1,6-Hexanedithiol

Base Information

• Chemical Name: 1,6-Hexanedithiol
• CAS No.: 1191-43-1
• Molecular Formula: C6H14S2
• Molecular Weight: 150.309
• Hs Code.: 29309090
• European Community (EC) Number: 214-735-1
• NSC Number: 29031
• UNII: RWN7RM884E
• DSSTox Substance ID: DTXSID60152317
• Nikkaji Number: J40.600G
• Wikidata: Q27288323
• Metabolomics Workbench ID: 45051
• Mol file: 1191-43-1.mol

Synonyms:1,6-hexanedithiol;hexane-1,6-dithiol

Chemical Property of 1,6-Hexanedithiol

Chemical Property:

• Appearance/Colour: clear colorless to slightly yellow liquid
• Vapor Pressure: ~1 mm Hg ( 20 °C)
• Melting Point: -21 °C(lit.)
• Refractive Index: n20/D 1.511(lit.)
• Boiling Point: 242.9 °C at 760 mmHg
• PKA: 10.17±0.10(Predicted)
• Flash Point: 90.6 °C
• PSA: 77.60000
• Density: 0.99 g/cm³
• LogP: 2.40640
• Water Solubility.: Not miscible in water.
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 150.05369279
• Heavy Atom Count: 8
• Complexity: 31.5

Purity/Quality:

99% ^*data from raw suppliers

1,6-Hexanedithiol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 23-24/25-36/37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CCCS)CCS
• Uses: 1,6-Hexanedithiol is used in self-assembled monolayers (SAMs). It is used in synthetic rubber and food with spices. It is also used in Food Flavor, Tobacco Flavor, Blending edible flavors: Beef, poultry soup . HDT can be used to functionalize molybdenum disulphide (MoS2), which can be used as a two dimensional transition metal dichalcogenide (TMD) in electronics and optoelectronic devices. It forms a SAM on gallium arsenic (GaAs) doped cadmium sulfide (CdS) quantum dots (QDs), which can be used for biosensors and solar applications. It can also be used to immobilize gold nanoparticles (AuNPs) for potential usage in biomedical and bioanalytical applications.

Technology Process of 1,6-Hexanedithiol

There total 17 articles about 1,6-Hexanedithiol 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: 85.0%

1,6-hexanediol (629-11-8) → 1,6-dimercaptohexane (1191-43-1)

Guidance literature:

1,6-hexanediol; With N-Bromosuccinimide; triphenylphosphine; In acetone; at -10 - 25 ℃;

With polymer supported hydrosulfide resin; In acetone; at 25 ℃; for 0.166667h;

Reference yield: 32.0%

poly(hexamethylenedisulfide) → 1,6-dimercaptohexane (1191-43-1)

Guidance literature:

With sodium hydroxide; hydrazine hydrate; In water; at 75 ℃; for 2h;

Reference yield:

1,6-bis-acetylsulfanyl-hexane (2678-29-7) → ethanol (64-17-5) + 1,6-dimercaptohexane (1191-43-1)

Guidance literature:

With C₂₈H₄₁NOP₂Ru; hydrogen; In 1,4-dioxane; at 135 ℃; for 36h; under 15001.5 Torr; Autoclave;

DOI:10.1021/jacs.0c10884

upstream raw materials:

1 ,6-dibromohexane

hexanedinitrile

1,6-bis-acetylsulfanyl-hexane

1,6-hexanediol

Downstream raw materials:

1,2-dithiacyclooctane

N,N'-dimethyl-N,N'-bis(mercaptoacetyl)hydrazine

17-Phenyl-2,9-dithia<1.10>paracyclophan

C₆₀H₆₈N₂O₂₀S₂

Refernces

• 1、 Abul-Futouh, Hassan,Almazahreh, Laith R.,Harb, Mohammad Kamal,G?rls, Helmar,El-Khateeb, Mohammad,Weigand, Wolfgang. "[FeFe]-Hydrogenase H-Cluster Mimics with Various -S(CH2)nS- Linker Lengths (n = 2-8): A Systematic Study". . p. 10437 - 10451. Retrieved 2017/09/12.
• 2、 Alekminskaya,Russavskaya,Korchevin,Deryagina,Trofimov. "Reduction of thiokols in the system hydrazine hydrate-base as a new route to alkanedithiols". . p. 732 - 737. Retrieved 2007/10/03.