11-(Trimethylsilyloxy)undecyl bromide

Base Information

• Chemical Name: 11-(Trimethylsilyloxy)undecyl bromide
• CAS No.: 26305-83-9
• Molecular Formula: C14H31BrOSi
• Molecular Weight: 323.38500
• Hs Code.: 2931900090
• Mol file: 26305-83-9.mol

Synonyms:11-Bromoundecyl trimethylsilyl ether;11-bromo-1-(trimethylsilyloxy)undecane;11-Bromundecanol-O-trimethylsilyl;11-(Trimethylsilyloxy)undecyl bromide;Silane,[(11-bromoundecyl)oxy]trimethyl;[(11-bromoundecyl)oxy](trimethyl)silane;

Chemical Property of 11-(Trimethylsilyloxy)undecyl bromide

Chemical Property:

• PSA: 9.23000
• LogP: 5.74370

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 11-(Trimethylsilyloxy)undecyl bromide

There total 5 articles about 11-(Trimethylsilyloxy)undecyl bromide 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: 95.0%

chloro-trimethyl-silane (75-77-4) + 1-Bromo-11-hydroxyundecane (1611-56-9) → [(11-bromoundecyl)oxy](trimethyl)silane (26305-83-9)

Guidance literature:

With triethylamine; at 19 - 20 ℃; for 1h;

Reference yield: 85.0%

1-Bromo-11-hydroxyundecane (1611-56-9) + trimethylsilyl acetate (2754-27-0) → [(11-bromoundecyl)oxy](trimethyl)silane (26305-83-9)

Guidance literature:

With triethylamine; In neat (no solvent); at 20 ℃; for 2h;

DOI:10.1055/a-1654-2211

Reference yield:

11-bromoundecanoic acid (2834-05-1) → [(11-bromoundecyl)oxy](trimethyl)silane (26305-83-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 93.4 percent / LiAlH₄ / diethyl ether / 0.5 h / Heating

2: 95 percent / triethylamine / 1 h / 19 - 20 °C

With lithium aluminium tetrahydride; triethylamine; In diethyl ether;

upstream raw materials:

N,O-bis-(trimethylsilyl)-acetamide

11-bromoundecanoic acid

chloro-trimethyl-silane

1-Bromo-11-hydroxyundecane

Downstream raw materials:

11-iodo-1-(trimethylsilyloxy)undecane

13-[4-(2-triisopropylsilylethynyl)phenyl]tridec-12-yn-1-ol

4-{13-[4-(2-triisopropylsilylethynyl)phenyl]tridec-12-yn-1-yloxy}-1-iodobenzene

C₂₆H₅₄B₁₀OSi

Refernces

• 1、 Chen, Jyun-Siao,Huang, Po-Hsun,Hsieh, Ya-Chi,Liu, Jen-Wei,Hsu, Hsiao-Lin,Zhang, Kai-Min,Wu, Ren-Tsung,Chang, Ting-Shuo,Liu, Yu-Hao,Wu, Hsin-Ru,Luo, Shun-Yuan. "Trimethylsilyl Esters as Novel Dual-Purpose Protecting Reagents". supporting information. p. 754 - 762. Retrieved 2021/12/02.
• 2、 Rusanova, E. E.,Sebyakin, Yu. L.,Volkova, L. V.,Evstigneeva, R. P.. "SYNTHESIS OF 1,44-TETRATETRACONTANEDIOL". . p. 248 - 251. Retrieved 2007/10/02.