1191-43-1

Basic information

• Product Name: 1,6-Hexanedithiol
• Synonyms: 1,6-DIMERCAPTOHEXANE;1,6-HEXANDITHIOL;1,6-HEXANEDITHIOL;Hexane-1,6-dithiol;HEXAMETHYLENDIMERCAPTAN;HEXAMETHYLENE DIMERCAPTAN;FEMA 3495;1,6-Hexanedimercaptan
• CAS NO: 1191-43-1
• Molecular Formula: C₆H₁₄S₂
• Molecular Weight: 150.31
• EINECS: 214-735-1
• Product Categories: Industrial/Fine Chemicals;Phenoles and thiophenoles;API intermediates;thiol Flavor;Sulfides flavors;Halogenated Heterocycles
• Mol File: 1191-43-1.mol
• Article Data: 9

Chemical Properties

• Melting Point: −21 °C(lit.)
• Boiling Point: 118-119 °C15 mm Hg(lit.)
• Flash Point: 195 °F
• Appearance: Clear colorless to slightly yellow/Liquid
• Density: 0.983 g/mL at 25 °C(lit.)
• Vapor Pressure: ~1 mm Hg ( 20 °C)
• Refractive Index: n20/D 1.511(lit.)
• PKA: 10.17±0.10(Predicted)
• Water Solubility: Not miscible in water.
• BRN: 1732507
• CAS DataBase Reference: 1,6-Hexanedithiol(CAS DataBase Reference)
• NIST Chemistry Reference: 1,6-Hexanedithiol(1191-43-1)
• EPA Substance Registry System: 1,6-Hexanedithiol(1191-43-1)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 23-24/25-36/37/39-26
• RIDADR: 2810
• WGK Germany: 3
• RTECS: MO3500000
• F: 13
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 1191-43-1(Hazardous Substances Data)

Usage

Chemical Properties

Different sources of media describe the Chemical Properties of 1191-43-1 differently. You can refer to the following data:
1. clear colorless to slightly yellow liquid
2. 1,6-Hexanedithiol has a fatty, meaty odor. FEMA indicates that total dithiol added to any food should not exceed 1.00 ppm.

Occurrence

Reported found in boiled beef.

Uses

Different sources of media describe the Uses of 1191-43-1 differently. You can refer to the following data:
1. 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 .
2. 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.

General Description

1,6-Hexanedithiol (HDT) is a long chained bi-functional alkanethiol with 6 carbon atoms structured in a zig-zag pattern, which forms a tetrahedral configuration. It forms a self-assembled monolayer (SAM) on a variety of substrates and immobilizes the surface atoms.

InChI:InChI=1/C6H14S2/c7-5-3-1-2-4-6-8/h7-8H,1-6H2

Upstream product

• 629-11-8 1,6-hexanediol 
• 17356-08-0 thiourea 
• 56-01-9 S,S'-hexamethylene-bis(methanethiosulphonate) 
• 2678-29-7 1,6-bis-acetylsulfanyl-hexane 
• 111-69-3 hexanedinitrile 
• 71-43-2 benzene 
• 629-09-4 1,6-diiodohexane 
• 6008-69-1 1,2-dithiacyclooctane 
• 131760-67-3 N,N'-dimethyl-N,N'-bis(mercaptoacetyl)hydrazine 
• 126428-63-5 2,2'-hexane-1,6-diyl-bis-isothiourea; dihydrochloride 
• 629-03-8 1 ,6-dibromohexane 

Downstream Products

• 82324-74-1 17-Phenyl-2,9-dithia<1.10>paracyclophan-2,2,9,9-tetraoxid 
• 55129-89-0 1,4-bis(phenylthio)hexane 
• 1198800-08-6 2,2'-[hexane-1,6-diylbis(thio)]bis[3,5,6-tris(aziridin-1-yl)benzo-1,4-quinone] 
• 36050-60-9 Diphenyl-phosphinothioic acid S-(6-ethylsulfanyl-hexyl) ester 
• 577786-70-0 C₅₉H₁₀₆N₆O₂₄S₂ 
• 56348-40-4 2,9-dithiadecane 
• 7142-83-8 1,6-bis-but-2t-enylmercapto-hexane 

Relevant articles and documents

Catalytic Hydrogenation of Thioesters, Thiocarbamates, and Thioamides

Direct hydrogenation of thioesters with H2 provides a facile and waste-free method to access alcohols and thiols. However, no report of this reaction is documented, possibly because of the incompatibility of the generated thiol with typical hydrogenation catalysts. Here, we report an efficient and selective hydrogenation of thioesters. The reaction is catalyzed by an acridine-based ruthenium complex without additives. Various thioesters were fully hydrogenated to the corresponding alcohols and thiols with excellent tolerance for amide, ester, and carboxylic acid groups. Thiocarbamates and thioamides also undergo hydrogenation under similar conditions, substantially extending the application of hydrogenation of organosulfur compounds.

Reduction of thiokols in the system hydrazine hydrate-base as a new route to alkanedithiols

A new procedure for preparative synthesis of alkanedithiols from simple commercially available products is based on reduction of the S-S bond in appropriate polyalkylene disulfides (thiokols) in the system hydrazine hydrate-base. Thiokols were prepared by reaction of dihaloalkanes with Na2S2 or K2S2 generated from elemental sulfur and alkali in aqueous hydrazine hydrate. Reaction of 1,2-dibromocyclohexane with sodium or potassium disulfide yields bis(2-bromocyclohexyl) sulfide as the only product.

A Reagent for Reduction of Disulfide Bonds in Proteins That Reduces Disulfide Bonds Faster Than Does Dithiothreitol

We have synthesized a new reagent - N,N'-dimethyl-N,N'-bis(mercaptoacetyl)hydrazine (DMH) - for the reduction of disulfide bonds in proteins.DMH reduces disulfide bonds 7 times faster than does dithiothreitol (DTT) in water at pH 7.DMH reduces mixed disulfides of cysteine proteases (papain and ficin) especially rapidly (30 times faster than DTT).DMH (ε0 = -0.300 V) reduces noncyclic disulfides completely, although it is less strongly reducing than DTT (ε0 = -0.356 V).