Benzene, 1,4-bis(dodecyloxy)-2,5-diethynyl-

Base Information

• Chemical Name: Benzene, 1,4-bis(dodecyloxy)-2,5-diethynyl-
• CAS No.: 152270-00-3
• Molecular Formula: C34H54O2
• Molecular Weight: 494.802
• Mol file: 152270-00-3.mol

Synonyms:2,5-di(dodecyloxy)-1,4-diethinylbenzene;1,4-diethynyl-2,5-di(dodecyloxy)benzene;1,4-bis-dodecyloxy-2,5-diethynylbenzene;1,4-Bis-dodecyloxy-2,5-diethynyl-benzene;1,4-bis(dodecyloxy)-2,5-di(ethynyl)benzene;1,4-diethynyl-2,5-bis(dodecyloxy)benzene;2,5-bis(dodecyloxy)-1,4-diethynylbenzene;

Chemical Property of Benzene, 1,4-bis(dodecyloxy)-2,5-diethynyl-

Chemical Property:

• Melting Point: 69 - 72 °C
• PSA: 18.46000
• LogP: 10.24860

Purity/Quality:

98.5% ^*data from raw suppliers

1,4-Bis(dodecyloxy)-2,5-diethynylbenzene 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzene, 1,4-bis(dodecyloxy)-2,5-diethynyl-

There total 14 articles about Benzene, 1,4-bis(dodecyloxy)-2,5-diethynyl- 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%

((2,5-bis(dodecyloxy)-1,4-phenylene)bis(ethyne-2,1-diyl))bis(trimethylsilane) (152270-19-4) → 1,4-bis(dodecyloxy)-2,5-diethynylbenzene (152270-00-3)

Guidance literature:

With methanol; potassium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 1h;

DOI:10.1021/ja2011516

Reference yield: 90.0%

1,4-bis(3-hydroxy-3-methyl-1-butynyl)-2,5-di(dodecyloxy)benzene (277316-22-0) → 1,4-bis(dodecyloxy)-2,5-diethynylbenzene (152270-00-3)

Guidance literature:

With sodium hydroxide; In toluene; for 24h; Reflux;

DOI:10.1166/jnn.2010.2947

Reference yield:

1,4-bis-dodecyloxy-benzene (3230-09-9) → 1,4-bis(dodecyloxy)-2,5-diethynylbenzene (152270-00-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / Br₂ / CCl₄ / 10 h / 80 °C

2: 86 percent / propylamine / Pd(PPh₃)4 / 20 h / 60 °C

3: 81 percent / NaOH / toluene / 24 h / 100 °C

With propylamine; sodium hydroxide; bromine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrachloromethane; toluene; 1: Bromination / 2: Substitution / 3: deprotection;

DOI:10.1021/jo9919355

upstream raw materials:

1,4-bis(3-hydroxy-3-methyl-1-butynyl)-2,5-di(dodecyloxy)benzene

1,4-bis(dodecyloxy)-2,5-diiodobenzene

trimethylsilylacetylene

2-methyl-but-3-yn-2-ol

Downstream raw materials:

1,4-bis(4'-ethynylpyridyl)-2,5-bis(dodecyloxy)benzene

C₈₄H₉₈O₁₂

C₄₆H₆₆N₈O₂

1,1'-hexyl-6,6'-[(1,4-bis(dodecyloxy)-2,5-phenylene)diethynyl]bisuracil

Refernces

• 1、 Kandoth Madathil, Pramod,Heinrich, Benoit,Donnio, Bertrand,Mathevet, Fabrice,Fave, Jean-Louis,Guillon, Daniel,Attias, Andre-Jean,Lee, Changjin,Kim, Tae-Dong,Lee, Kwang-Sup. "Diethynylbenzene-based liquid crystalline semiconductor for solution-processable organic thin-film transistors". . p. 6800 - 6804. Retrieved 2010.
• 2、 Shi, Wei,Xu, Linxian,Xie, Zhengfeng,Chen, Xin. "Benzylidenecyclohexanone-triazole-based conjugated polymer: Click synthesis, Staudinger end-capping and application as optical probe scaffold". . p. 406 - 414. Retrieved 2016/07/06.
• 3、 Gatri, Rafik,Ouerfelli, Ines,Efrit, Mohamed Lofti,Serein-Spirau, Francoise,Lere-Porte, Jean-Pierre,Valvin, Pierre,Roisnel, Thierry,Bivaud, Sebastien,Akdas-Kilig, Huriye,Fillaut, Jean-Luc. "Supramolecular ruthenium-alkynyl multicomponent architectures: Engineering, photophysical properties, and responsiveness to nitroaromatics". . p. 665 - 676. Retrieved 2014/03/21.