1-Dodecanethiol

Base Information

• Chemical Name: 1-Dodecanethiol
• CAS No.: 112-55-0
• Deprecated CAS: 2022216-73-3,859759-62-9
• Molecular Formula: C12H26S
• Molecular Weight: 202.404
• Hs Code.: 29309070
• European Community (EC) Number: 203-984-1,215-338-6
• ICSC Number: 0042
• NSC Number: 229570,11884,814
• UN Number: 3334,1228
• UNII: S8ZJB6X253
• DSSTox Substance ID: DTXSID6025220
• Nikkaji Number: J22.130I
• Wikidata: Q161619
• ChEMBL ID: CHEMBL3185403
• Mol file: 112-55-0.mol

Synonyms:1-dodecanethiol;dodecylmercaptan

Chemical Property of 1-Dodecanethiol

Chemical Property:

• Appearance/Colour: clear liquid
• Vapor Pressure: 0.00861mmHg at 25°C
• Melting Point: -7 °C
• Refractive Index: 1.4573
• Boiling Point: 275.328 °C at 760 mmHg
• PKA: 10.49±0.10(Predicted)
• Flash Point: 87.778 °C
• PSA: 38.80000
• Density: 0.845 g/cm³
• LogP: 4.83710
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• Water Solubility.: IMMISCIBLE
• XLogP3: 6.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 10
• Exact Mass: 202.17552200
• Heavy Atom Count: 13
• Complexity: 81.2
• Transport DOT Label: Class 9

Purity/Quality:

99% ^*data from raw suppliers

1-Dodecanethiol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,XiN,F
• Hazard Codes: Xn,Xi,N,F,C
• Statements: 37/38-41-42/43-36/37/38-67-65-62-51/53-48/20-38-11-50/53-34
• Safety Statements: 23-26-36/37/39-45-37/39-63-62-61-36/37-33-29-16-9-60

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Thiols
• Canonical SMILES: CCCCCCCCCCCCS
• Inhalation Risk: A harmful contamination of the air can be reached very quickly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the eyes, skin and respiratory tract.
• Effects of Long Term Exposure: Repeated or prolonged contact may cause skin sensitization.
• Uses: Dodecyl mercaptan is a poymerization inhibitor added to polyurethane resins and Neoprene glues for use, e.g., in the shoe industry. 1-Dodecanethiol is used in the preparation of hydrophobic or mixed self-assembled monolayers. It is also employed as a chain transfer agent for radical polymerization. Further, it is utilized as a polymerization inhibitor in polyurethane and neoprene adhesives, which finds application in the footwear industry. In addition to this, it acts as a protein regenerating agent used for the regeneration of native proteins from mercuribenzoate. 1-Dodecanethiol can be used for the synthesis of thiol-stabilized metal nanoparticles (NPs), such as gold nanoparticles and silver nanoparticles, which have been produced for use as catalysts, electronic devices, fillers, sensors and active components in composite materials, and other applications.This molecule is used for the production of hydrophobic SAMs. It can also be used in mixed SAMs to give a hydrophobic background and act as a spacer to move other functional groups or domains farther apart.

Technology Process of 1-Dodecanethiol

There total 50 articles about 1-Dodecanethiol 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: 96.0%

S-dodecyl dodecanethioate (103212-64-2) → lauric acid (143-07-7) + 1-dodecylthiol (112-55-0)

Guidance literature:

With C₁₈-alkylated polystyrene-supported sulfonic acid; water; for 24h; Heating;

DOI:10.1039/b305622h

Reference yield: 95.0%

S-dodecyl dodecanethioate (103212-64-2) → lauric acid (143-07-7) + didodecyl sulfide (2469-45-6) + 1-dodecylthiol (112-55-0)

Guidance literature:

With water; hydrophobic polystyrene-supported sulfonic acid; for 72h; Heating;

DOI:10.1021/ol026906m

Reference yield: 95.0%

thiocarbonic acid O-allyl ester S-dodecyl ester → 1-dodecylthiol (112-55-0)

Guidance literature:

With trisodium tris(3-sulfophenyl)phosphine; water; diethylamine; palladium diacetate; heptakis(2,6-di-O-methyl)cyclomaltoheptaose; In toluene; at 20 ℃; for 3h;

upstream raw materials:

thiosulfuric acid S-dodecyl ester

1-dodecyl alcohol

1-Iodododecane

1-dodecylthiocyanate

Downstream raw materials:

1-dodecylsulfanylmethylbenzene

p-nitrophenyl n-dodecyl thioether

1,2-Bis-dodecylmercapto-aethan

3-(n-dodecylthio)-propanoic acid

Refernces

• 1、 -. "Continuous photochemical production of high purity linear mercaptan and sulfide compositions". Page/Page column 24. . Retrieved 2021/11/03.
• 2、 Urbaniak, Tobias,Soto, Marc,Liebeke, Manuel,Koschek, Katharina. "Insight into the Mechanism of Reversible Ring-Opening of 1,3-Benzoxazine with Thiols". . p. 4050 - 4055. Retrieved 2017/04/27.