Atomfair Chlorodicyclohexylborane C12H22BCl CAS 36140-19-9

Chlorodicyclohexylborane (CAS No. 36140-19-9) is an organoboron compound with the molecular formula C12H22BCl and IUPAC name chloro(dicyclohexyl)borane . This highly specialized reagent is widely utilized in organic synthesis, particularly as a boron source or intermediate in hydroboration reactions. The compound features a boron center bonded to two cyclohexyl groups and one chlorine atom, offering selective reactivity for advanced synthetic applications. It is supplied as a moisture-sensitive solid or solution, requiring storage under inert atmosphere (argon or nitrogen) at recommended temperatures to maintain stability. Researchers value this compound for its role in asymmetric synthesis, cross-coupling reactions, and as a precursor for…

Description

Chlorodicyclohexylborane (CAS No. 36140-19-9) is an organoboron compound with the molecular formula C12H22BCl and IUPAC name chloro(dicyclohexyl)borane. This highly specialized reagent is widely utilized in organic synthesis, particularly as a boron source or intermediate in hydroboration reactions. The compound features a boron center bonded to two cyclohexyl groups and one chlorine atom, offering selective reactivity for advanced synthetic applications. It is supplied as a moisture-sensitive solid or solution, requiring storage under inert atmosphere (argon or nitrogen) at recommended temperatures to maintain stability. Researchers value this compound for its role in asymmetric synthesis, cross-coupling reactions, and as a precursor for other organoboron derivatives. Purity is typically ≥95% by 1H NMR, with exact specifications available per batch. Suitable for use in glove box or Schlenk line environments by trained chemists.

Properties

  • CAS Number: 36140-19-9
  • Complexity: 142
  • IUPAC Name: chloro(dicyclohexyl)borane
  • InChI: InChI=1S/C12H22BCl/c14-13(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h11-12H,1-10H2
  • InChI Key: PBBOKJIYEZCTEH-UHFFFAOYSA-N
  • Exact Mass: 212.1503086
  • Molecular Formula: C12H22BCl
  • Molecular Weight: 212.57
  • SMILES: B(C1CCCCC1)(C2CCCCC2)Cl
  • Monoisotopic Mass: 212.1503086
  • Synonyms: Chlorodicyclohexylborane, 36140-19-9, DTXSID90403001, DTXCID50353856, 609-212-3, chloro(dicyclohexyl)borane, Dicyclohexylchloroborane, chlorodicyclohexyl borane, Dicyclohexyl-chloroborane, Chlorodicyclohexylborane, 98%, SCHEMBL476478, AKOS015915908, DB-243251

Application

Chlorodicyclohexylborane serves as a versatile reagent in organometallic chemistry, particularly for the synthesis of boron-containing compounds. It finds application in asymmetric hydroboration reactions to create chiral organoboranes for pharmaceutical intermediates. The compound is also employed in polymer chemistry as a catalyst modifier and in materials science for surface functionalization. Researchers utilize it to prepare dicyclohexylborane derivatives for use in radical chemistry and as reducing agents.

Safety and Hazards

GHS Hazard Statements

  • H225 (97.4%): Highly Flammable liquid and vapor [Danger Flammable liquids]
  • H250 (100%): Catches fire spontaneously if exposed to air [Danger Pyrophoric liquids]
  • H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

Precautionary Statements

  • P210, P222, P231, P233, P240, P241, P242, P243, P260, P264, P280, P301+P330+P331, P302+P335+P334, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P321, P363, P370+P378, P403+P235, P405, and P501

Hazard Classes and Categories

  • Flam. Liq. 2 (97.4%)
  • Pyr. Liq. 1 (100%)
  • Skin Corr. 1B (100%)

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