1191-62-4

Basic information

• Product Name: 1,8-Octanedithiol
• Synonyms: 1,8-OCTANEDITHIOL;1,8-DIMERCAPTOOCTANE;FEMA 3514;NANOTHINKS(R) THIO8;OCTAMETHYLENE DIMERCAPTAN;OCTANE-1,8-DITHIOL;1 8-OCTANEDITHIOL 97+%;NANOTHINKS THIO8
• CAS NO: 1191-62-4
• Molecular Formula: C₈H₁₈S₂
• Molecular Weight: 178.36
• EINECS: 214-738-8
• Mol File: 1191-62-4.mol
• Article Data: 5

Chemical Properties

• Melting Point: 1°C(lit.)
• Boiling Point: 269-270 °C(lit.)
• Flash Point: >230 °F
• Appearance: Colorless to pale yellow/Liquid
• Density: 0.97 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.012mmHg at 25°C
• Refractive Index: n20/D 1.505(lit.)
• PKA: 10.19±0.10(Predicted)
• Sensitive: Air Sensitive
• Stability: Stable. Combustible. Incompatible with strong oxidizing agents, strong bases.
• BRN: 1735431
• CAS DataBase Reference: 1,8-Octanedithiol(CAS DataBase Reference)
• NIST Chemistry Reference: 1,8-Octanedithiol(1191-62-4)
• EPA Substance Registry System: 1,8-Octanedithiol(1191-62-4)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38-20/21/22
• Safety Statements: 36-36/37/39-26
• RIDADR: UN 1170
• WGK Germany: 3
• RTECS: RG9610000
• Hazardous Substances Data: 1191-62-4(Hazardous Substances Data)

Usage

Chemical Properties

Different sources of media describe the Chemical Properties of 1191-62-4 differently. You can refer to the following data:
1. liquid
2. 1,8-Octanedithiol has a sulfurous, meaty odor. FEMA indicates that total dithiol added to any food should not exceed 1.0 ppm

Uses

OCT may be used as a processing additive that can functionalize the electrode layer to enhance the power efficiency of P3HT:PCBM solar cells. It may also be used to form a SAM on gold electrodes to enhance the electrochemical properties.

General Description

1,8-Octanedithiol (OCT) is an alkanedithiol, which forms a self-assembled monolayer (SAM) on a variety of metal surfaces. OCT contains linearly arranged carbon-carbon bonds (C?C) and two sulfur atoms at the end facilitating the attachment with the surface atoms of the substrates. It mainly forms an organo-metallic system, which can be used to improve the electron transport medium for a wide range of electronic applications.

InChI:InChI=1/C8H18S2/c9-7-5-3-1-2-4-6-8-10/h9-10H,1-8H2

Upstream product

• 4549-32-0 1,8-dibromooctane 
• 98194-94-6 C₁₈H₃₄O₂S₂ 
• 629-41-4 1,8-Octanediol 
• 629-03-8 1 ,6-dibromohexane 

Downstream Products

• 1198800-09-7 2,2'-[octane-1,8-diylbis(thio)]bis[3,5,6-tris(aziridin-1-yl)benzo-1,4-quinone] 

Relevant articles and documents

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[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.

Remarkably fast direct synthesis of thiols from alcohols under mild conditions

One pot rapid synthesis of thiols from alcohols via trifluoroacetates using polymer supported hydrosulfide in acetonitrile under mild conditions has been described.