2-Pentylnaphthalene

Base Information

• Chemical Name: 2-Pentylnaphthalene
• CAS No.: 93-22-1
• Molecular Formula: C15H18
• Molecular Weight: 198.308
• DSSTox Substance ID: DTXSID601034379
• Nikkaji Number: J167.104I
• Mol file: 93-22-1.mol

Synonyms:2-pentylnaphthalene;93-22-1;2-pentyl-naphthalene;Naphthalene, 2-pentyl-;DTXSID601034379

Chemical Property of 2-Pentylnaphthalene

Chemical Property:

• Vapor Pressure: 0.0012mmHg at 25°C
• Melting Point: -3.99°C
• Refractive Index: 1.5675
• Boiling Point: 308.9°C at 760 mmHg
• Flash Point: 145°C
• PSA: 0.00000
• Density: 0.963g/cm³
• LogP: 4.57250
• XLogP3: 6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 198.140850574
• Heavy Atom Count: 15
• Complexity: 173

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCC1=CC2=CC=CC=C2C=C1

Technology Process of 2-Pentylnaphthalene

There total 8 articles about 2-Pentylnaphthalene 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: 86.0%

3-bromopentane (1809-10-5) + 2-naphthyl triflate (3857-83-8) → 2-pentylnaphthalene (93-22-1) + 2-(pentan-3-yl)naphthalene (3042-57-7)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2-(dibutylphosphanyl)-1-phenylpyrrole; magnesium; lithium chloride; zinc(II) chloride; In tetrahydrofuran; at 60 ℃; for 16h; Inert atmosphere; Glovebox; Sealed tube;

DOI:10.1002/anie.201608535

Reference yield: 56.0%

2-Methoxynaphthalene (93-04-9) + n-pentylmagnesium bromide (693-25-4) → naphthalene (91-20-3,71998-51-1,72931-45-4) + 2,2'-binaphthalene (612-78-2) + 2-pentylnaphthalene (93-22-1)

Guidance literature:

With C₃₀H₃₆NiOP₂; rubidium iodide; In toluene; at 100 ℃; for 16h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.0c02609

Reference yield:

2-Methoxynaphthalene (93-04-9) + n-pentylmagnesium bromide (693-25-4) → naphthalene (91-20-3,71998-51-1,72931-45-4) + 2-pentylnaphthalene (93-22-1)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel⁽⁰⁾; 1,2-bis-(dicyclohexylphosphino)ethane; In toluene; at 80 ℃; for 14h; Inert atmosphere; Glovebox; Sealed tube;

DOI:10.1021/jacs.6b03253

upstream raw materials:

pentanal

2-naphthalenylmagnesium bromide

2-Methoxynaphthalene

n-pentylmagnesium bromide

Downstream raw materials:

2-(1-pentyl)-1,4-naphthoquinone

Refernces

• 1、 Tobisu, Mamoru,Takahira, Tsuyoshi,Morioka, Toshifumi,Chatani, Naoto. "Nickel-catalyzed alkylative cross-coupling of anisoles with grignard reagents via C-O bond activation". . p. 6711 - 6714. Retrieved 2016/06/14.
• 2、 -. "Decalins". . . Retrieved 2008/06/13.