Diisopinocampheylborane
- Product Name
- Diisopinocampheylborane
- CAS No.
- 21947-87-5
- Chemical Name
- Diisopinocampheylborane
- Synonyms
- Bis[(1S,2R,3S,5S)-2,6,6-trimethylbicyclo[3.1.1]hept-3-yl]borane;Diisopinocampheylborane;(+)-Diisopinocampheylborane;Diisopinocampheylborane (Technical Grade);Bis((1S,2R,3S,5S)-2,6,6-trimethylbicyclo[3.1.1]heptan-3-yl)borane;Borane,bis[(1S,2R,3S,5S)-2,6,6-triMethylbicyclo[3.1.1]hept-3-yl]-
- CBNumber
- CB51470926
- Molecular Formula
- C20H35B
- Formula Weight
- 286.3
- MOL File
- 21947-87-5.mol
Diisopinocampheylborane Property
- Boiling point:
- 351.5±25.0 °C(Predicted)
- storage temp.
- Hygroscopic, Refrigerator, under inert atmosphere
- solubility
- Dichloromethane (Slightly), THF (Slightly)
- form
- Solid
- color
- White Sticky to Off-White
- Stability:
- Extremely Moisture Sensitive
N-Bromosuccinimide Price
- Product number
- D455350
- Product name
- Diisopinocampheylborane(TechnicalGrade)
- Packaging
- 500mg
- Price
- $150
- Updated
- 2021/12/16
- Product number
- FD75262
- Product name
- Diisopinocampheylborane
- Packaging
- 500mg
- Price
- $500
- Updated
- 2021/12/16
- Product number
- 57290
- Product name
- Diisopinocampheylborane
- Packaging
- 250mg
- Price
- $650
- Updated
- 2021/12/16
- Product number
- FD75262
- Product name
- Diisopinocampheylborane
- Packaging
- 1g
- Price
- $700
- Updated
- 2021/12/16
- Product number
- BOR0002244
- Product name
- DIISOPINOCAMPHEYLBORANE
- Purity
- 95.00%
- Packaging
- 5G
- Price
- $909.56
- Updated
- 2021/12/16
Diisopinocampheylborane Chemical Properties,Usage,Production
Chemical Properties
White Sticky Solid
Uses
Diisopinocampheylborane is a hydroborane with many applications in organic synthesis of nicotine analogs, (-)-Invictolide, (+)-strictifolione and other organic compounds.
Application
Diisopinocampheylborane is a chiral hydroboration reagent for asymmetric hydroboration of cis-alkenes to provide access to optically active secondary alcohols. It is a precursor for the preparation of a large number of chiral reagents for asymmetric synthesis.
Synthesis
(+)-diisopinocampheylborane is prepared in high enantiomeric purity and good yield (Table 1) by hydroboration of commercially available (-)-α-pinene (of low enantiomeric purity) with Borane-Dimethyl Sulfide (BMS) complex, carried out by mixing the two reagents to make a solution of known molarity in THF at 0 °C or rt (eq 1); the mixture is left without stirring at 0 °C for ~12 h for the development of crystals (the slow crystallization facilitates the incorporation of the major diastereomer in the crystalline product, leaving the undesired isomer in solution); the supernatant solution is decanted using a double-ended needle; the crystalline lumps are broken and washed with diethyl ether and dried under vacuum (~12 mmHg) at rt.
Precautions
Diisopinocampheylborane is air sensitive, reacting instantaneously with protic solvents to liberate hydrogen; must be handled under an inert atmosphere (N2 or Ar); can be stored at 0 °C under inert atmosphere for several months without loss of hydride activity.
Diisopinocampheylborane Preparation Products And Raw materials
Raw materials
Preparation Products
Diisopinocampheylborane Suppliers
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View Lastest Price from Diisopinocampheylborane manufacturers
- Product
- Diisopinocampheylborane 21947-87-5
- Price
- US $1.00/KG
- Min. Order
- 1g
- Purity
- 98%
- Supply Ability
- 200kgs
- Release date
- 2020-01-09