16-Mercaptohexadecanoic acid

Base Information

• Chemical Name: 16-Mercaptohexadecanoic acid
• CAS No.: 69839-68-5
• Molecular Formula: C16H32 O2 S
• Molecular Weight: 288.495
• Hs Code.: 2930909090
• European Community (EC) Number: 628-111-5
• DSSTox Substance ID: DTXSID00393287
• Nikkaji Number: J534.969I
• Wikidata: Q82192014
• Mol file: 69839-68-5.mol

Synonyms:16-mercaptohexadecanoic acid;16-MHA cpd

Chemical Property of 16-Mercaptohexadecanoic acid

Chemical Property:

• Vapor Pressure: 2.72E-08mmHg at 25°C
• Melting Point: 65-69 °C
• Refractive Index: 1.48
• Boiling Point: 421.7°C at 760 mmHg
• Flash Point: 52 °F
• PSA: 76.10000
• Density: 0.787 g/mL at 25 °C
• LogP: 5.46220
• Storage Temp.: 2-8°C
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 15
• Exact Mass: 288.21230143
• Heavy Atom Count: 19
• Complexity: 195

Purity/Quality:

97% ^*data from raw suppliers

16-Mercaptohexadecanoic acid 90% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F
• Statements: 11
• Safety Statements: 7-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(CCCCCCCC(=O)O)CCCCCCCS
• Uses: Formation of interchain carboxylic anhydrides on self-assembled monolayers with Fluoro N,N,N′,N′-tetramethylforamidinium hexafluorophosphate.1 16-MERCAPTOHEXADECANOIC ACID is used in self-assembly to produce hydrophilic SAMs. The resulting monolayers which are terminated with carboxylic acids can be further functionalized2 with various amines and alcohols to introduce more complex end groups or multiple layers.3 MHA forms a SAM on gold surfaces by pen lithography (PPL). It finds potential application in bio-engineering. It can also be used to functionalize gold-dypiramids, which can fabricate nano-resonators for shell-isolated nanoparticle enhanced Raman-spectroscopy (SHINERS).

Technology Process of 16-Mercaptohexadecanoic acid

There total 1 articles about 16-Mercaptohexadecanoic acid 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:

16-bromohexadecan-1-ol (59101-28-9) → 16-mercaptohexadecanoic acid (69839-68-5)

Guidance literature:

Multi-step reaction with 3 steps

1: CrO₃

3: OH^(1-)

With chromium(VI) oxide; hydroxide;

DOI:10.1021/jp962831q

Reference yield: 90.0%

16-mercaptohexadecanoic acid (69839-68-5) → 16,16'-dithiobis(hexadecanoic acid) (112122-99-3)

Guidance literature:

With potassium triiodide; In chloroform;

DOI:10.1021/ja058701p

Reference yield: 64.0%

16-mercaptohexadecanoic acid (69839-68-5) + mono-4-methoxytrityl chloride (14470-28-1) → C36H48O3S

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1016/j.chemphyslip.2016.05.007

upstream raw materials:

16-bromohexadecan-1-ol

Downstream raw materials:

16-mercapto-1-hexadecanol

16,16'-dithiobis(hexadecanoic acid)

16-tritylsulfanyl-hexadecan-1-ol

16-tritylsulfanyl-hexadecanoic acid methyl ester