3,7-Dimethyl-5-octene-1,7-diol

Base Information

• Chemical Name: 3,7-Dimethyl-5-octene-1,7-diol
• CAS No.: 1564-99-4
• Molecular Formula: C10H20O2
• Molecular Weight: 172.268
• European Community (EC) Number: 605-059-1
• Nikkaji Number: J2.378.318E,J25.057K
• Mol file: 1564-99-4.mol

Synonyms:3,7-dimethyl-5-octene-1,7-diol;(E)-3,7-dimethyloct-5-ene-1,7-diol;SCHEMBL5307634;CHEBI:184577;1564-99-4;(E)-3,7-Dimethyl-5-octene-1,7-diol

Chemical Property of 3,7-Dimethyl-5-octene-1,7-diol

Chemical Property:

• Vapor Pressure: 0.00047mmHg at 25°C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 172.146329876
• Heavy Atom Count: 12
• Complexity: 139

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CCO)CC=CC(C)(C)O
• Isomeric SMILES: CC(CCO)C/C=C/C(C)(C)O

Technology Process of 3,7-Dimethyl-5-octene-1,7-diol

There total 6 articles about 3,7-Dimethyl-5-octene-1,7-diol 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:

Citronellol (106-22-9) → 3,7-dimethyl-6-hydroxy-oct-7-en-1-ol (22460-95-3) + 3,7-dimethyloct-5-ene-1,7-diol (1564-99-4)

Guidance literature:

Citronellol; With sodium hydroxide; sodium molybdate; In methanol; water; pH=11.7;

With dihydrogen peroxide; In methanol; water; at 55 - 73 ℃; for 0.0833333 - 6h; Conversion of starting material;

Reference yield:

(3R)-6-bromo-3,7-dimethyloctane-1,7-diol → (S)-(+)-3,7-Dimethyloct-5-en-1,7-diol (1564-99-4,1740-94-9,41513-30-8,41513-44-4,135559-20-5,70224-31-6) + (3R,6Ξ)-3,7-dimethyl-oct-7-ene-1,6-diol (207798-47-8)

Guidance literature:

With potassium tert-butylate; In dimethyl sulfoxide; at 100 ℃;

DOI:10.1016/j.foodchem.2011.05.068

Reference yield:

citronellol → (S)-(+)-3,7-Dimethyloct-5-en-1,7-diol (1564-99-4,1740-94-9,41513-30-8,41513-44-4,135559-20-5,70224-31-6) + (3R,6Ξ)-3,7-dimethyl-oct-7-ene-1,6-diol (207798-47-8)

Guidance literature:

citronellol; With oxygen; 6-methoxy-1-oxo-7-phenyl-1H-phenalene-8-carbaldehyde; In chloroform; at 20 ℃; for 3h; Schlenk technique; Irradiation;

With sodium thiosulfate; at 20 ℃; for 2h; Overall yield = 70 percent; Overall yield = 63 mg;

DOI:10.1021/acs.joc.0c01140

upstream raw materials:

Citronellol

(R)-citronallol acetate oxide

(3R)-citronellol