2-Hydroxy-3-phenylnaphthalene

Base Information

• Chemical Name: 2-Hydroxy-3-phenylnaphthalene
• CAS No.: 30889-48-6
• Molecular Formula: C16H12O
• Molecular Weight: 220.271
• DSSTox Substance ID: DTXSID40461959
• Nikkaji Number: J1.965.096K
• Wikidata: Q82286419
• Mol file: 30889-48-6.mol

Synonyms:3-phenylnaphthalen-2-ol;2-Hydroxy-3-phenylnaphthalene;30889-48-6;3-phenyl-2-naphthol;3-phenyl-naphthalen-2-ol;SCHEMBL8896824;DTXSID40461959;CS-0108605;FT-0766215

Chemical Property of 2-Hydroxy-3-phenylnaphthalene

Chemical Property:

• PSA: 20.23000
• LogP: 4.21240
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 220.088815002
• Heavy Atom Count: 17
• Complexity: 244

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC3=CC=CC=C3C=C2O

Technology Process of 2-Hydroxy-3-phenylnaphthalene

There total 23 articles about 2-Hydroxy-3-phenylnaphthalene 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: 95.0%

2‐bromo‐3‐methoxynaphthalene (68251-77-4) + phenylboronic acid (98-80-6) → 3‐phenylnaphthalen‐2‐ol (30889-48-6)

Guidance literature:

2‐bromo‐3‐methoxynaphthalene; phenylboronic acid; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In ethanol; water; toluene; at 90 ℃; for 4h; Schlenk technique; Inert atmosphere;

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

DOI:10.3390/molecules25040852

Reference yield: 95.0%

(E)-2-(2-ethynylphenyl)-3-phenyloxirane → 3‐phenylnaphthalen‐2‐ol (30889-48-6)

Guidance literature:

With [(tris(1-pyrazolyl)borate)Ru(P(phenyl)3)(CH₃CN)2]PF₆; In toluene; at 100 ℃; for 3h;

DOI:10.1021/ja049943c

Reference yield: 77.0%

bromobenzene (108-86-1,52753-63-6) + β-naphthol (135-19-3) → 3‐phenylnaphthalen‐2‐ol (30889-48-6) + 1,3-diphenyl-2-naphthol (24243-67-2)

Guidance literature:

With chloro(1,5-cyclooctadiene)rhodium(I) dimer; potassium carbonate; Hexamethylphosphorous triamide; caesium carbonate; In toluene; at 100 ℃; for 20h;

DOI:10.1016/j.tetlet.2003.09.151

upstream raw materials:

2-methyl-3-benzylisoquinolinium iodide

methylamine

bromobenzene

β-naphthol

Downstream raw materials:

2-hydroxy-3-phenyl-1,4-naphthoquinone

3-phenyl-1-((1S,3R)-3-phenyl-1,2,3,4-tetrahydroisoquinolin-1-yl)naphthalen-2-ol

(R)-(+)-3,3'-diphenyl-[1,1'-binaphthalene]-2,2'-diol

(S)-3,3'-diphenyl-2,2'-dihydroxy-1,1'-binaphthyl

Refernces

• 1、 Chen, Song,Chen, Yue-Gang,Gao, Pei-Sen,Liu, Dong,Ma, Hong-Xing,Mei, Tian-Sheng,Qiu, Hui,Shuai, Bin,Wang, Yun-Zhao. "Enantioselective Ni-Catalyzed Electrochemical Synthesis of Biaryl Atropisomers". supporting information. p. 9872 - 9878. Retrieved 2020/06/27.
• 2、 Rong, Ming-Guang,Qin, Tian-Zhu,Liu, Xin-Rui,Wang, Hong-Fa,Zi, Weiwei. "De Novo Synthesis of Phenols and Naphthols through Oxidative Cycloaromatization of Dienynes". supporting information. p. 6289 - 6293. Retrieved 2018/10/09.