928-98-3

Basic information

• Product Name: 1,5-Pentanedithiol
• Synonyms: pentane-1,5-dithiol;1,5-DIMERCAPTOPENTANE;1,5-PENTANEDITHIOL;1,5-PENTANODITHIOL;PENTAMETHYLENE DIMERCAPTAN;PENTAMETHYLENEDITHIOL;1,5-PENTANEDITHIOL 98+%;Pentamethylenedimercaptane
• CAS NO: 928-98-3
• Molecular Formula: C₅H₁₂S₂
• Molecular Weight: 136.28
• EINECS: 213-194-9
• Mol File: 928-98-3.mol
• Article Data: 4

Chemical Properties

• Melting Point: −72 °C(lit.)
• Boiling Point: 107-108 °C15 mm Hg(lit.)
• Flash Point: 203 °F
• Appearance: /liquid
• Density: 1.016 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.107mmHg at 25°C
• Refractive Index: n20/D 1.519(lit.)
• Storage Temp.: Store below +30°C.
• Solubility: Chloroform, Methanol (Slightly)
• PKA: 10.14±0.10(Predicted)
• Stability: Stable. Combustible. Incompatible with strong oxidizing agents, strong bases.
• BRN: 1732335
• CAS DataBase Reference: 1,5-Pentanedithiol(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5-Pentanedithiol(928-98-3)
• EPA Substance Registry System: 1,5-Pentanedithiol(928-98-3)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-20/21/22-20/22
• Safety Statements: 36/37/39-26-36-9
• RIDADR: UN3334
• WGK Germany: 3
• F: 13
• HazardClass: 9
• Hazardous Substances Data: 928-98-3(Hazardous Substances Data)

Usage

Description

1,5-Pentanedithiol is an organic compound with the chemical formula C5H12S2. It is a colorless to pale yellow liquid with a strong, unpleasant odor. The molecule consists of a five-carbon chain with two thiol (-SH) groups attached to the first and fifth carbon atoms. Due to its unique structure, 1,5-pentanedithiol has the ability to form covalent bonds with various metal and organic compounds, making it a versatile reagent in various applications.

Uses

Used in Colloidal Au/Ag Multilayer Films:
1,5-Pentanedithiol is used as a cross-linker in the preparation of colloidal Au/Ag multilayer films. Its ability to form covalent bonds with metal nanoparticles allows for the creation of stable and well-organized multilayer structures. These films have potential applications in areas such as surface-enhanced Raman scattering (SERS), catalysis, and sensing.
Used in Environmental Analysis:
1,5-Pentanedithiol is used as a derivatization reagent in the determination of organoarsenic compounds in fish by gas chromatography-mass spectrometry (GC-MS) analysis. 1,5-Pentanedithiol reacts with organoarsenic species, forming volatile derivatives that can be easily detected and quantified by GC-MS. This method is crucial for monitoring arsenic contamination in aquatic environments and ensuring the safety of seafood products for human consumption.

InChI:InChI=1/C5H12S2/c6-4-2-1-3-5-7/h6-7H,1-5H2

Upstream product

• 111-24-0 1,5-dibromo-pentane 
• 628-76-2 1,5-dichloropentane 
• 17356-08-0 thiourea 
• 6008-51-1 1,2-dithiepane 
• 603-35-0 triphenylphosphine 
• 628-77-3 1,5-diiodopentane 

Downstream Products

• 61639-69-8 Pentamethylenbis-m-tolyldisulfid 
• 82313-54-0 16-Phenyl-2,8-dithia<1.9>paracyclophan 
• 115321-70-5 ((E)-1,7-Dithia-cyclododec-4-en-3-yl)-(3-nitro-phenyl)-methanone 
• 102732-96-7 Pentamethylen-1,5-bis(N-cyclohexyl-thiolurethan) 
• 54410-63-8 2,8-dithianonane 
• 5400-84-0 1,5-bis(2-hydroxyethylthio)pentane 
• 871239-54-2 C₄₃H₄₄N₄O₄S₂ 
• 82313-58-4 16-Phenyl-2,8-dithia<1.9>paracyclophan-2,2,8,8-tetraoxid 
• 36050-59-6 Diphenyl-phosphinothioic acid S-(5-ethylsulfanyl-pentyl) ester 
• 500547-36-4 5-[2-[(5-mercaptopentyl)thio]-2-(thien-3-yl)ethyl]-2-methyl-2-phenylfuran-3(2H)-one 
• 193691-27-9 (CH₃)3Sn(CH₂)3S(CH₂)4CH₃ 
• 329685-67-8 1,5-bis(3-trimethylstannylpropylthio)pentane 
• 13265-54-8 Trimethyltin benzoate 

Relevant articles and documents

[FeFe]-Hydrogenase H-Cluster Mimics with Various -S(CH2)nS- Linker Lengths (n = 2-8): A Systematic Study

The effect of the nature of the dithiolato ligand on the physical and electrochemical properties of synthetic H-cluster mimics of the [FeFe]-hydrogenase is still of significant concern. In this report we describe the cyclization of various alkanedithiols to afford cyclic disulfide, tetrasulfide, and hexasulfide compounds. The latter compounds were used as proligands for the synthesis of a series of [FeFe]-hydrogenase H-cluster mimics having the general formulas [Fe2(CO)6{μ-S(CH2)nS}] (n = 4-8), [Fe2(CO)6{μ-S(CH2)nS}]2 (n = 6-8), and [Fe2(CO)6{(μ-S(CH2)nS)2}] (n = 6-8). The resulting complexes were characterized by 1H and 13C{1H} NMR and IR spectroscopic techniques, mass spectrometry, and elemental analysis as well as X-ray analysis. The purpose of this research was to study the influence of the systematic increase of n from 2 to 7 on the redox potentials of the models and the catalytic ability in the presence of acetic acid (AcOH) by applying cyclic voltammetry.

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.