(5Z,9E)-6,10,14-trimethylpentadeca-5,9,13-trien-2-one

Base Information

• Chemical Name: (5Z,9E)-6,10,14-trimethylpentadeca-5,9,13-trien-2-one
• CAS No.: 1117-51-7
• Molecular Formula: C18H30O
• Molecular Weight: 262.436
• UNII: 754E3HVO85
• Wikidata: Q27266341
• Mol file: 1117-51-7.mol

Synonyms:1117-51-7;(5Z,9E)-6,10,14-trimethylpentadeca-5,9,13-trien-2-one;Farnesyl acetone, (5Z,9E)-;UNII-754E3HVO85;5,9,13-Pentadecatrien-2-one, 6,10,14-trimethyl-, (Z,E)-;FEMA No. 3442, (5Z,9E)-;754E3HVO85;5,9,13-Pentadecatrien-2-one, 6,10,14-trimethyl-, (5Z,9E)-;(5z,9e)-farnesyl acetone;SCHEMBL14236900;2-DEOXYCYTIDINE-3-MONOPHOSPHATE;Q27266341

Chemical Property of (5Z,9E)-6,10,14-trimethylpentadeca-5,9,13-trien-2-one

Chemical Property:

• XLogP3: 5.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 9
• Exact Mass: 262.229665576
• Heavy Atom Count: 19
• Complexity: 352

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (5Z,9E)-6,10,14-trimethylpentadeca-5,9,13-trien-2-one

There total 15 articles about (5Z,9E)-6,10,14-trimethylpentadeca-5,9,13-trien-2-one 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: 76.0%

3-Oxo-butyric acid (E)-1,5,9-trimethyl-1-vinyl-deca-4,8-dienyl ester (112162-99-9) → farnesylacetone (762-29-8,1117-51-7,1117-52-8,3796-69-8,3953-35-3)

Guidance literature:

With aluminum oxide; at 60 ℃; for 3h;

DOI:10.1007/BF00962358

Reference yield: 49.0%

(9E)-8-(p-tolylsulfonyl)-6,10,14-trimethyl-5,9,13-pentadecatrien-2-one → farnesylacetone (762-29-8,1117-51-7,1117-52-8,3796-69-8,3953-35-3)

Guidance literature:

With disodium hydrogenphosphate; sodium amalgam; In methanol; at -20 ℃;

DOI:10.1021/jo00209a032

Reference yield:

(E)-3,7,11-trimethyl-1,6,10-dodecatrien-3-ol (40716-66-3) + 2-Methoxypropene (116-11-0) → (5Z,9E)-6,10,14-trimethylpentadeca-5,9,13-trien-2-one (1117-51-7) + 6,10,14-trimethyl-5,9,13-pentadecatriene-2-on (1117-52-8)

Guidance literature:

(E)-3,7,11-trimethyl-1,6,10-dodecatrien-3-ol; 2-Methoxypropene; phosphoric acid; In acetone; at 160 ℃; for 16h;

With sodium acetate; In acetone; at 25 ℃; for 0.5h; Product distribution / selectivity;

upstream raw materials:

trans geranyl acetone

sodium acetylide

(E)-3,7,11-trimethyl-1,6,10-dodecatrien-3-ol

2-Methoxypropene

Downstream raw materials:

2-methyl-3-(3,7,11,15-tetramethyl-hexadec-2t,6c,10t,14-tetraenyl)-[1,4]naphthoquinone

6,10,14-Trimethyl-2-pentadecanon

(11E)-(4,8,12,16-tetramethylheptadeca-3,7,11,15-tetraenyl)benzene