Dicyclohexylborane Chemical Properties

Melting point:

103-105 °C

Boiling point:

263.7±23.0 °C(Predicted)

solubility 

Soluble in THF, diethyl ether, dichloromethane, and pentane.

Safety Information

Hazard Codes 

F,C

Risk Statements 

17-34

Safety Statements 

16-23-26-36/37/39-45

Dicyclohexylborane Usage And Synthesis

Uses

Dicyclohexylborane is a reducing reagent such as in the synthesis of chlorosulfolipid products such as deschloromytilipin A.

Synthesis Reference(s)

Journal of the American Chemical Society, 95, p. 6876, 1973 DOI: 10.1021/ja00801a081

Reactivity Profile

Dicyclohexylborane is a reagent for the reduction of ketones and α,β-unsaturated ketones; it is used for the hydroboration of alkynes, alkenes, and allenes.

Synthesis

Dicyclohexylborane is a stable white solid available via the hydroboration of cyclohexene with either Borane-Tetrahydrofuran or Borane-Dimethyl Sulfide. Recently, dicyclohexylborane has been prepared via the hydroboration of cyclohexene with borane-1,4-thioxane.

Precautions

Dicyclohexylborane must be used immediately upon generation or stored as a solid under dry nitrogen. Use in a fume hood.