Trihydro(dimethyl sulfide)boron

Base Information

• Chemical Name: Trihydro(dimethyl sulfide)boron
• CAS No.: 13292-87-0
• Molecular Formula: C2H6S^.BH3
• Molecular Weight: 75.9705
• Hs Code.: 29309090
• UNII: 6AVE9SRR08
• Mol file: 13292-87-0.mol

Synonyms:6AVE9SRR08;TRIHYDRO(DIMETHYL SULFIDE)BORON;BORON, TRIHYDRO(THIOBIS(METHANE))-

Chemical Property of Trihydro(dimethyl sulfide)boron

Chemical Property:

• Appearance/Colour: clear colorless to light yellow solution
• Melting Point: -40 - -37 °C
• Refractive Index: 1.4570
• Boiling Point: ~34°C
• Flash Point: 18 °C
• PSA: 38.80000
• Density: 1.28 g/cm³
• LogP: -0.47240
• Storage Temp.: 2-8°C
• Sensitive.: Air & Moisture Sensitive
• Solubility.: Miscible with ethyl ether, tetrahydrofurane, dichloromethane, be
• Water Solubility.: reacts
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 73.0283265
• Heavy Atom Count: 4
• Complexity: 13.5

Purity/Quality:

99% ^*data from raw suppliers

Borane dimethyl sulfide complex ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F, Xn, F+, Xi
• Hazard Codes: F+,Xn,F,Xi
• Statements: 12-14/15-19-20/22-37/38-41-67-65-63-48/20-38-11-22-14-40-36-21-36/37/38-37
• Safety Statements: 36/37-62-36/39-33-26-23-16-36-24/25-7/8-43-39-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [B-][S+](C)C
• Uses: Borane-dimethyl sulfide complex is used for hydroborations and reductions. Used with a dendrimeric supported L-pyrrolidinol in the asymmetric reduction of indanones and tetralones. CBS-catalyzed asymmetric reduction of ferrocenyl-1,3-diketones to 1,3-diols. Highly enantioselective reduction of ketones catalyzed by C3-symmetric tripodal hydroxyamides. Borane-dimethyl sulfide (BH3 Me2S) can be used as a reagent: For the selective synthesis of 1,3,5-oxygenated compounds from dimethyl 3-oxoglutarate. For the conversion of ozonides to alcohols. In the CBS-catalyzed asymmetric reduction of ferrocenyl-1,3-diketones to 1,3-diols. For enantioselective reduction of ketones to chiral secondary alcohols in the presence of C3-symmetric tripodal hydroxyamide as a ligand. For the hydroboration reduction and other applications. With a dendrimeric supported L-pyrrolidinol in the asymmetric reduction of indanones and tetralones.

Technology Process of Trihydro(dimethyl sulfide)boron

There total 20 articles about Trihydro(dimethyl sulfide)boron 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: 82.0%

tetraborane + dimethylsulfide (75-18-3) → dimethylsulfide triborane(7) + dimethyl sulfide borane (13292-87-0)

Guidance literature:

In dichloromethane; B4H10:S(CH3)2 should kept close to stoich. value; soln. of B4H10 in CH2Cl2 placed in a Pyrex tube equipped with a Teflon valve, S(CH3)2 condensed into the tube at -197°C, warmed to -80°C, shaken; warmed to room temp., fractionated through -20 and -197°C traps under dynamic vac., -20°C trap Y-shaped, equipped with a Teflon valve on each of the upper arms, continuus pumped 5h;

Reference yield:

→ dimethylsulfide borane complex (13292-87-0)

Guidance literature:

B9H13S(CH3)2, Pyrolyse;

Reference yield:

monochloroborane dimethyl sulfide complex (63348-81-2) → dimethylsulfide borane complex (13292-87-0) + dichloroborane-dimethyl sulfide

Guidance literature:

In not given; equimolar mixt. of products not sepd., detd. by (11)B-NMR spectroscopy;

upstream raw materials:

monochloroborane dimethyl sulfide complex

C₈H₁₄BBrS(CH₃)2

boron dimethyl-trifluoro sulphide

hydrogen

Downstream raw materials:

N,N-diethylaniline borane

dimethylsulfide

3-tert-butyl-1-[3-(2-aminoethyl)phenyl]-1H-pyrazol-5-amine

1,1-dimethylethyl {[3-(hydroxymethyl)phenyl]methyl}carbamate

Refernces

Synthesis of new dendrimers - Trimesic acid derivatives

10.1016/j.tetlet.2010.11.016

The research focuses on the efficient synthesis of new dendrimeric polyesters up to the third generation, utilizing 1,3,5-benzenetricarboxylic acid as a building block. These dendrimers, which possess hydroxy or allyl functional groups on their surface, show potential applications in drug delivery. The synthesis was conducted through a divergent approach, starting with readily available 2-(hydroxymethyl)-2-ethylpropan-1,3-diol and 1,3,5-benzenetrimethanol as central cores, with 3,5-bis[(allyloxy)methyl]benzoic acid being an essential unit of the dendrimer. Key chemicals used in the process include 1,3,5-benzenetricarboxylic acid, its trimethyl ester, borane-dimethyl sulfide complex, allyl bromide, and various reagents for coupling and deprotection reactions such as EDCI, DMAP, and Pd/C. The conclusions of the research indicate that the mild conditions of both coupling and deprotection reactions provided highly pure macromolecular material in good overall yields, and the dendrimers obtained are terminated with reactive carbon-carbon double bonds or benzylic hydroxy groups, which could be further functionalized, making them suitable candidates for drug delivery and for grafting various compounds, including biomolecules, onto their surfaces.