11-Mercapto-1-undecanol

Base Information

• Chemical Name: 11-Mercapto-1-undecanol
• CAS No.: 73768-94-2
• Molecular Formula: C11H24OS
• Molecular Weight: 204.377
• European Community (EC) Number: 628-597-9
• NSC Number: 94792
• DSSTox Substance ID: DTXSID30294152
• Nikkaji Number: J623.647B
• Wikidata: Q72488742
• Mol file: 73768-94-2.mol

Synonyms:11-mercaptoundecanol;MUO alcohol

Chemical Property of 11-Mercapto-1-undecanol

Chemical Property:

• Vapor Pressure: 8.59E-05mmHg at 25°C
• Melting Point: 33-37 °C
• Refractive Index: n20/D 1.359
• Boiling Point: 303.979 °C at 760 mmHg
• PKA: 10.49±0.10(Predicted)
• Flash Point: 137.642 °C
• PSA: 59.03000
• Density: 0.922 g/cm³
• LogP: 3.41940
• Storage Temp.: 2-8°C
• Solubility.: Chloroform, DMSO (Sparingly), Methanol (Slightly)
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 10
• Exact Mass: 204.15478656
• Heavy Atom Count: 13
• Complexity: 86.2

Purity/Quality:

99% ^*data from raw suppliers

11-Mercapto-1-undecanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: F,Xi
• Statements: 36/37/38
• Safety Statements: 7-16-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(CCCCCO)CCCCCS
• Uses: Oxidation to the corresponding disulfide by N-phenyltriazolinedione (Aldrich Catalog No. 280992) without the need for hydroxyl protection. This compound is used to produce hydrophilic SAMs. The resulting monolayers which are terminated with alcohols can be further functionalized with various groups even when attached to gold nanoparticles.

Technology Process of 11-Mercapto-1-undecanol

There total 4 articles about 11-Mercapto-1-undecanol 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:

Undecenole + azobisisobutyronitrile (34241-39-9) + tiolacetic acid (507-09-5) → 11-mercapto-1-undecanol (73768-94-2)

Guidance literature:

With sodium hydroxide; Hg; In ethanol; water;

Reference yield:

1-Bromo-11-hydroxyundecane (1611-56-9) → 11-mercapto-1-undecanol (73768-94-2)

Guidance literature:

Multi-step reaction with 2 steps

1: Na / methanol / 6 h / Heating

2: CH₃ONa

With sodium methylate; sodium; In methanol;

DOI:10.1080/00397919708004816

Reference yield:

2-(11-Hydroxy-undecyl)-isothiourea; hydrobromide → 11-mercapto-1-undecanol (73768-94-2)

Guidance literature:

With sodium hydroxide; Yield given;

DOI:10.1021/jm00034a009

upstream raw materials:

thioacetic acid S-(11-hydroxy-undecyl) ester

1-Bromo-11-hydroxyundecane

azobisisobutyronitrile

tiolacetic acid

Downstream raw materials:

S,S′-{disulfanediylbis[undecane-11,1-diyloxy-4,1-phenylenediazene-2,1-diyl-3,1-phenylene]}diethanethioate

6-((11-hydroxyundecyl)sulfonyl)-4-((3-methoxyphenyl)amino)-8-methylquinoline-3-carboxamide

6-((11-hydroxyundecyl)thio)-4-((3-methoxyphenyl)amino)-8-methylquinoline-3-carboxamide

2,3,6-tris((11-undecanol)sulphanyl)-5-ethoxy-1,4-benzoquinone

Refernces

• 1、 -. "F18-labeled thia fatty acids and methods of making and using the same". Example 3. . Retrieved 2008/06/13.
• 2、 Poirier, Donald,Auger, Serge,Merand, Yves,Simard, Jacques,Labrie, Fernand. "Synthesis and Antiestrogenic Activity of Diaryl Thioether Derivatives". . p. 1115 - 1125. Retrieved 2007/10/02.