Cyclohexanol, 2-(2-naphthalenyl)-

Base Information

• Chemical Name: Cyclohexanol, 2-(2-naphthalenyl)-
• CAS No.: 377776-09-5
• Molecular Formula: C16H18O
• Molecular Weight: 226.318
• DSSTox Substance ID: DTXSID40383167
• Mol file: 377776-09-5.mol

Synonyms:377776-09-5;2-(Naphthalen-2-yl)cyclohexanol;Cyclohexanol, 2-(2-naphthalenyl)-;DTXSID40383167;AKOS012086531;2-(NAPHTHALEN-2-YL)CYCLOHEXAN-1-OL

Chemical Property of Cyclohexanol, 2-(2-naphthalenyl)-

Chemical Property:

• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 226.135765193
• Heavy Atom Count: 17
• Complexity: 250

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(C(C1)C2=CC3=CC=CC=C3C=C2)O

Technology Process of Cyclohexanol, 2-(2-naphthalenyl)-

There total 6 articles about Cyclohexanol, 2-(2-naphthalenyl)- 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: 81.0%

→ 2-naphthalen-2-yl-cyclohexanol (377776-09-5)

Guidance literature:

With nickel(II) bromide 2-methoxyethyl ether complex; 4,4'-di-tert-butyl-2,2'-bipyridine; sodium iodide; In ethanol; at 70 ℃; for 12h; Inert atmosphere; Sealed tube;

Reference yield:

2-(cyclohex-1-en-1-yl)naphthalene (54607-03-3) → 2-naphthalen-2-yl-cyclohexanol (377776-09-5)

Guidance literature:

2-(cyclohex-1-en-1-yl)naphthalene; With borane; In tetrahydrofuran; at 0 - 25 ℃; for 2h;

With sodium hydroxide; dihydrogen peroxide; In tetrahydrofuran; Further stages.;

DOI:10.1021/ja001164i

Reference yield:

2-bromonaphthalene (580-13-2) → 2-naphthalen-2-yl-cyclohexanol (377776-09-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: t-BuLi / tetrahydrofuran / -78 °C

1.2: tetrahydrofuran / 0.5 h / -78 °C

2.1: H₂SO₄; AcOH / 0.5 h / 0 °C

3.1: BH₃ / tetrahydrofuran / 2 h / 0 - 25 °C

3.2: aq. H₂O₂; aq. NaOH / tetrahydrofuran

With sulfuric acid; borane; tert.-butyl lithium; acetic acid; In tetrahydrofuran; 1.1: Metallation / 1.2: Addition / 2.1: Dehydration / 3.1: hydroboration / 3.2: Oxidation;

DOI:10.1021/ja001164i

upstream raw materials:

2-(cyclohex-1-en-1-yl)naphthalene

2-bromonaphthalene

cyclohexanone

cyclohexane-1,2-epoxide

Downstream raw materials:

2-naphthyl-1-(tert-butyldimethylsilyloxy)cyclohex-1-ene

2-naphthyl-1-(trimethylsilyloxy)cyclohex-1-ene

2-(naphthalen-2-yl)cyclohexan-1-one