Biphenyl-2,3-diol

Base Information

• Chemical Name: Biphenyl-2,3-diol
• CAS No.: 1133-63-7
• Molecular Formula: C12H10 O2
• Molecular Weight: 186.21
• Hs Code.: 2907299090
• European Community (EC) Number: 635-007-3
• UNII: XQT8N5388Z
• DSSTox Substance ID: DTXSID60150353
• Nikkaji Number: J631.139C
• Wikidata: Q27093908
• Metabolomics Workbench ID: 50416
• Mol file: 1133-63-7.mol

Synonyms:2,3-dihydroxybiphenyl

Chemical Property of Biphenyl-2,3-diol

Chemical Property:

• Vapor Pressure: 1.82E-05mmHg at 25°C
• Melting Point: 108-113 °C
• Boiling Point: 352.9°Cat760mmHg
• PKA: 9.58±0.10(Predicted)
• Flash Point: 174.8°C
• PSA: 40.46000
• Density: 1.228g/cm³
• LogP: 2.76480
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 186.068079557
• Heavy Atom Count: 14
• Complexity: 175

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,3-Dihydroxy-biphenyl for GC derivatization, ≥98.0% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=C(C(=CC=C2)O)O

Technology Process of Biphenyl-2,3-diol

There total 26 articles about Biphenyl-2,3-diol 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: 88.0%

2-methoxymethoxy-3-hydroxybiphenyl (256431-54-6) → 3-phenylcatechol (1133-63-7)

Guidance literature:

With hydrogenchloride; In methanol; at 20 ℃; for 16h;

DOI:10.1021/jo062543i

Reference yield: 64.0%

2,3-dimethoxy-1,1'-biphenyl (82895-29-2) → 3-phenylcatechol (1133-63-7)

Guidance literature:

With boron tribromide; In dichloromethane; at -78 - 20 ℃;

DOI:10.1021/jo062543i

Reference yield: 45.0%

2-hydroxy-3-phenyl-2-cyclohexen-1-one (70871-45-3) + p-toluenesulfonyl chloride (98-59-9) → 3-phenylcatechol (1133-63-7)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); potassium carbonate; In acetone; for 12h; Heating;

DOI:10.1016/0040-4039(88)80019-4

upstream raw materials:

2-chloro-6-phenylphenol

2,3-dimethoxy-1,1'-biphenyl

2-hydroxy-3-phenyl-2-cyclohexen-1-one

p-toluenesulfonyl chloride

Downstream raw materials:

2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid

7,8-dihydroxy-3-methyl-6-phenyl-1H-pyrano[4,3-b]benzofuran-1-one

2-(8-phenyl-2,3-dihydrobenzo[1,4]dioxin-2-yl)-4,5-dihydro-1H-imidazole

2-(5-phenyl-2,3-dihydrobenzo[1,4]dioxin-2-yl)-4,5-dihydro-1H-imidazole

Refernces

• 1、 Guarneri, Alice,Westphal, Adrie H.,Leertouwer, Jos,Lunsonga, Joy,Franssen, Maurice C. R.,Opperman, Diederik J.,Hollmann, Frank,van Berkel, Willem J. H.,Paul, Caroline E.. "Flavoenzyme-mediated Regioselective Aromatic Hydroxylation with Coenzyme Biomimetics". . p. 1368 - 1375. Retrieved 2020/02/04.
• 2、 Liang, Yu-Feng,Li, Xinyao,Wang, Xiaoyang,Zou, Miancheng,Tang, Conghui,Liang, Yujie,Song, Song,Jiao, Ning. "Conversion of Simple Cyclohexanones into Catechols". supporting information. p. 12271 - 12277. Retrieved 2016/09/28.