(Z)-6,10-Dimethylundeca-5,9-dien-2-yl acetate

Base Information

• Chemical Name: (Z)-6,10-Dimethylundeca-5,9-dien-2-yl acetate
• CAS No.: 3239-37-0
• Molecular Formula: C15H26 O2
• Molecular Weight: 238.37
• Hs Code.: 2915390090
• European Community (EC) Number: 221-805-5
• DSSTox Substance ID: DTXSID701213087
• Nikkaji Number: J262.346C
• Mol file: 3239-37-0.mol

Synonyms:3239-37-0;(Z)-6,10-Dimethylundeca-5,9-dien-2-yl acetate;[(5Z)-6,10-dimethylundeca-5,9-dien-2-yl] acetate;EINECS 221-805-5;5,9-Undecadien-2-ol, 6,10-dimethyl-, acetate, (Z)-;SCHEMBL1302069;BXGLLMNDXKACMT-RAXLEYEMSA-N;DTXSID701213087;Acetic acid (Z)-6,10-dimethyl-5,9-undecadien-2-yl ester;5,9-Undecadien-2-ol, 6,10-dimethyl-, 2-acetate, (5Z)-;(Z) - 6,10 - dimethylundeca - 5,9 - dien - 2 - yl acetate;(Z)-5-tangerinol [6,10-dimethyl-(Z)-5,9-undecadienyl 2-acetate]

Chemical Property of (Z)-6,10-Dimethylundeca-5,9-dien-2-yl acetate

Chemical Property:

• Vapor Pressure: 0.00167mmHg at 25°C
• Boiling Point: 294°Cat760mmHg
• Flash Point: 85.5°C
• PSA: 26.30000
• Density: 0.893g/cm³
• LogP: 4.41090
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 8
• Exact Mass: 238.193280068
• Heavy Atom Count: 17
• Complexity: 283

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(CCC=C(C)CCC=C(C)C)OC(=O)C
• Isomeric SMILES: CC(CC/C=C(/C)\CCC=C(C)C)OC(=O)C

Technology Process of (Z)-6,10-Dimethylundeca-5,9-dien-2-yl acetate

There total 13 articles about (Z)-6,10-Dimethylundeca-5,9-dien-2-yl acetate 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:

2-methyl-3-buten-2-ol (115-18-4) + 2-acetoxy-6-methyl-6-heptene (38228-51-2) → (E)-6,10-dimethylundeca-5,9-dien-2-yl acetate (3239-37-0) + (E)-6,10-dimethylundeca-5,9-dien-2-yl acetate (3239-35-8) + Acetic acid (E)-1,5,9-trimethyl-deca-5,8-dienyl ester (121403-03-0) + 1-acetoxy-6,10-dimethyl-9-undecen-6-ol (107697-27-8)

Guidance literature:

With trifluoroacetic acid; In nitromethane; at 0 ℃; for 1.5h; Yield given. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1016/S0040-4020(88)90028-2

Reference yield:

1-acetoxy-6,10-dimethyl-9-undecen-6-ol (107697-27-8) → (E)-6,10-dimethylundeca-5,9-dien-2-yl acetate (3239-37-0) + (E)-6,10-dimethylundeca-5,9-dien-2-yl acetate (3239-35-8) + Acetic acid (E)-1,5,9-trimethyl-deca-5,8-dienyl ester (121403-03-0) + Acetic acid 1,9-dimethyl-5-methylene-dec-8-enyl ester (107697-29-0)

Guidance literature:

With trichlorophosphate; In pyridine; for 15h; Yield given. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts; Ambient temperature;

DOI:10.1016/S0040-4020(88)90028-2

Reference yield:

acetic anhydride (108-24-7) + neryl isopropanol (6819-38-1,53837-34-6) → (E)-6,10-dimethylundeca-5,9-dien-2-yl acetate (3239-37-0)

Guidance literature:

With phosphoric acid; In cyclohexane; at 20 ℃; for 18h;

DOI:10.1002/anie.202108037

upstream raw materials:

2-methyl-3-buten-2-ol

2-acetoxy-6-methyl-6-heptene

1-acetoxy-6,10-dimethyl-9-undecen-6-ol

3-methyl-butane-1,3-diol

Downstream raw materials:

Acetic acid 3-(5-methoxymethyl-2,6,6-trimethyl-cyclohex-1-enyl)-1-methyl-propyl ester

(R)-(+)-α-dihydroionone