1-(9-Mercaptononyl)-3,6,9-trioxaundecan-11-OL

Base Information

• Chemical Name: 1-(9-Mercaptononyl)-3,6,9-trioxaundecan-11-OL
• CAS No.: 130727-41-2
• Molecular Formula: C₁₇H₃₆O₄S
• Molecular Weight: 336.536
• Hs Code.: 2930909090
• DSSTox Substance ID: DTXSID10404656
• Nikkaji Number: J728.830A
• Wikidata: Q82208939
• Mol file: 130727-41-2.mol

Synonyms:130727-41-2;1-(9-MERCAPTONONYL)-3,6,9-TRIOXAUNDECAN-11-OL;Thiol-C9-PEG4;2-[2-[2-(11-sulfanylundecoxy)ethoxy]ethoxy]ethanol;2-(2-(2-((11-Mercaptoundecyl)oxy)ethoxy)ethoxy)ethanol;Triethylene glycol mono-11-mercaptoundecyl ether;2-{2-[2-(11-Mercapto-undecyloxy)-ethoxy]-ethoxy}-ethanol;2-(2-{2-[(11-Sulfanylundecyl)oxy]ethoxy}ethoxy)ethan-1-ol;SCHEMBL965611;DTXSID10404656;FASSFROSROBIBE-UHFFFAOYSA-N;1-Undecanethiol, 11-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]-;MFCD08457662;AKOS022180741;HY-138527;CS-0148625;FT-0671095;A909059;J-005862;Triethylene glycol mono-11-mercaptoundecyl ether, 95%;2-{2-[2-(11-Mercaptoundecyloxy)ethoxy]ethoxy}ethanol;2-{2-[2-(11-mercapto-undecyloxy)ethoxy]ethoxy}-ethanol;2- {2-[2-(11-mercapto-undecyloxy)-ethoxy]-ethoxy}-ethanol

Chemical Property of 1-(9-Mercaptononyl)-3,6,9-trioxaundecan-11-OL

Chemical Property:

• Vapor Pressure: 7.55E-10mmHg at 25°C
• Refractive Index: n 20/D 1.476
• Boiling Point: 446.5°C at 760 mmHg
• Flash Point: >110 °C
• PSA: 86.72000
• Density: 0.995 g/mL at 25 °C
• LogP: 3.46920
• Storage Temp.: Refrigerator, Under Inert Atmosphere
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 19
• Exact Mass: 336.23343080
• Heavy Atom Count: 22
• Complexity: 194

Purity/Quality:

98%,99%, ^*data from raw suppliers

Triethylene glycol mono-11-mercaptoundecyl ether 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CCCCCOCCOCCOCCO)CCCCCS
• Uses: Long chain alkanethiol suitable for self-assembly from solution onto gold surfaces. The control of surface functionality using these self-assembled monolayers (SAMs) makes the exploration of such interactions as protein recognition possible Triethylene glycol mono-11-mercaptoundecyl ether can be used in the formation of low cost micro-patterns for biomedical and microelectronics based applications. It can also be used as a SAM for surface immobilization of various molecular species on gold electrodes for biological applications.

Technology Process of 1-(9-Mercaptononyl)-3,6,9-trioxaundecan-11-OL

There total 6 articles about 1-(9-Mercaptononyl)-3,6,9-trioxaundecan-11-OL 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: 70.0%

11-(bromoundecyl)triethylene glycol (860305-09-5) → (1-mercaptoundec-11-yl)tri(ethylene glycol) (130727-41-2)

Guidance literature:

11-(bromoundecyl)triethylene glycol; With thiourea; In ethanol; for 14h; Heating;

With sodium hydroxide; In ethanol; water; for 5h; Further stages.; Heating;

DOI:10.1007/s00706-007-0584-7

Reference yield: 54.0%

<1-<(methylcarbonyl)thio>undec-11-yl>tri(ethylene glycol) (130727-50-3) → (1-mercaptoundec-11-yl)tri(ethylene glycol) (130727-41-2)

Guidance literature:

With ammonium hydroxide; In methanol; at 40 ℃; for 72h;

DOI:10.1016/j.tetlet.2005.04.091

Reference yield:

2,2'-[1,2-ethanediylbis(oxy)]bisethanol (112-27-6) → (1-mercaptoundec-11-yl)tri(ethylene glycol) (130727-41-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaH / dimethylformamide / 0.5 h

1.2: 60 percent / dimethylformamide / 17 h

2.1: thiourea / ethanol / 14 h / Heating

2.2: 70 percent / NaOH / ethanol; H₂O / 5 h / Heating

With sodium hydride; thiourea; In ethanol; N,N-dimethyl-formamide;

DOI:10.1007/s00706-007-0584-7

upstream raw materials:

<1-<(methylcarbonyl)thio>undec-11-yl>tri(ethylene glycol)

11-(bromoundecyl)triethylene glycol

1,11-dibromoundecane

2,2'-[1,2-ethanediylbis(oxy)]bisethanol

Refernces

• 1、 Canaria, Christie A.,Smith, Jeffrey O.,Yu,Fraser, Scott E.,Lansford, Rusty. "New syntheses for 11-(mercaptoundecyl)triethylene glycol and mercaptododecyltriethyleneoxy biotin amide". . p. 4813 - 4816. Retrieved 2007/10/03.