5,9-Undecadien-2-ol, 6,10-dimethyl-, (5E)-

Base Information

• Chemical Name: 5,9-Undecadien-2-ol, 6,10-dimethyl-, (5E)-
• CAS No.: 7733-91-7
• Molecular Formula: C13H24O
• Molecular Weight: 196.333
• Mol file: 7733-91-7.mol

Synonyms:fuscumol;(E)-6,10-dimethylundeca-5,9-dien-2-ol;E-2-hydroxy-6,10-dimethyl-5,9-undecadiene;(E)-6,10-dimethyl-undeca-5,9-dien-2-ol;1-geranyl-2-propanol;geranyl isopropanol;

Chemical Property of 5,9-Undecadien-2-ol, 6,10-dimethyl-, (5E)-

Chemical Property:

• Boiling Point: 85 °C (0.04 mmHg)
• PSA: 20.23000
• Density: 0.861±0.06 g/cm3(Predicted)
• LogP: 3.84010

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5,9-Undecadien-2-ol, 6,10-dimethyl-, (5E)-

There total 9 articles about 5,9-Undecadien-2-ol, 6,10-dimethyl-, (5E)- 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: 98.0%

trans geranyl acetone (3796-70-1) → (E)-6,10-dimethyl-5,9-undecadien-2-ol (7733-91-7,53837-34-6)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 ℃; for 0.5h;

DOI:10.1081/SCC-120018704

Reference yield:

trans geranyl acetone (3796-70-1) → (E)-6,10-dimethyl-5,9-undecadien-2-ol (7733-91-7,53837-34-6) + rac-(E)-9,10-dihydroxy-6,10-dimethylundec-5-en-2-one (114529-53-2) + (E)-6,10-dimethyl-5-undecene-2,10-diol + (E)-10-hydroxy-6,10-dimethyl-5-undecen-2-one

Guidance literature:

With precultured Glomerella cingulata; In water; at 27 ℃; for 168h; Further byproducts given;

DOI:10.1021/jf950464u

Reference yield:

2-methylhept-2-en-6-yne (22842-10-0) → (E)-6,10-dimethyl-5,9-undecadien-2-ol (7733-91-7,53837-34-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) B-iodo-9-BBN; 3.) NaOH / 1.) pentane; 2.) pentane; 3.) H₂O, reflux

2: NaBH₄

With sodium hydroxide; sodium tetrahydroborate; B-iodo-9-BBN;

DOI:10.1021/ja00304a032

upstream raw materials:

trans geranyl acetone

6,10-dimethyl-9-undecene-2,6-diol

2-methylhept-2-en-6-yne

(Z)-6-iodo-10-methyl-5,9-undecadien-2-one

Downstream raw materials:

(5E)-6,10-dimethylundeca-5,9-dien-2-one ethylene acetal

trans geranyl acetone

4-(2,6,6-Trimethyl-cyclohex-1-enyl)-butan-2-on

(+)-(S)-dihydro-γ-ionone