75067-06-0

Basic information

• Product Name: CHLOROTHEXYLBORANE-METHYL SULFIDE COMPLEX)
• Synonyms: CHLOROTHEXYLBORANE-METHYL SULFIDE COMPLEX)
• CAS NO: 75067-06-0
• Molecular Formula: C₂H₆S*C₆H₁₄BCl
• Molecular Weight: 195.58
• Mol File: 75067-06-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: CHLOROTHEXYLBORANE-METHYL SULFIDE COMPLEX)(CAS DataBase Reference)
• NIST Chemistry Reference: CHLOROTHEXYLBORANE-METHYL SULFIDE COMPLEX)(75067-06-0)
• EPA Substance Registry System: CHLOROTHEXYLBORANE-METHYL SULFIDE COMPLEX)(75067-06-0)

Safety Data

• RIDADR: 3265
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 75067-06-0(Hazardous Substances Data)

Upstream product

• 563-79-1 2,3-Dimethyl-2-butene 
• 75-18-3 dimethylsulfide 
• 36594-41-9 BH₂Cl*Et₂O 
• 63348-81-2 monochloroborane dimethyl sulfide complex 

Downstream Products

• 111-87-5 octanol 
• 4128-31-8 rac-octan-2-ol 
• 594-60-5 2,3-dimethylbutan-2-ol 
• 79200-91-2 (CH₃)2CHC(CH₃)2BCl₂(S(CH₃)2) 
• 79200-86-5 (CH₃)2CHC(CH₃)2BHCl(O(C₂H₅)2) 
• 5523-19-3 boron trichloride - methyl sulfide complex 
• 37099-64-2 [(1,1,2-trimethylpropyl)borane]2 

Relevant articles and documents

Synthesis and characterization of new 19-vertex macropolyhedral boron hydrides

The new boron hydride anions 10-R-B19H19- (R = H, Thx) were synthesized by the reaction of M2[B18H20] (M = Na, K) with HBRCl·SMe2 (R = H, Thx) or HBCl2·SMe2 in diethyl ether. The anions are comprised of edge-sharing, nido 10- and 11-vertex cluster fragments, and are characterized by their 11B, 11B{1H}, and 11B-11B COSY NMR spectra. The salt [(Ph3P)2N][B19H20]·0.5THF crystallized in the triclinic space group P1(a = 12.6344-(2) A, b = 13.5978(2) A, c = 14.1401(2) A; α = 77.402(2)°, β = 81.351(2)°, γ = 73.253(2)°). Possible synthetic pathways are discussed. The dianion B19H192- is formed by deprotonation of B19H20- with Proton Sponge (1,8-bis(dimethylamino)naphthalene) in THF, and is identified on the basis of its 11B, 11B{1H}, and 11B-11B COSY NMR spectra.

Organoboranes. 26. 11B NMR investigation of reactions of 2,3-dimethyl-2-butene with monochloroborane complexes. Preparation and hydroboration characteristics of thexylchloroborane reagents

Under selected conditions, the hydroboration of 2,3-dimethyl-2-butene with 1 equiv of monochloroborane proceeds cleanly to give the monohydroboration product, thexylchloroborane (ThxBHCl). This reaction was examined with several monochloroborane complexes, including BH2C1·THF, BH2Cl·OEt2, and BH2Cl·SMe2. The resulting thexylchloroboranes were fully characterized by IR and 11B NMR spectroscopy. Monomeric ThxBHCl·THF was obtained cleanly from BH2C1middot;THF. Similarly, monomeric ThxBHCl·SMe2 was obtained cleanly from BH2Cl·SMe2. On the other hand, the product resulting from hydroboration of 2,3-dimethyl-2-butene with BH2Cl·OEt2 was demonstrated to be a complex, equilibrating mixture of thexylborane (dimeric), thexylchloroborane, and thexyldichloroborane. The hydroboration properties of each of these reagents were also examined. Hydroboration of terminal alkenes with the ThxBHCl·THF and ThxBHCl/Et2O reagents led to complex mixtures containing trialkylborane, dialkylchloroborane, and alkyldichloroborane species. However, hydroboration of terminal alkenes with ThxBHCl·SMe2 in CH2Cl2 proceeded cleanly to the desired dialkylchloroborane product. Subsequent oxidation produced the desired primary alcohols in nearly quantitative yields with high regioselectivity.