4,4'-Dihydroxybiphenyl

Base Information

• Chemical Name: 4,4'-Dihydroxybiphenyl
• CAS No.: 92-88-6
• Molecular Formula: C12H10O2
• Molecular Weight: 186.21
• Hs Code.: 29061900
• European Community (EC) Number: 202-200-5
• NSC Number: 8711
• UNII: R8994A0904
• DSSTox Substance ID: DTXSID1029120
• Nikkaji Number: J45.978J
• Wikipedia: 4,4%27-Biphenol,4'-Biphenol
• Wikidata: Q2168450
• Metabolomics Workbench ID: 54972
• ChEMBL ID: CHEMBL76398
• Mol file: 92-88-6.mol

Synonyms:4,4'-biphenol;4,4'-dihydroxybiphenyl;4,4'-dihydroxybiphenyl dipotassium salt;4,4'-dihydroxybiphenyl disodium salt;4,4'-dihydroxybiphenyl ion (1+);4,4'-dihydroxybiphenyl monosodium salt;4,4'-dihydroxybiphenyl, (ar,ar'-diol)-isomer;4,4'-dihydroxydiphenyl;4,4'-diphenyldiol;44'BP cpd;p,p'-diphenol

Chemical Property of 4,4'-Dihydroxybiphenyl

Chemical Property:

• Appearance/Colour: Powder
• Vapor Pressure: 0Pa at 25℃
• Melting Point: 280-282 °C(lit.)
• Refractive Index: 1.6010 (estimate)
• Boiling Point: 355.2 °C at 760 mmHg
• PKA: 9.74±0.26(Predicted)
• Flash Point: 176.1 °C
• PSA: 40.46000
• Density: 1.228 g/cm³
• LogP: 2.76480
• Storage Temp.: 2-8°C
• Water Solubility.: sparingly soluble
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 186.068079557
• Heavy Atom Count: 14
• Complexity: 145

Purity/Quality:

99% ^*data from raw suppliers

UBL5 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 21-36/37/38-37/38/68-36
• Safety Statements: 26-36-24/25-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Phenols,other cyclic peptide (other cyclic peptide)
• Canonical SMILES: C1=CC(=CC=C1C2=CC=C(C=C2)O)O
• Uses: Intermediates of Liquid Crystals 4,4'-biphenol be used intermediate liquid crystal polymers raw materials. Synthetic polymers, due to its excellent heat resistance, it is used as polyester, urethane modified monomer, polycarbonate, polysulfone, and epoxy resin, for the manufacture of an excellent engineering plastics and composite materials. Antioxidant antioxidants for rubber and plastics. Dye intermediates or petroleum products stabilizer. Biphenol is an intermediate used in the manufacture of thermoplastics such as liquid crystalline polymers (LCP), polyesters, polycarbonates and polysulfones.

Technology Process of 4,4'-Dihydroxybiphenyl

There total 119 articles about 4,4'-Dihydroxybiphenyl 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: 97.0%

4,4'-dihydroxy-3,3',5,5'-tetra-tert-butylbiphenyl (128-38-1) + toluene (108-88-3,15644-74-3,16713-13-6) → 4,4'-Dihydroxybiphenyl (92-88-6) + 4-tert-butyltoluene (98-51-1)

Guidance literature:

With Nafion-H; for 2h; Heating;

DOI:10.1021/jo00385a048

Reference yield: 74.0%

4-bromo-phenol (106-41-2) + Ethyl 4-bromobutyrate (2969-81-5) → diethyl suberate (2050-23-9) + 4,4'-Dihydroxybiphenyl (92-88-6) + 4-(4-hydroxyphenyl)butyric acid ethyl ester (62889-58-1) + butanoic acid ethyl ester (105-54-4) + phenol (108-95-2,27073-41-2)

Guidance literature:

With pyridine; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; 4,4'-Dimethoxy-2,2'-bipyridin; NiI₂*3.5H₂O; sodium iodide; zinc; at 20 - 60 ℃; for 16h; chemoselective reaction;

DOI:10.1021/ja301769r

Reference yield: 47.0%

4-bromo-phenol (106-41-2) + 1-Chloro-4-fluorobenzene (352-33-0) → 4,4'-Dihydroxybiphenyl (92-88-6) + 4'-fluoro-biphenyl-4-ol (324-94-7) + 4,4'-difluorobiphenyl (398-23-2)

Guidance literature:

With NaH-t-AmONa-Ni(OAc)2-bpy-KI; In tetrahydrofuran; benzene; at 63 ℃; for 1.5h; Yields of byproduct given;

DOI:10.1021/jo00281a028

upstream raw materials:

4-bromo-phenol

4,4'-dichlorobiphenyl

4-amino-4'-hydroxybiphenyl

4,4'-dihydroxy-[1,1'-biphenyl]-2-carboxylic acid

Downstream raw materials:

4,4’-dihydroxy-(1,1’-biphenyl)-3,3’-dicarboxylic acid

4,4'-diphenoxy-1,1'-biphenyl

1,2-bis(o-nitrophenyl)ethylene

4'-{[(4-methylphenyl)sulfonyl]oxy}[1,1'-biphenyl]-4-yl 4-methylbenzenesulfonate

Refernces

• 1、 Addicoat, Matthew A.,Bonn, Mischa,Chen, Qiang,Fu, Shuai,Graf, Robert,Hanayama, Hiroki,Jin, Enquan,Landfester, Katharina,Müllen, Klaus,Narita, Akimitsu,Wang, Hai I.,Wei, Wenxin,Zhang, Kai A. I.. "A Nanographene-Based Two-Dimensional Covalent Organic Framework as a Stable and Efficient Photocatalyst". supporting information. . Retrieved 2021/12/22.
• 2、 Minus, Matthew B.,Moor, Sarah R.,Pary, Fathima F.,Nirmani,Chwatko, Malgorzata,Okeke, Brandon,Singleton, Josh E.,Nelson, Toby L.,Lynd, Nathaniel A.,Anslyn, Eric V.. ""benchtop" Biaryl Coupling Using Pd/Cu Cocatalysis: Application to the Synthesis of Conjugated Polymers". supporting information. p. 2873 - 2877. Retrieved 2021/05/05.