3,3,6-Trimethylhepta-1,5-dien-4-ol

Base Information

• Chemical Name: 3,3,6-Trimethylhepta-1,5-dien-4-ol
• CAS No.: 27644-04-8
• Molecular Formula: C₁₀H₁₈O
• Molecular Weight: 154.252
• European Community (EC) Number: 248-589-5
• NSC Number: 367110
• DSSTox Substance ID: DTXSID50952343
• Nikkaji Number: J250.565G
• Wikidata: Q82930908
• Mol file: 27644-04-8.mol

Synonyms:Artemisia alcohol;3,3,6-Trimethylhepta-1,5-dien-4-ol;3,3,6-Trimethyl-1,5-heptadien-4-ol;27644-04-8;EINECS 248-589-5;1,5-Heptadien-4-ol, 3,3,6-trimethyl-;29887-38-5;(.+/-.)-Artemisia alcohol;SCHEMBL309975;DTXSID50952343;NSC367110;NSC 367110;NSC-367110;2,5,5-trimethylhepta-2,6-dien-4-ol;1,5-Heptadien-4-ol, 3,3,6-trimethyl-, (S)-;57590-19-9

Chemical Property of 3,3,6-Trimethylhepta-1,5-dien-4-ol

Chemical Property:

• Vapor Pressure: 0.0345mmHg at 25°C
• Refractive Index: 1.461
• Boiling Point: 214.3 °C at 760 mmHg
• PKA: 14.65±0.20(Predicted)
• Flash Point: 78.5 °C
• PSA: 20.23000
• Density: 0.856 g/cm³
• LogP: 2.52570
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 154.135765193
• Heavy Atom Count: 11
• Complexity: 162

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3,3,6-Trimethylhepta-1,5-dien-4-ol

There total 15 articles about 3,3,6-Trimethylhepta-1,5-dien-4-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: 88.0%

4-methyl-3-penten-1-al (5362-50-5) + prenyl bromide (870-63-3) → (+-)-artemisia alcohol (27644-04-8,29887-38-5,57590-19-9,77363-66-7)

Guidance literature:

With tetrahydrofuran; chromium chloride; lithium aluminium tetrahydride; In tetrahydrofuran; for 3h; Ambient temperature;

DOI:10.1246/bcsj.55.561

Reference yield: 79.0%

3,3-dimethyl acrylaldehyde (107-86-8) + prenyl bromide (870-63-3) → (+-)-artemisia alcohol (27644-04-8,29887-38-5,57590-19-9,77363-66-7)

Guidance literature:

With tetrabutylammomium bromide; cadmium; In tetrahydrofuran; for 6h; Ambient temperature;

DOI:10.1016/S0040-4039(00)61288-1

Reference yield: 67.0%

3,3-dimethyl acrylaldehyde (107-86-8) + (dimethyl-1,1 propene-2 yl) sulfonyl-1 methyl-4 benzene (72863-21-9) → (+-)-artemisia alcohol (27644-04-8,29887-38-5,57590-19-9,77363-66-7)

Guidance literature:

With diethylzinc; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; hexane; Heating;

DOI:10.1039/c39940001905

upstream raw materials:

(-)-4-acetoxy-3,3,6-trimethyl-hepta-1,5-diene

3,3-dimethyl acrylaldehyde

prenyl bromide

3-methyl-1-(3-methylbut-2-enyloxy)but-2-ene

Downstream raw materials:

2,5,5-trimethyl-1,3,6-heptatriene

(+/-)-3c-(1,1-dimethyl-allyl)-5-methyl-cyclohex-4-ene-1r,2c-dicarboxylic acid

3,5-dinitro-benzoic acid-(3-methyl-1-tert-pentyl-but-2-enyl ester)

3,5-dinitro-benzoic acid-(1-isobutyl-2,2-dimethyl-butyl ester)