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Diisopinocampheylborane

CAS No.
21947-87-5
Chemical Name:
Diisopinocampheylborane
Synonyms
(+)-Diisopinocampheylborane;Bis[(1S,2R,3S,5S)-2,6,6-trimethylbicyclo[3.1.1]hept-3-yl]borane;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
Molecular Weight:
286.3
MDL Number:
MFCD23701661
MOL File:
21947-87-5.mol
MSDS File:
SDS
Last updated:2025-01-10 14:13:30

Diisopinocampheylborane Properties

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

Diisopinocampheylborane price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
aablocks AA00BFC0 Bis[(1S,2R,3S,5S)-2,6,6-trimethylbicyclo[3.1.1]hept-3-yl]borane 95+% 21947-87-5 1g $1175 2026-05-28 Buy
TRC D455350 Diisopinocampheylborane(TechnicalGrade) 21947-87-5 500mg $150 2021-12-16 Buy
Biosynth FD75262 Diisopinocampheylborane 21947-87-5 500mg $500 2021-12-16 Buy
Medical Isotopes, Inc. 57290 Diisopinocampheylborane 21947-87-5 250mg $650 2021-12-16 Buy
Biosynth FD75262 Diisopinocampheylborane 21947-87-5 1g $700 2021-12-16 Buy
Product number Packaging Price Buy
AA00BFC0 1g $1175 Buy
D455350 500mg $150 Buy
FD75262 500mg $500 Buy
57290 250mg $650 Buy
FD75262 1g $700 Buy

Diisopinocampheylborane Chemical Properties, Uses, 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.
Diisopinocampheylborane

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

Global Suppliers ( 67)
Supplier Tel Email Country ProdList Advantage
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Energy Chemical 400-0056266 sales8178@energy-chemical.com China 44850 61
Capot Chemical Co., Ltd +86 (0) 571 85 58 67 18 China 18187 66
Shanghai Scientia Pharmaceutical Technology Co., Ltd. 21-21-54301573 13917723525 sales@scientiapharm.com China 260 62
JinYan Chemicals(ShangHai) Co.,Ltd. 13817811078 sales@jingyan-chemical.com China 9963 60
Jia Xing Isenchem Co.,Ltd 0573-85285100 18627885956 isenchem@163.com China 9389 66
Nanjing Chemlin Chemical Co., Ltd 025-83697070 13770331960 info@chemlin.com.cn China 16306 64
Chemsky(shanghai)International Co.,Ltd. 021-50135380 shchemsky@sina.com China 32273 50
Nanjing Vital Chemical Co., Ltd. Please Send Email 18652950785 chemweiao@163.com China 4368 65
TIANJIN SPRING PHARMA SCIENCE CO., LTD. 0086-22-60330256 China 83 58

View Latest Price from Diisopinocampheylborane manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Diisopinocampheylborane pictures 2020-01-10 Diisopinocampheylborane
21947-87-5
$1.00 1g 98% 200kgs Career Henan Chemical Co
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 (Technical Grade) (+)-Diisopinocampheylborane 21947-87-5 C20H35B