Borane dimethyl sulfide complex - 9.8M in Dimethylthioamidine , CAS No.13292-87-0

CAS: 13292-87-0 Cat. No.: B431899 Formula: (CH₃)₂S·BH₃ Molecular Weight: 75.97 Beilstein Registry Number: 3663489 EC Number: 236-313-6

GRADE & PURITY 9.8M in Dimethylthioamidine

Synonyms

MCQRPQCQMGVWIQ-UHFFFAOYSA-N | Dimethyl sulphide borane | Dimethyl sulfide borane | borane methylsulphide | boron dimethyl sulfide | FT-0652013 | Borane dimethyl sulfide complex 2.0 M in THF | UNII-93TWS7F2GX | (Dimethyl sulfide)trihydroboron | (Methylthio

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

Borane dimethyl sulfide complex (BMS) is a commonly used reagent and a mediator for hydroboration reaction for the preparation of organoborane compounds, which are utilized as key intermediates in organic synthesis. BMS is also employed as a reducing agent for the reduction of various functional groups such as aldehydes, ketones, epoxides, esters, and carboxylic acids to corresponding alcohols.

Application

Borane-dimethyl sulfide (BH 3 Me 2 S) 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 C 3 -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.

Other Notes

10.0-10.2 M as BH 3 . May contain excess methyl sulfide.

Specifications

Synonyms

MCQRPQCQMGVWIQ-UHFFFAOYSA-N | Dimethyl sulphide borane | Dimethyl sulfide borane | borane methylsulphide | boron dimethyl sulfide | FT-0652013 | Borane dimethyl sulfide complex 2.0 M in THF | UNII-93TWS7F2GX | (Dimethyl sulfide)trihydroboron | (Methylthio

Specifications & Purity

9.8M in Dimethylthioamidine

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Names and Identifiers

Canonical Smiles

[B].CSC

InChIKey

MCQRPQCQMGVWIQ-UHFFFAOYSA-N

INCHI

1S/C2H6S.B/c1-3-2;/h1-2H3;

Isomeric SMILES

[B].CSC

WGK Germany

3

Molecular Weight

75.97

Beilstein

3663489

Reaxy-Rn

14759666

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=14759666&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic salts
    • Class Organic metal salts
      • Subclass Organic metalloid salts

• Kingdom: Organic compounds
• Superclass: Organic salts
• Class: Organic metal salts
• Subclass: Organic metalloid salts
• Intermediate Tree Nodes: Not available
• Direct Parent: Organic metalloid salts
• Alternative Parents: Sulfenyl compounds Dialkylthioethers Hydrocarbon derivatives
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Organic metalloid salt - Dialkylthioether - Sulfenyl compound - Thioether - Hydrocarbon derivative - Organosulfur compound - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as organic metalloid salts. These are organic salt compounds containing a metalloid atom in its ionic form.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Flash Point(°F): -31 °F
• Flash Point(°C): -35 °C
• Molecular Weight: 72.950 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 73.0283 Da
• Monoisotopic Mass: 73.0283 Da
• Topological Polar Surface Area: 25.300 Ų
• Heavy Atom Count: 4
• Formal Charge: 0
• Complexity: 2.800
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3