(3E,7E)-4,8,12-trimethyltrideca-1,3,7,11-tetraene

Base Information

• Chemical Name: (3E,7E)-4,8,12-trimethyltrideca-1,3,7,11-tetraene
• CAS No.: 62235-06-7
• Molecular Formula: C16H26
• Molecular Weight: 218.382
• Hs Code.: 2901299090
• DSSTox Substance ID: DTXSID101244597
• Nikkaji Number: J1.020.919F,J943.748G
• Wikidata: Q27144612
• Metabolomics Workbench ID: 5033
• Mol file: 62235-06-7.mol

Synonyms:(3E,7E)-4,8,12-trimethyl-1,3,7,11-tridecatetraene;4,8,12-trimethyl-1,3,7,11-tridecatetraene

Chemical Property of (3E,7E)-4,8,12-trimethyltrideca-1,3,7,11-tetraene

Chemical Property:

• Vapor Pressure: 0.00307mmHg at 25°C
• Boiling Point: 293.2°Cat760mmHg
• Flash Point: 122.7°C
• PSA: 0.00000
• Density: 0.814g/cm³
• LogP: 5.59160
• Storage Temp.: Amber Vial, Refrigerator, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 6.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 7
• Exact Mass: 218.203450829
• Heavy Atom Count: 16
• Complexity: 283

Purity/Quality:

99% ^*data from raw suppliers

(E,E)-4,8,12-Trimethyl-1,3,7,11-tridecatetraene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCCC(=CCCC(=CC=C)C)C)C
• Isomeric SMILES: CC(=CCC/C(=C/CC/C(=C/C=C)/C)/C)C
• Uses: (E,E)-4,8,12-Trimethyl-1,3,7,11-tridecatetraene is a terpenoid emitted by plants at different concentrations depending on light quality.

Technology Process of (3E,7E)-4,8,12-trimethyltrideca-1,3,7,11-tetraene

There total 16 articles about (3E,7E)-4,8,12-trimethyltrideca-1,3,7,11-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: 99.0%

Farnesal (502-67-0) + Methyltriphenylphosphonium bromide (1779-49-3) → (3E,7E)-4,8,12-trimethyl-1,3,7,11-tridecatetraene (62235-06-7)

Guidance literature:

With sodium hexamethyldisilazane; In tetrahydrofuran; for 2h; Ambient temperature;

DOI:10.7164/antibiotics.49.624

Reference yield: 96.0%

Farnesal (502-67-0) + methyl-triphenylphosphonium iodide (2065-66-9) → (3E,7E)-4,8,12-trimethyl-1,3,7,11-tridecatetraene (62235-06-7)

Guidance literature:

With phenyllithium; In tetrahydrofuran; diethyl ether; cyclohexane; at 20 ℃; for 1h;

DOI:10.1021/ja0124865

Reference yield: 86.0%

→ (3E,7E)-4,8,12-trimethyl-1,3,7,11-tridecatetraene (62235-06-7)

Guidance literature:

upstream raw materials:

(10E)-13-bromo-2,6,10-trimethyltrideca-2,6,10-triene

Farnesal

Methylenetriphenylphosphorane

(E/Z)-3,7-dimethyl-2,6-octadienal

Downstream raw materials:

1-(carbobenzyloxy)-2-<4,8,12-trimethyl-3(E),7(E),11-tridecatrienyl>-4-piperidone

1-(carbobenzyloxy)-3-carbomethoxy-2-<4,8,12-trimethyl-3(E),7(E),11-tridecatrienyl>-4-piperidone

(-)-ambroxide

Refernces

• 1、 Chen, Xiao-Wang,Zhu, Lei,Gui, Yong-Yuan,Jing, Ke,Jiang, Yuan-Xu,Bo, Zhi-Yu,Lan, Yu,Li, Jing,Yu, Da-Gang. "Highly Selective and Catalytic Generation of Acyclic Quaternary Carbon Stereocenters via Functionalization of 1,3-Dienes with CO2". . p. 18825 - 18835. Retrieved 2019/11/28.
• 2、 Ishihara, Kazuaki,Ishibashi, Hideaki,Yamamoto, Hisashi. "Enantio- and diastereoselective stepwise cyclization of polyprenoids induced by chiral and achiral LBAs. A new entry to (-)-ambrox, (+)-podocarpa-8,11,13-triene diterpenoids, and (-)-tetracyclic polyprenoid of sedimentary origin". . p. 3647 - 3655. Retrieved 2007/10/03.