1,5-Nonanediol

Base Information

• Chemical Name: 1,5-Nonanediol
• CAS No.: 13686-96-9
• Molecular Formula: C9H20O2
• Molecular Weight: 160.257
• DSSTox Substance ID: DTXSID10449542
• Nikkaji Number: J852.827F
• Mol file: 13686-96-9.mol

Synonyms:1,5-Nonanediol;13686-96-9;SCHEMBL554956;DTXSID10449542

Chemical Property of 1,5-Nonanediol

Chemical Property:

• Boiling Point: 145-147 °C(Press: 2.7 Torr)
• PSA: 40.46000
• Density: 0.9370 g/cm3
• LogP: 1.70010
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 160.146329876
• Heavy Atom Count: 11
• Complexity: 74

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC(CCCCO)O

Technology Process of 1,5-Nonanediol

There total 9 articles about 1,5-Nonanediol 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: 84.0%

2-(prop-2-en-1-yloxy)oxane (69161-61-1,4203-49-0) + n-butyl magnesium bromide (693-03-8) → nonane-1,5-diol (13686-96-9) + oct-7-ene-1,5-diol (7310-51-2)

Guidance literature:

n-butyl magnesium bromide; With N,N,N,N,N,N-hexamethylphosphoric triamide; manganese(ll) chloride; In tetrahydrofuran; at 0 ℃; for 0.333333h;

2-(prop-2-en-1-yloxy)oxane; In tetrahydrofuran; at 0 - 25 ℃; for 23h;

DOI:10.1016/j.tet.2003.09.077

Reference yield: 84.0%

2-(prop-2-en-1-yloxy)oxane (69161-61-1,4203-49-0) + magnesiumbromotributylmanganate(II) → nonane-1,5-diol (13686-96-9) + oct-7-ene-1,5-diol (7310-51-2)

Guidance literature:

In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at 25 ℃; for 12h;

DOI:10.1016/S0040-4039(99)01319-2

Reference yield: 46.0%

2-(1-Phenyl-allyloxy)-tetrahydro-pyran (92573-81-4) → nonane-1,5-diol (13686-96-9) + 6-phenyloct-7-ene-1,5-diol

Guidance literature:

With n-BuMnMgBr; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at 25 ℃; for 12h;

DOI:10.1016/S0040-4039(99)01319-2

upstream raw materials:

nona-1,8-diene

2-(prop-2-en-1-yloxy)oxane

3-phenyl-2-propenyl tetrahydro-2H-pyran-2-yl ether

2-(1-Phenyl-allyloxy)-tetrahydro-pyran

Downstream raw materials:

2-butyltetrahydropyran

Refernces

• 1、 Nishikawa, Toshihiro,Nakamura, Tomoaki,Kakiya, Hirotada,Yorimitsu, Hideki,Shinokubo, Hiroshi,Oshima, Koichiro. "Transformation of tetrahydropyranyl ether of allylic alcohol into 7- octene-1,5-diol by means of trialkylmanganate". . p. 6613 - 6616. Retrieved 2007/10/03.