1-Chloro-3,7,11-trimethyldodeca-2,6,10-triene

Base Information

• Chemical Name: 1-Chloro-3,7,11-trimethyldodeca-2,6,10-triene
• CAS No.: 6784-45-8
• Molecular Formula: C15H25Cl
• Molecular Weight: 240.816
• European Community (EC) Number: 614-151-0
• DSSTox Substance ID: DTXSID901253437
• Mol file: 6784-45-8.mol

Synonyms:farnesyl chloride;1-chloro-3,7,11-trimethyldodeca-2,6,10-triene;1-Chloro-3,7,11-trimethyl-2,6,10-dodecatriene;1-chloro-3,7,11-trimethyl-dodeca-2,6,10-triene;BJVUJIDTICYHLL-UHFFFAOYSA-N;DTXSID901253437;6784-45-8;3,7,11-trimethyldodeca-2,6,10-trienyl chloride

Chemical Property of 1-Chloro-3,7,11-trimethyldodeca-2,6,10-triene

Chemical Property:

• Vapor Pressure: 0.000628mmHg at 25°C
• PSA: 0.00000
• LogP: 5.64440
• XLogP3: 6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 7
• Exact Mass: 240.1644785
• Heavy Atom Count: 16
• Complexity: 265

Purity/Quality:

1-CHLORO-3,7,11-TRIMETHYLDODECA-2,6,10-TRIENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCCC(=CCCC(=CCCl)C)C)C

Technology Process of 1-Chloro-3,7,11-trimethyldodeca-2,6,10-triene

There total 15 articles about 1-Chloro-3,7,11-trimethyldodeca-2,6,10-triene 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: 100.0%

Farnesol (106-28-5) → (2E,6E)-farnesyl chloride (6784-45-8,67023-85-2,72132-86-6,67023-84-1)

Guidance literature:

Farnesol; With 2,4,6-trimethyl-pyridine; methanesulfonyl chloride; In N,N-dimethyl-formamide; at 0 ℃; for 0.25h;

With lithium chloride; In N,N-dimethyl-formamide; at 0 ℃; for 3h;

DOI:10.1016/j.bmc.2017.03.068

Reference yield: 100.0%

N,N-diethyl-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]amine (3482-62-0) → (2E,6E)-farnesyl chloride (6784-45-8,67023-85-2,72132-86-6,67023-84-1)

Guidance literature:

With isobutyl chloroformate; In toluene; at 25 ℃; for 2h; Cooling with ice;

Reference yield: 98.0%

farnesol (4602-84-0) → 1-chloro-3,7,11-trimethyldodeca-2,6,10-triene (6784-45-8)

Guidance literature:

With N-chloro-succinimide; dimethylsulfide; In dichloromethane; at 0 - 20 ℃; for 2.5h;

upstream raw materials:

farnesol

(E)-β-farnesene

Farnesol

2(E),8(E)-Farnesyl mesylate

Downstream raw materials:

(6E,10E,14E,18E)-2,6,10,15,19,23-Hexamethyl-tetracosa-2,6,10,14,18,22-hexaene

1-[2-(2,4-dichlorophenyl)-2-((E,E)-3,7,11-trimethyldodeca-2,6,10-trienyloxy)ethyl]-1H-imidazole

9-(R/S)-p-toluenesulfonyl-3,7,11,15,19-pentamethyleicosa-2Z,6Z,10E,14E,18-pentaen-1-ol benzyl ether

(2Z,6Z,10E,14E)-3,7,11,15,19-pentamethylicosa-2,6,10,14,18-pentaen-1-ol

Refernces

• 1、 Yamashita, Shuji,Naruko, Akito,Yamada, Takahiro,Hayashi, Yujiro,Hirama, Masahiro. "Concise synthesis of the tetracyclic framework of azadiradione: Tandem radical cyclization route". . p. 220 - 221. Retrieved 2013.
• 2、 Zhu, Jianxun,Liu, Lihong,Wu, Maobo,Xia, Guiyang,Lin, Pengcheng,Zi, Jiachen. "Characterization of a Sesquiterpene Synthase Catalyzing Formation of Cedrol and Two Diastereoisomers of Tricho-Acorenol from Euphorbia fischeriana". . p. 1780 - 1786. Retrieved 2021/06/21.
• 3、 -. "SYNTHESIS OF E,E-FARNESOL, FARNESYL ACETATE AND SQUALENE FROM FARNESENE VIA FARNESYL CHLORIDE". . . Retrieved 2019/12/28.