2,2'-Biphenol

Base Information

• Chemical Name: 2,2'-Biphenol
• CAS No.: 1806-29-7
• Molecular Formula: C12H10O2
• Molecular Weight: 186.21
• Hs Code.: 29029090
• European Community (EC) Number: 217-303-0
• NSC Number: 37068
• UNII: PM2R53I3C9
• DSSTox Substance ID: DTXSID6051809
• Nikkaji Number: J7.779H
• Wikipedia: 2,2%27-Biphenol,2'-Biphenol
• Wikidata: Q27103998
• Metabolomics Workbench ID: 51908
• ChEMBL ID: CHEMBL183874
• Mol file: 1806-29-7.mol

Synonyms:2,2'-biphenol;2,2'-biphenyldiol;2,2'-dihydroxybiphenyl;o,o'-biphenol

Chemical Property of 2,2'-Biphenol

Chemical Property:

• Appearance/Colour: Beige to greyish-beige powder
• Melting Point: 108-110 °C
• Refractive Index: 1.6086 (estimate)
• Boiling Point: 314.999 °C at 760 mmHg
• PKA: 7.32±0.10(Predicted)
• Flash Point: 160.803 °C
• PSA: 40.46000
• Density: 1.228 g/cm³
• LogP: 2.76480
• Storage Temp.: Store below +30°C.
• Water Solubility.: insoluble
• XLogP3: 3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 186.068079557
• Heavy Atom Count: 14
• Complexity: 161

Purity/Quality:

99%min ^*data from raw suppliers

2,2''-Biphenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xi,Xn
• Statements: 37/38-41-36-22
• Safety Statements: 26-39-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Alcohols and Polyols, Other
• Canonical SMILES: C1=CC=C(C(=C1)C2=CC=CC=C2O)O
• Uses: 2,2'-Dihydroxybiphenyl, is an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff.

Technology Process of 2,2'-Biphenol

There total 75 articles about 2,2'-Biphenol 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: 97.5%

2,2'-Dimethoxybiphenyl (4877-93-4) → 2,2'-dihydroxybiphenyl (1806-29-7)

Guidance literature:

With aluminium trichloride; In ethanethiol; for 0.5h; Ambient temperature;

DOI:10.1021/jo01310a003

Reference yield: 75.5%

2-hydroxybromobenzene (95-56-7) → 2,2'-dihydroxybiphenyl (1806-29-7)

Guidance literature:

With palladium 10% on activated carbon; potassium acetate; bis(pinacol)diborane; In ethanol; at 60 ℃; for 12h; Inert atmosphere;

DOI:10.1055/s-0036-1591892

Reference yield: 43.0%

1-Chloro-4-fluorobenzene (352-33-0) + 2-hydroxybromobenzene (95-56-7) → 2,2'-dihydroxybiphenyl (1806-29-7) + 4,4'-difluorobiphenyl (398-23-2) + 4'-fluoro-[1,1'-biphenyl]-2-ol (80254-62-2)

Guidance literature:

With NaH-t-AmONa-Ni(OAc)2-bpy-KI; In tetrahydrofuran; benzene; at 63 ℃; for 3h; Yields of byproduct given;

DOI:10.1021/jo00281a028

upstream raw materials:

dibenzofuran

6,6'-dihydroxy-1,1'-biphenyl-3,3'-dicarboxylic acid

phenol

dioxin

Downstream raw materials:

3.5.3'.5'-Tetranitro-2.2'-dihydroxy-biphenyl

2'-Dibenzo[d,f][1,3,2]dioxaphosphepin-6-yloxy-biphenyl-2-ol

2,5-dihydroxy-3,6-bis-(2'-hydroxy-biphenyl-2-yloxy)-terephthalic acid diethyl ester

1-(2'-hydroxyphenyl)-2,5-benzoquinone

Refernces

• 1、 Armstrong, David R.,Breckenridge, Robin J.,Cameron, Colin,Nonhebel, Derek C.,Pauson, Peter L.,Perkins, Peter G.. "THE ROLE OF STEREOELECTRONIC FACTORS IN THE OXIDATION OF PHENOLS". . p. 1071 - 1074. Retrieved 1983.
• 2、 Britton,zit. bei Gilman,Swiss,Cheney. "-". . p. 1963,1964. Retrieved 1940.
• 3、 Guan, Bing,Wan, Peter. "Photochemistry of Dibenzo-1,4-dioxin: Formation of 2,2'-Biphenylquinone as an Observable Intermediate". . p. 409 - 410. Retrieved 1993.
• 4、 Moser, Brittany A.,Escalante-Buendia, Yoseline,Steinhardt, Rachel C.,Rosenberger, Matthew G.,Cassaidy, Britteny J.,Naorem, Nihesh,Chon, Alfred C.,Nguyen, Minh H.,Tran, Ngoctran T.,Esser-Kahn, Aaron P.. "Small Molecule NF-κB Inhibitors as Immune Potentiators for Enhancement of Vaccine Adjuvants". . . Retrieved 2020.
• 5、 Ye, Mingyu,Schuler, Robert H.. "SECOND-ORDER COMBINATION REACTION OF PHENOXYL RADICALS". . p. 1898 - 1902. Retrieved 1989.
• 6、 Mahamudul Hassan, Mirja Md,Mondal, Biplab,Singh, Sukriti,Haldar, Chabush,Chaturvedi, Jagriti,Bisht, Ranjana,Sunoj, Raghavan B.,Chattopadhyay, Buddhadeb. "Ir-Catalyzed Ligand-Free Directed C-H Borylation of Arenes and Pharmaceuticals: Detailed Mechanistic Understanding". supporting information. p. 4360 - 4375. Retrieved 2022/03/16.
• 7、 -. "Conversion method of dibenzo[c,e][1,2]oxathiane-6-oxide compound". . . Retrieved 2020/02/04.