2-(Bicyclo[2.2.1]hept-2-yl)phenol

Base Information

• Chemical Name: 2-(Bicyclo[2.2.1]hept-2-yl)phenol
• CAS No.: 17152-43-1
• Molecular Formula: C₁₃H₁₆O
• Molecular Weight: 188.269
• NSC Number: 184785
• DSSTox Substance ID: DTXSID80306971
• Nikkaji Number: J1.889.135B
• Mol file: 17152-43-1.mol

Synonyms:STK024624;2-(bicyclo[2.2.1]hept-2-yl)phenol;17152-43-1;NSC184785;DTXSID80306971;AKOS005379531;NSC-184785

Chemical Property of 2-(Bicyclo[2.2.1]hept-2-yl)phenol

Chemical Property:

• Vapor Pressure: 0.00939mmHg at 25°C
• Boiling Point: 256.8°C at 760 mmHg
• Flash Point: 125.2°C
• Density: 1.121g/cm³
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 188.120115130
• Heavy Atom Count: 14
• Complexity: 213

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2CC1CC2C3=CC=CC=C3O

Technology Process of 2-(Bicyclo[2.2.1]hept-2-yl)phenol

There total 9 articles about 2-(Bicyclo[2.2.1]hept-2-yl)phenol 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:

2-endo-norbornyl toluenesulfonate (840-90-4,959-42-2,31186-83-1,31186-84-2,31186-85-3,37006-23-8,94112-67-1) → norbornene (498-66-8) + 2-exo-phenyloxybicyclo[2.2.1]heptane (50414-49-8,75211-13-1,50414-48-7) + o-Norborn-2-yl-phenol (17152-43-1,24904-49-2,58316-04-4,85564-62-1,85611-92-3,85611-93-4)

Guidance literature:

In tetrahydrofuran; at 100 ℃; Yield given;

DOI:10.1246/cl.1981.935

Reference yield:

tetrahydrofuran (109-99-9,24979-97-3,77392-70-2) + sodium phenoxide (139-02-6) + 2-endo-norbornyl toluenesulfonate (840-90-4,959-42-2,31186-83-1,31186-84-2,31186-85-3,37006-23-8,94112-67-1) → norbornene (498-66-8) + 2-exo-phenyloxybicyclo[2.2.1]heptane (50414-49-8,75211-13-1,50414-48-7) + o-Norborn-2-yl-phenol (17152-43-1,24904-49-2,58316-04-4,85564-62-1,85611-92-3,85611-93-4) + 2-(4-phenoxybutoxy)norbornane (79602-21-4)

Guidance literature:

at 100 ℃; for 4h; Further byproducts given;

DOI:10.1246/cl.1981.935

Reference yield:

tetrahydrofuran (109-99-9,24979-97-3,77392-70-2) + sodium phenoxide (139-02-6) + 2-endo-norbornyl toluenesulfonate (840-90-4,959-42-2,31186-83-1,31186-84-2,31186-85-3,37006-23-8,94112-67-1) → nortricyclane (279-19-6) + norbornene (498-66-8) + 2-exo-phenyloxybicyclo[2.2.1]heptane (50414-49-8,75211-13-1,50414-48-7) + p-Norborn-2-yl-phenol (17152-77-1,23978-72-5,24904-47-0) + o-Norborn-2-yl-phenol (17152-43-1,24904-49-2,58316-04-4,85564-62-1,85611-92-3,85611-93-4) + 2-(4-phenoxybutoxy)norbornane (79602-21-4)

Guidance literature:

at 100 ℃; Mechanism; Reaction rate in the presence of salts;

DOI:10.1246/cl.1981.935

upstream raw materials:

norborn-2-ene

phenol

tetrahydrofuran

sodium phenoxide

Downstream raw materials:

2-((1R,2R,4S)-2-Bicyclo[2.2.1]hept-2-yl-phenoxymethyl)-oxirane

(αS, 2S) 3-<2-(2-exo-bicyclo<2,2,1>hept-2-yl)phenoxy>-1-methylsulfonyloxy-2-propanol

(αR, 2S) 3-<2-(2-exo-bicyclo<2,2,1>hept-2-yl)phenoxy>-1-methylsulfonyloxy-2-propanol

(αS, 2S) 1-(2-exo-bicyclo<2,2,1>hept-2-ylphenoxy)-3-<(1-methylethyl)amino>-2-propanol

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