2-[(9-Borabicyclo[3.3.1]nonan-9-yl)oxy]ethan-1-amine

Base Information

• Chemical Name: 2-[(9-Borabicyclo[3.3.1]nonan-9-yl)oxy]ethan-1-amine
• CAS No.: 61967-22-4
• Molecular Formula: C₁₀H₂₀BNO
• Molecular Weight: 181.086
• DSSTox Substance ID: DTXSID30438857
• Wikidata: Q82254695
• Mol file: 61967-22-4.mol

Synonyms:61967-22-4;SCHEMBL14198508;DTXSID30438857;2-[(9-Borabicyclo[3.3.1]nonan-9-yl)oxy]ethan-1-amine

Chemical Property of 2-[(9-Borabicyclo[3.3.1]nonan-9-yl)oxy]ethan-1-amine

Chemical Property:

• PSA: 35.25000
• LogP: 2.76170
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 181.1637944
• Heavy Atom Count: 13
• Complexity: 143

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(C2CCCC1CCC2)OCCN

Technology Process of 2-[(9-Borabicyclo[3.3.1]nonan-9-yl)oxy]ethan-1-amine

There total 3 articles about 2-[(9-Borabicyclo[3.3.1]nonan-9-yl)oxy]ethan-1-amine 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: 73.0%

9-(3,3-pentamethyleneallyl)-9-borabicyclo<3.3.1>nonane (111180-63-3) + ethanolamine (141-43-5) + 1-ethoxyacetylene (927-80-0) → 9-(2-aminoethoxy)-9-borabicyclo{3.3.1}nonane (61967-22-4) + 1-vinyl-1-(1-ethoxyvinyl)cyclohexane (111180-64-4)

Guidance literature:

In pentane; under Ar, addn. of soln. of acetylene to soln. of borane, 0-10°C, warming to 20°C, stirring, 0.5 h, addn. of ethanolamine; filtering off aminoethoxyborane, washing with pentane, evapn. of solvent, distn. in vac.; elem. anal.;

DOI:10.1007/BF00953631

Reference yield: 68.0%

9-(3,3-pentamethyleneallyl)-9-borabicyclo<3.3.1>nonane (111180-63-3) + ethanolamine (141-43-5) + cyclopentanone (120-92-3) → 9-(2-aminoethoxy)-9-borabicyclo{3.3.1}nonane (61967-22-4) + 1-vinyl-1-(1-hydroxycyclopent-1-yl)cyclohexane (111180-66-6)

Guidance literature:

In pentane; under Ar, addn. of soln. of ketone to soln. of borane, 0-10°C, warming to 20°C, stirring, 1 h, addn. of ethanolamine; filtering off aminoethoxyborane, washing with pentane, distn.; elem. anal.;

DOI:10.1007/BF00953631

Reference yield: 65.0%

9-(3,3-tetramethyleneallyl)-9-borabicyclo<3.3.1>nonane (111180-68-8) + ethanolamine (141-43-5) + cyclopentanone (120-92-3) → 9-(2-aminoethoxy)-9-borabicyclo{3.3.1}nonane (61967-22-4) + 1-vinyl-1-(1-hydroxycyclopent-1-yl)cyclopentane (122775-29-5)

Guidance literature:

In pentane; under Ar, addn. of soln. of ketone to soln. of borane, 0-10°C, warming to 20°C, stirring, 1 h, addn. of ethanolamine; filtering off aminoethoxyborane, washing with pentane, distn.; elem. anal.;

DOI:10.1007/BF00953631

upstream raw materials:

9-(3,3-pentamethyleneallyl)-9-borabicyclo<3.3.1>nonane

ethanolamine

1-ethoxyacetylene

cyclopentanone