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

Base Information

• Chemical Name: 4-(Bicyclo[2.2.1]hept-2-yl)phenol
• CAS No.: 17152-77-1
• Molecular Formula: C₁₃H₁₆O
• Molecular Weight: 188.269
• NSC Number: 184786
• DSSTox Substance ID: DTXSID40306972
• Mol file: 17152-77-1.mol

Synonyms:17152-77-1;NSC184786;4-(bicyclo[2.2.1]hept-2-yl)phenol;p-Norborn-2-yl-phenol;SCHEMBL3049400;DTXSID40306972;STK586599;AKOS005509615;NSC-184786;4-(Bicyclo[2.2.1]heptan-2-yl)phenol

Chemical Property of 4-(Bicyclo[2.2.1]hept-2-yl)phenol

Chemical Property:

• Vapor Pressure: 0.000162mmHg at 25°C
• Boiling Point: 321.1°Cat760mmHg
• Flash Point: 165.1°C
• Density: 1.121g/cm³
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 188.120115130
• Heavy Atom Count: 14
• Complexity: 205

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2CC1CC2C3=CC=C(C=C3)O

Technology Process of 4-(Bicyclo[2.2.1]hept-2-yl)phenol

There total 10 articles about 4-(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: 80.0%

C19H19BO2 → p-Norborn-2-yl-phenol (17152-77-1,23978-72-5,24904-47-0)

Guidance literature:

With dihydrogen peroxide; sodium hydroxide; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1039/c6sc03236b

Reference yield: 65.0%

norborn-2-ene (498-66-8) + p-Iodophenol (540-38-5) → p-Norborn-2-yl-phenol (17152-77-1,23978-72-5,24904-47-0)

Guidance literature:

With piperidine; formic acid; bis(triphenylphosphine) palladium (Il) acetate; In N,N-dimethyl-formamide; at 60 ℃; for 6h; Product distribution; variation of the educt molar ratio; further aryl iodides and norbornene derivatives;

DOI:10.1016/0022-328X(89)85320-3

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:

p-acetoxystyrene

bi(cyclopentadiene)

tetrahydrofuran

sodium phenoxide

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