Diisopinocampheylborane

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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

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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

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC

Product number: D455350
Product name: Diisopinocampheylborane(TechnicalGrade)
Packaging: 500mg
Price: $150
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FD75262
Product name: Diisopinocampheylborane
Packaging: 500mg
Price: $500
Updated: 2021/12/16

Medical Isotopes, Inc.

Product number: 57290
Product name: Diisopinocampheylborane
Packaging: 250mg
Price: $650
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FD75262
Product name: Diisopinocampheylborane
Packaging: 1g
Price: $700
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: BOR0002244
Product name: DIISOPINOCAMPHEYLBORANE
Purity: 95.00%
Packaging: 5G
Price: $909.56
Updated: 2021/12/16

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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

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View Lastest Price from Diisopinocampheylborane manufacturers

Career Henan Chemical Co

Product: Diisopinocampheylborane 21947-87-5
Price: US $1.00/KG
Min. Order: 1g
Purity: 98%
Supply Ability: 200kgs
Release date: 2020-01-09

21947-87-5, DiisopinocampheylboraneRelated Search:

(-)-Diisopinocampheyl chloroborane 6-Chloroisatin Methoxydiethylborane (+)-Diisopinocampheyl chloroborane Borane-tetrahydrofuran complex Pentaborane Diborane ALPHA-PINENE (1R)-(+)-ALPHA-PINENE Diisopinocampheylborane

Bis[(1S,2R,3S,5S)-2,6,6-trimethylbicyclo[3.1.1]hept-3-yl]borane

Borane,bis[(1S,2R,3S,5S)-2,6,6-triMethylbicyclo[3.1.1]hept-3-yl]-

Bis((1S,2R,3S,5S)-2,6,6-trimethylbicyclo[3.1.1]heptan-3-yl)borane

(+)-Diisopinocampheylborane

Diisopinocampheylborane

Diisopinocampheylborane (Technical Grade)

21947-87-5

C20H35B