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

Base Information

• Chemical Name: Bis((1R,2S,3R,5R)-2,6,6-trimethylbicyclo[3.1.1]heptan-3-yl)borane
• CAS No.: 21932-54-7
• Molecular Formula: C20H35B
• Molecular Weight: 286.309
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID10451029
• Wikipedia: Diisopinocampheylborane
• Wikidata: Q72467344
• Mol file: 21932-54-7.mol

Synonyms:21932-54-7;Bis((1R,2S,3R,5R)-2,6,6-trimethylbicyclo[3.1.1]heptan-3-yl)borane;Ipc2BH;Diisopinocampheylborane;(-)-Diisopinocampheylborane;Bis((1S,2R,3S,5S)-2,6,6-trimethylbicyclo[3.1.1]heptan-3-yl)borane;DTXSID10451029;MPQAQJSAYDDROO-VMAIWCPRSA-N;21947-87-5;AKOS016010574;Bis[(1R,2S,3R,5R)-2,6,6-trimethylbicyclo[3.1.1]heptan-3-yl]boranyl

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

Chemical Property:

• Boiling Point: 351.5±25.0 °C(Predicted)
• PSA: 0.00000
• LogP: 5.40410
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 285.2753563
• Heavy Atom Count: 21
• Complexity: 397

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [B](C1CC2CC(C1C)C2(C)C)C3CC4CC(C3C)C4(C)C
• Isomeric SMILES: [B]([C@@H]1C[C@@H]2C[C@H]([C@H]1C)C2(C)C)[C@@H]3C[C@@H]4C[C@H]([C@H]3C)C4(C)C
• Uses: (-)-Diisopinocampheylborane is a hydroborane with many applications in organic synthesis of nicotine analogs, (-)-Invictolide, (+)-strictifolione and other organic compounds.

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

There total 3 articles about Bis((1R,2S,3R,5R)-2,6,6-trimethylbicyclo[3.1.1]heptan-3-yl)borane 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:

→ Di-isopinocampheynl-boran (1091-56-1,21932-54-7,21947-87-5,24041-59-6,33074-83-8,57456-97-0,74281-71-3)

Guidance literature:

α-Pinen <α²⁰(D): -47.8grad> 1)NaH 2)BF3, 4h, 0-5grad;

DOI:10.1021/ja00881a026

Reference yield:

→ Diisopinocampheylboran (1091-56-1,21932-54-7,21947-87-5,24041-59-6,33074-83-8,57456-97-0,74281-71-3)

Guidance literature:

Camphen, entspr. Dimethylsulfid-Boran-Addukt;

DOI:10.1021/jo00416a042

Reference yield:

→ Diisopinocamphenylborane (1091-56-1,21932-54-7,21947-87-5,24041-59-6,33074-83-8,57456-97-0,74281-71-3)

Guidance literature:

Aus α-Pinen, BH3;

Downstream raw materials:

(-)-isopinocampheol

(+)-α-pinene

(-)-B-methoxydiisopinocampheylborane

(-)-diisopinocamphenylborane chloride