4,8-Dimethylnon-7-en-2-ol

Base Information

• Chemical Name: 4,8-Dimethylnon-7-en-2-ol
• CAS No.: 40596-76-7
• Molecular Formula: C11H22 O
• Molecular Weight: 170.295
• Hs Code.: 2905290000
• European Community (EC) Number: 254-994-8
• DSSTox Substance ID: DTXSID1052080
• Nikkaji Number: J26.179C
• Mol file: 40596-76-7.mol

Synonyms:4,8-dimethyl-7-nonen-2-ol

Chemical Property of 4,8-Dimethylnon-7-en-2-ol

Chemical Property:

• Vapor Pressure: 0.0131mmHg at 25°C
• Boiling Point: 229.8°Cat760mmHg
• Flash Point: 103.5°C
• PSA: 20.23000
• Density: 0.843g/cm³
• LogP: 3.13980
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 170.167065321
• Heavy Atom Count: 12
• Complexity: 134

Purity/Quality:

99% ^*data from raw suppliers

4,8-DIMETHYLNON-7-EN-2-OL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(CCC=C(C)C)CC(C)O

Technology Process of 4,8-Dimethylnon-7-en-2-ol

There total 7 articles about 4,8-Dimethylnon-7-en-2-ol 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: 99.0%

3,7-dimethyl-oct-6-enal (106-23-0,26489-02-1) + methylmagnesium bromide (75-16-1) → 4,8-dimethyl-7-nonen-2-ol (40596-76-7)

Guidance literature:

In diethyl ether; at 0 - 20 ℃; for 1.5h; Schlenk technique; Inert atmosphere;

DOI:10.1002/anie.202000579

Reference yield: 75.0%

methyl magnesium iodide (917-64-6) + 3,7-dimethyl-oct-6-enal (106-23-0,26489-02-1) → 4,8-dimethyl-7-nonen-2-ol (40596-76-7)

Guidance literature:

methyl magnesium iodide; 3,7-dimethyl-oct-6-enal; In diethyl ether; for 1h; Heating;

With hydrogenchloride; at 0 ℃; pH=7; Further stages.;

DOI:10.1002/adsc.200303134

Reference yield: 65.0%

C14H29IOSi → 4,8-dimethyl-7-nonen-2-ol (40596-76-7) + C11H20O

Guidance literature:

C₁₄H₂₉IOSi; With 1-(diphenylphosphino)ferrocene-1-(di-tert-butylphosphino)ferrocene; palladium diacetate; caesium carbonate; In benzene; at 20 ℃; Inert atmosphere; Glovebox; Irradiation;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; benzene; at 20 ℃; Overall yield = 70 %; regioselective reaction; Inert atmosphere; Glovebox;

DOI:10.1021/jacs.7b08459

upstream raw materials:

methyl magnesium iodide

(R)-Citronellal

methylmagnesium bromide

3,7-dimethyl-oct-6-enal

Downstream raw materials:

rac-4,8-dimethyl-7-nonen-2-one

Refernces

• 1、 Parasram, Marvin,Chuentragool, Padon,Wang, Yang,Shi, Yi,Gevorgyan, Vladimir. "General, Auxiliary-Enabled Photoinduced Pd-Catalyzed Remote Desaturation of Aliphatic Alcohols". supporting information. p. 14857 - 14860. Retrieved 2017/10/31.
• 2、 Sharma, M. L.,Pandhi, S. B.,Talwar, K. K.,Kalsi, P. S.. "Syntheses and Growth Retarding Activity of Trialkylammonium Compounds from Citronellal". . p. 571 - 573. Retrieved 2007/10/02.