111-88-6 Usage
Description
1-Mercaptooctane, also known as 1-Octanethiol, is a clear colorless liquid with a flash point of 115°F. It is insoluble in water and less dense than water. This chemical compound is primarily used to create other chemicals and has various applications in different industries due to its unique properties.
Uses
Used in Electronics Industry:
1-Mercaptooctane is used as a charge injection enhancer for bottom-contact thin-film transistors (TFTs). It forms a monolayer on gold source-drain electrode surfaces, which improves the charge injection and overall performance of the TFTs.
Used in Solar Cell Technology:
1-Mercaptooctane is used as a sulfur precursor for the preparation of the shell for CdSe/CdS quantum dots. It forms ligands that help enhance the power efficiency of hetero-junction nanorod sensitized solar cells by improving electron extraction from the nanorod and TiO2 interface.
Used in Nanotechnology:
1-Mercaptooctane is used to create stabilized coatings on copper nanoparticles (CuNPs). This application allows for the dispersion of these colloidal particles in different sample solutions, which can be beneficial in various research and industrial applications.
Synthesis Reference(s)
The Journal of Organic Chemistry, 37, p. 1532, 1972 DOI: 10.1021/jo00975a015Synthetic Communications, 25, p. 2655, 1995 DOI: 10.1080/00397919508011812Tetrahedron Letters, 31, p. 1397, 1990 DOI: 10.1016/S0040-4039(00)88815-2
Air & Water Reactions
Flammable. Insoluble in water.
Reactivity Profile
1-Mercaptooctane is incompatible with the following: Oxidizers, reducing agents, strong acids & bases, alkali metals .
Health Hazard
TOXIC; may be fatal if inhaled, ingested or absorbed through skin. Inhalation or contact with some of these materials will irritate or burn skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.
Fire Hazard
HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion and poison hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.
Purification Methods
Pass the thiol through a column of alumina and work under N2, or Ar. Distil it under N2 and a vacuum. Store it under N2, or Ar in the dark. [Battacharyya et al. J Chem Soc, Faraday Trans 1 82 135 1986, Fletcher J Am Chem Soc 68 2727 1946]. [Beilstein 1 III 1710, 1 IV 1767.]
Check Digit Verification of cas no
The CAS Registry Mumber 111-88-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,1 and 1 respectively; the second part has 2 digits, 8 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 111-88:
(5*1)+(4*1)+(3*1)+(2*8)+(1*8)=36
36 % 10 = 6
So 111-88-6 is a valid CAS Registry Number.
InChI:InChI=1/C8H18S/c1-2-3-4-5-6-7-8-9/h9H,2-8H2,1H3
111-88-6Relevant articles and documents
Silylating Disulfides and Thiols with Hydrosilicones Catalyzed by B(C6F5)3
Brook, Michael A.,Liao, Mengchen,Zheng, Sijia
supporting information, p. 2694 - 2700 (2021/06/25)
Hydrosilanes and silicones, catalyzed with B(C6F5)3, may be used to silylate thiols or cleave disulfides giving silyl thio ethers. Alcohols were found to react faster than thiols or disulfides, while alkoxysilanes (the Piers-Rubinsztajn reaction) were slower such that the overall order of reactivity was found to be HO>HS>SS>SiOEt. The resulting silane and silicone-protected thio ethers produced from the sulfur-based functional groups could be cleaved to thiols using alcohols or mild acid with rates that depend on the steric bulk of the siloxane.
Continuous photochemical production of high purity linear mercaptan and sulfide compositions
-
Page/Page column 24, (2021/11/03)
Continuous photochemical production of high purity linear mercaptan and sulfide-containing compositions.
Two-step three-component process for one-pot synthesis of 8-alkylmercaptocaffeine derivatives
Rad, M. N. Soltani,Maghsoudi
, p. 70335 - 70342 (2016/08/06)
A highly efficient, odourless and two-step three-component process for one-pot synthesis of some 8-alkylmercaptocaffeine derivatives has been described. The catalyst-free three-component reaction of alkyl bromides, thiourea, and 8-bromocaffeine gave 8-alkylmercaptocaffeine products in excellent to quantitative yields. In addition, the impact of parameters on sample reaction is discussed.