Farnesyl acetate

Base Information

• Chemical Name: Farnesyl acetate
• CAS No.: 4128-17-0
• Deprecated CAS: 162327-52-8,1192109-55-9
• Molecular Formula: C17H28 O2
• Molecular Weight: 264.408
• European Community (EC) Number: 249-689-1
• NSC Number: 132958
• UNII: D5ZJ1FOC2I
• DSSTox Substance ID: DTXSID5047110
• Nikkaji Number: J1.083.146F,J444.576G,J250.866D,J674.469I,J105.038I
• Wikidata: Q27276136
• RXCUI: 1487114
• Metabolomics Workbench ID: 3875
• ChEMBL ID: CHEMBL3184169
• Mol file: 4128-17-0.mol

Synonyms:farnesyl acetate;farnesylacetate;farnesylacetic acid;farnesylacetic acid, (E,E)-isomer

Chemical Property of Farnesyl acetate

Chemical Property:

• Refractive Index: n20/D 1.477
• Boiling Point: 347.3°Cat760mmHg
• Flash Point: 103.4°C
• PSA: 26.30000
• Density: 0.902g/cm³
• LogP: 4.96870
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 9
• Exact Mass: 264.208930132
• Heavy Atom Count: 19
• Complexity: 356

Purity/Quality:

98%,99%, ^*data from raw suppliers

(2E,6E)-3,7,11-Trimethyldodeca-2,6,10-trien-1-ylAcetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=CCCC(=CCCC(=CCOC(=O)C)C)C)C
• Isomeric SMILES: CC(=CCC/C(=C/CC/C(=C/COC(=O)C)/C)/C)C
• Uses: (2E,6E)-3,7,11-Trimethyldodeca-2,6,10-trien-1-yl Acetate is an intermediate in the synthesis of JHSB3 (J211030). JHSB3 is an acyclic sesquiterpenoid that regulates many aspects of insect physiology. Juvenile Hormone regulate development, reproduction, diapause, and polyphenisms.

Technology Process of Farnesyl acetate

There total 1 articles about Farnesyl 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:

→ Acetic acid (2E,6Z)-3,7,11-trimethyl-dodeca-2,6,10-trienyl ester (4128-17-0,24163-97-1,24163-98-2,29548-30-9,40266-29-3)

Guidance literature:

Brom-dodecatrien (II), KOCOCH3;

Reference yield: 89.0%

(2E,6E)-farnesyl acetate (4128-17-0) + benzyl 4-trimethylstannyl-3,6-dihydro-2H-pyridine-1-carboxylate (1537185-83-3) → benzyl 4-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]-3,6-dihydropyridine-1(2H)-carboxylate (1537185-93-5)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N-ethyl-N,N-diisopropylamine; lithium chloride; In 1-methyl-pyrrolidin-2-one; at 50 - 55 ℃; Inert atmosphere;

DOI:10.1134/S1070428013120269

Reference yield: 85.0%

(2E,6E)-farnesyl acetate (4128-17-0) + phenylmagnesium bromide (1589-82-8) → (3E,7E)-(4,8,12-trimethyltrideca-3,7,11-trienyl)benzene (405506-90-3)

Guidance literature:

With dilithium tetrachlorocuprate; In tetrahydrofuran; at 0 ℃; for 2.33333h; Inert atmosphere;

DOI:10.1021/ja305851h

Downstream raw materials:

1,3-dimethoxy-5-methyl-2-<(2E,6E)-3,7,11-trimethyl-2,6,10-dodecatrienyl>benzene

10,11-epoxyfarnesyl acetate

6,7-epoxyfarnesyl acetate

trans-6,7:10,11-diepoxy-3,7,11-trimethyl-2-dodecenylacetate