64493-43-2

Basic information

• Product Name: 9-Mercapto-o-carborane
• Synonyms: 9-Mercapto-o-carborane
• CAS NO: 64493-43-2
• Molecular Formula: C₂H₁₂B₁₀S
• Molecular Weight: 165.19
• Mol File: 64493-43-2.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 9-Mercapto-o-carborane(CAS DataBase Reference)
• NIST Chemistry Reference: 9-Mercapto-o-carborane(64493-43-2)
• EPA Substance Registry System: 9-Mercapto-o-carborane(64493-43-2)

Safety Data

• Hazardous Substances Data: 64493-43-2(Hazardous Substances Data)

Upstream product

• 10544-50-0 sulfur 
• 72034-00-5 H₂C₂B₁₀H₉TlCl₂ 
• 69289-36-7 bis(9-o-carboranyl)disulfide 
• 1440512-49-1 9-(triisopropylsilylmercapto)-1,2-dicarba-closo-dodecaborane 
• 17526-07-7 1-thiol-1,2-dicarba-closo-dodecaborane 

Downstream Products

• 104887-04-9 CH₃P(OC₆H₄NO₂)(O)SB₁₀C₂H₁₁ 

Relevant articles and documents

B-mercaptocarboranes: A new synthetic route

A novel route for synthesis of B-mercaptocarboranes is described. The reaction proceeds through Pd-catalyzed iodine exchange with the sulfur nucleophile TIPS-SH in mono- and diiodinated ortho-, meta-, and para-carboranes. Self-assembled monolayers of selected B-mercaptocarboranes on a gold surface were analyzed by X-ray photoelectron spectroscopy and their water contact angles were assessed. Copyright

Thermal isomerizations of monothiolated carboranes (HS)C2B10H11 and the solid-state investigation of 9-(HS)-1,2-C2B10H11 and 9-(HS)-1,7-C2B10H11

At 300-500 °C, three C-thiolated closo-dicarbadodecaborane isomers 1-(HS)-1,2-C2B10H11 (1-o), 1-(HS)-1,7-C2B10H11 (1-m), and 1-(HS)-1,12-C2B10H11 (1-p), and two B-thiolated isomers 9-(HS)-1,7-C2B10H11 (9-m) and 9-(HS)-1,2-C2B10H11 (9-o) show two types of reaction: first, removal of an SH group from the closo-dicarbadodecaborane skeleton, and second, skeletal isomerizations from ortho to meta to para that lead to new isomers. A previously unreported SH skip from carbon-to-boron is also observed. The effect of the thiol group on the skeletal rearrangement is discussed. The isomerisation products are assigned on the basis of correlation of their computationally obtained dipole moments with their gas-chromatographic retention times. Computational results on molecular energies for the mono-thiolated species show good agreement between the calculated relative stabilities and the incidence and relative quantities of the isomerization products. Two of the starting B-thiolated isomers, 9-o and 9-m, were characterized using single-crystal X-ray diffraction analyses and their crystallographic packings as well as some selected structural parameters are discussed. All starting compounds were characterized using multinuclear NMR spectroscopy.

A NEW SIMPLE METHOD FOR THE PRODUCTION AND SOME CONVERSIONS OF B-S BOND-CONTAINING o- AND m-CARBORANYL

A new method of synthesis of o- and m-carboranyl-B-thiols and o- and m-carboranyl-B,B'-dithiols via the electrophilic sulfuration of o-, m-carboranes with S2Cl2 in the presence of AlCl3 is described.The reaction of o-carborane with excess S2Cl2 in the presence of AlCl3 gives B,B',B'',B'''-tetrathiol-o-carborane.Various chemical conversions of carborane sulfur derivatives are studied.A description is made of carbonyl derivatives of di-, tetra- and hexavalent sulfur, such as sulfenyl chlorides, thiocyanates, disulfides, alkyl- and aryl sulfides, aryl sulfones and aryl sulfoxides. 9-m-Carboranylsulfinic acid was found to readily disproportionate to thiosulfonate and sulfonic acid.The chemical behaviour of o- and m-carboranyl sulfur derivatives in which the sulfur is ?-bound to the six-coordinated boron atom was also found to be similar to that of organic sulfur derivatives.