Borinane

Base Information

• Chemical Name: Borinane
• CAS No.: 289-53-2
• Molecular Formula: C5H11B
• Molecular Weight: 81.9533
• DSSTox Substance ID: DTXSID70511830
• Wikidata: Q82370812
• Mol file: 289-53-2.mol

Synonyms:Borinane;Borinan-1-yl;289-53-2;DTXSID70511830

Chemical Property of Borinane

Chemical Property:

• Melting Point: 52-55 °C
• Boiling Point: 103.3±23.0 °C(Predicted)
• PSA: 0.00000
• LogP: 1.71110
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 81.0875555
• Heavy Atom Count: 6
• Complexity: 30.9

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [B]1CCCCC1

Technology Process of Borinane

There total 6 articles about Borinane 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: 90.0%

1,4-Pentadiene (591-93-5) + dimethyl sulfide borane (13292-87-0) → borinane dimer (289-53-2)

Guidance literature:

With 9-bora-bicyclo[3.3.1]nonane; In hexane; under N2, 1,4-pentadiene added to soln. of 9-BBN in n-hexane cooled in ice bath, warmed to room temp., after 3-6 h 9.8 M BH3*SMe2 added, reacted at room temp. for 18-24 h; evapd. in vac. (1 mm Hg), distd. at 0.01 mm Hg;

DOI:10.1016/0022-328X(83)85036-0

Reference yield: 84.0%

borinane-N,N,N',N'-tetramethylethylenediamine (2/1) (79069-88-8) + trifluoroborane diethyl ether (109-63-7) → borinane dimer (289-53-2) + (N,N,N',N'-tetramethylethylenediamine)(BF3)2 (67813-45-0)

Guidance literature:

In diethyl ether; under N2, soln. of educt in ether treated with BF3*OEt2, reacted for 5 min; cooled to 0°C, upper layer decanted, hexane added, stirred, allowed to settle, hexane layer decanted, evapd.;

DOI:10.1016/0022-328X(83)85036-0

Reference yield:

1,4-Pentadiene (591-93-5) → borinane dimer (289-53-2)

Guidance literature:

With diborane; In tetrahydrofuran;

DOI:10.1021/ja00776a028

upstream raw materials:

1,4-Pentadiene

dimethyl sulfide borane

borinane-triethylamine

borinane-N,N,N',N'-tetramethylethylenediamine (2/1)

Downstream raw materials:

borinane-triethylamine

borinane-N,N,N',N'-tetramethylethylenediamine (2/1)

borinane-1,4-diazabicyclo[2.2.2]octane (2/1)

1-t-Hexylcyclohexanol

Refernces

• 1、 Brown, Herbert C.,Pai, Ganesh G.. "ORGANOBORANES. XXVIII. CONVENIENT PROCEDURES FOR THE SYNTHESIS OF BORINANE". . p. 13 - 22. Retrieved 2007/10/02.