9-Mercapto-o-carborane

Base Information

• Chemical Name: 9-Mercapto-o-carborane
• CAS No.: 64493-43-2
• Molecular Formula: C2H12 B10 S
• Molecular Weight: 176.293
• Mol file: 64493-43-2.mol

Synonyms:9-Mercapto-o-carborane;o-Carboran-9-ylthiol; o-Carborane-9-thiol

Chemical Property of 9-Mercapto-o-carborane

Chemical Property:

• PSA: 38.80000
• LogP: -3.26490

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 9-Mercapto-o-carborane

There total 4 articles about 9-Mercapto-o-carborane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

9-(triisopropylsilylmercapto)-1,2-dicarba-closo-dodecaborane (1440512-49-1) → ortho-9-mercapto-dicarba-closo-dodecaborane (64493-43-2)

Guidance literature:

With hydrogenchloride; In methanol; chloroform; water; at 40 ℃; for 48h;

DOI:10.1002/ejic.201201518

Reference yield: 80.0%

bis(9-o-carboranyl)disulfide (69289-36-7) → ortho-9-mercapto-dicarba-closo-dodecaborane (64493-43-2)

Guidance literature:

With zinc; In hydrogenchloride; acetic acid; to the disulfide in a mixture of CH3COOH and HCl(1:1) was carefully added excess Zn powder, mixture refluxed for 0.5 - 2 h; poured into water, extn. with ether, org. layer waashed with water, thiol extd. with 10% KOH; alkaline soln. acidified with HCl and treated with ether, solvent removed, crystn. from hexane;

Reference yield: 50.0%

sulfur (10544-50-0) + H2C2B10H9TlCl2 (72034-00-5) → ortho-9-mercapto-dicarba-closo-dodecaborane (64493-43-2)

Guidance literature:

With lithium aluminium tetrahydride; In N,N-dimethyl-formamide; S8 added to B-compound in DMF, stirred for 6 h under reflux, poured into water, extracted (ether-benzene), org. layer dried, solvent distilled off, dissolved (THF), added dropwise to LiAlH4 in THF, stirred for 2 h at 20°C, heated for 8 h; decomposed with MeOH and water, poured into water, extracted (benzene),org. extract dried, benzene removed;

DOI:10.1007/BF00954308

upstream raw materials:

sulfur

H₂C₂B₁₀H₉TlCl₂

bis(9-o-carboranyl)disulfide

9-(triisopropylsilylmercapto)-1,2-dicarba-closo-dodecaborane

Downstream raw materials:

CH₃P(OC₆H₄NO₂)(O)SB₁₀C₂H₁₁