicylate

acetic anhydride

Downstream raw materials:

acetic acid-(5-bromo-biphenyl-2-yl ester)

acetic acid-(3,5-dibromo-biphenyl-2-yl ester)

biphenyl-2,2′-diyldiacetate

2,5-diacetoxybiphenyl

Refernces

• 1、 Majeed, Maitham H.,Shayesteh, Payam,Wallenberg, L. Reine,Persson, Axel R.,Johansson, Niclas,Ye, Lei,Schnadt, Joachim,Wendt, Ola F.. "Polymer-Supported Palladium(II) Carbene Complexes: Catalytic Activity, Recyclability, and Selectivity in C?H Acetoxylation of Arenes". supporting information. p. 8457 - 8465. Retrieved 2017/06/28.
• 2、 Eberson, Lennart,Joensson, Lennart,Saenneskog, Owe. "Electron Transfer Reactions in Organic Chemistry. VII. Oxidative Acetoxylation of Aromatic Compounds by Tungsten Hexachloride". . p. 113 - 122. Retrieved 2007/10/02.