R-Alpine-Borane;B-Isopinocampheyl-9-borabicyclo[3.3.1]nonane

Base Information

• Chemical Name: R-Alpine-Borane;B-Isopinocampheyl-9-borabicyclo[3.3.1]nonane
• CAS No.: 64106-79-2
• Molecular Formula: C₁₈H₃₁B
• Molecular Weight: 258.255
• European Community (EC) Number: 629-388-5
• DSSTox Substance ID: DTXSID50432857
• Nikkaji Number: J660.792F
• Wikipedia: Alpine_borane
• Wikidata: Q76414799
• Mol file: 64106-79-2.mol

Synonyms:73624-47-2;R-Alpine-Borane;B-Isopinocampheyl-9-borabicyclo[3.3.1]nonane;9-[(1R,2S,3R,5R)-2,6,6-trimethyl-3-bicyclo[3.1.1]heptanyl]-9-borabicyclo[3.3.1]nonane;Alpine borane;R-alpine borane;(r)-alpine-borane;R-Alpine-Borane(R), 97%;DTXSID50432857;VCDGSBJCRYTLNU-CJGYBVCLSA-N;YCA62447;9-[(1S,2S,3R,5S)-2,6,6-Trimethylbicyclo[3.1.1]hept-3-yl]-9-borabicyclo[3.3.1]nonane

Chemical Property of R-Alpine-Borane;B-Isopinocampheyl-9-borabicyclo[3.3.1]nonane

Chemical Property:

• Boiling Point: 336.3±9.0 °C(Predicted)
• Density: 0.93±0.1 g/cm3(Predicted)
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 258.2518812
• Heavy Atom Count: 19
• Complexity: 339

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: B1(C2CCCC1CCC2)C3CC4CC(C3C)C4(C)C
• Isomeric SMILES: B1(C2CCCC1CCC2)[C@@H]3C[C@@H]4C[C@H]([C@H]3C)C4(C)C

Technology Process of R-Alpine-Borane;B-Isopinocampheyl-9-borabicyclo[3.3.1]nonane

There total 5 articles about R-Alpine-Borane;B-Isopinocampheyl-9-borabicyclo[3.3.1]nonane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

(+)-α-pinene (7785-70-8,25766-18-1) → (R)-alpine borane (73624-47-2,76695-88-0,100347-98-6,64106-79-2)

Guidance literature:

In tetrahydrofuran; at 24 ℃; for 24h; Product distribution; other time; hydroboration of 2-organylapopinenes with 9-borabicyclo<3.3.1>nonane; effect of steric factors of alkyl substituent on the rate of hydroboration; conversion;

DOI:10.1021/jo9617169

Reference yield:

(cyclopentadienyl)Fe(CO)2COPh + HB(C8H14)(C10H17)(1-) + lithium triethylborohydride (22560-16-3) → (R)-alpine borane (73624-47-2,76695-88-0,100347-98-6,64106-79-2)

Guidance literature:

In not given; byproducts: 1-phenylethanol; treatment of metal carbonyl with borohydride, then addn. of acetophenone, 2 h at -78°C, IR- and NMR-monitoring; quenching with water;

DOI:10.1016/S0020-1693(00)88992-6

Reference yield:

(CO)5MnC(O)CH2OCH3 + HB(C8H14)(C10H17)(1-) + lithium triethylborohydride (22560-16-3) → (R)-alpine borane (73624-47-2,76695-88-0,100347-98-6,64106-79-2)

Guidance literature:

In not given; byproducts: 1-phenylethanol; treatment of metal carbonyl with borohydride, then addn. of acetophenone, 2 h at -78°C, IR- and NMR-monitoring; quenching with water;

DOI:10.1016/S0020-1693(00)88992-6

upstream raw materials:

(+)-α-pinene

lithium triethylborohydride

dimanganese decacarbonyl

Refernces