(E,E)-7,11,15-Trimethyl-3-methylene-hexadeca-1,6,10,14-tetraene

Base Information

• Chemical Name: (E,E)-7,11,15-Trimethyl-3-methylene-hexadeca-1,6,10,14-tetraene
• CAS No.: 70901-63-2
• Molecular Formula: C20H32
• Molecular Weight: 272.46800
• Hs Code.: 2901299090
• DSSTox Substance ID: DTXSID101016459
• Nikkaji Number: J354.880E,J20.468D
• Mol file: 70901-63-2.mol

Synonyms:beta-Springene;(E,E)-7,11,15-Trimethyl-3-methylene-hexadeca-1,6,10,14-tetraene;70901-63-2;CHEBI:192745;XSIVJVJUIXOEPW-YTOAGJIJSA-N;DTXSID101016459;(6E,10E)-7,11,15-trimethyl-3-methylidenehexadeca-1,6,10,14-tetraene;3-Methylene-7,11,15-trimethyl-1,6,10,14-hexadecatetrene;(e,e)-7,11,15-trimethyl-3-methylenehexadeca-1,6,10,14-tetraene;3-METHYLENE-7,11,15-TRIMETHYL-1,6,10,14-HEXADECATETRAENE;(6E,10E)-7,11,15-Trimethyl-3-methylene-1,6,10,14-hexadecatetraene;(6E,10E)-7,11,15-Trimethyl-3-methylene-1,6,10,14-hexadecatetraene #

Chemical Property of (E,E)-7,11,15-Trimethyl-3-methylene-hexadeca-1,6,10,14-tetraene

Chemical Property:

• Vapor Pressure: 5.58E-05mmHg at 25°C
• PSA: 0.00000
• LogP: 6.92800
• XLogP3: 8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 10
• Exact Mass: 272.250401021
• Heavy Atom Count: 20
• Complexity: 384

Purity/Quality:

>95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (E,E)-7,11,15-Trimethyl-3-methylene-hexadeca-1,6,10,14-tetraene

There total 33 articles about (E,E)-7,11,15-Trimethyl-3-methylene-hexadeca-1,6,10,14-tetraene 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: 89.0%

2-((2E,6E,10E)-3,7,11,15-Tetramethyl-hexadeca-2,6,10,14-tetraenyloxy)-tetrahydro-pyran (79577-50-7,110990-64-2,110990-66-4) → β-springene (70901-63-2)

Guidance literature:

With potassium tert-butylate; 18-crown-6 ether; In tetrahydrofuran; for 7h; Heating;

DOI:10.1246/cl.1986.1829

Reference yield: 74.0%

(2E,6E,10E)-1-Methoxy-3,7,11,15-tetramethyl-hexadeca-2,6,10,14-tetraene (110990-65-3,110990-67-5) → β-springene (70901-63-2)

Guidance literature:

With potassium tert-butylate; 18-crown-6 ether; In tetrahydrofuran; for 8h; Heating;

DOI:10.1246/cl.1986.1829

Reference yield:

((6E,10E)-3,7,11,15-tetramethylhexadeca-1,6,10,14-tetraen-3-yl acetate) (169121-41-9) → (E,E,E)-3,7,11,15-tetramethylhexadeca-1,3,6,10,14-pentaene + β-springene (70901-63-2)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dimethyl sulfoxide; at 20 - 60 ℃; for 2h; Inert atmosphere;

upstream raw materials:

trans-geranyl bromide

(E)-8-bromo-7-methyl-3-methylene-1,6-octadiene

Geranylgeraniol

methyl-triphenylphosphonium iodide

Refernces

• 1、 -. "PROCESS FOR THE PRODUCTION OF SPRINGENE". Page/Page column 5. . Retrieved 2019/10/01.
• 2、 Baeckstroem, Peter,Li, Lanna. "Syntheses of All-trans Acyclic Isoprenoid Pheromone Components". . p. 6533 - 6538. Retrieved 2007/10/02.