3,7-Diazabicyclo[3.3.1]nonane

Base Information

• Chemical Name: 3,7-Diazabicyclo[3.3.1]nonane
• CAS No.: 280-74-0
• Molecular Formula: C7H14N2
• Molecular Weight: 126.202
• Hs Code.: 2933990090
• UNII: CH6VDH22TL
• DSSTox Substance ID: DTXSID90182283
• Nikkaji Number: J1.502.563H,J11.397B
• Wikipedia: Bispidine
• Wikidata: Q866620
• ChEMBL ID: CHEMBL3094064
• Mol file: 280-74-0.mol

Synonyms:3,7-diazabicyclo(3.3.1)nonane

Chemical Property of 3,7-Diazabicyclo[3.3.1]nonane

Chemical Property:

• Vapor Pressure: 0.14mmHg at 25°C
• Melting Point: 234-236 °C
• Refractive Index: 1.469
• Boiling Point: 216.4 °C at 760 mmHg
• PKA: 11.05±0.20(Predicted)
• Flash Point: 107.1 °C
• PSA: 24.06000
• Density: 0.95 g/cm³
• LogP: 0.47290
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 126.115698455
• Heavy Atom Count: 9
• Complexity: 83.1

Purity/Quality:

99% ^*data from raw suppliers

3,7-DIAZABICYCLO[3.3.1]NONANE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2CNCC1CNC2

Technology Process of 3,7-Diazabicyclo[3.3.1]nonane

There total 15 articles about 3,7-Diazabicyclo[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: 99.0%

3,7-Bis(carbethoxy)-3,7-diazabicyclo[3.3.1]nonane (341484-51-3) → 3,7-diazabicyclo{3.3.1}nonane (280-74-0)

Guidance literature:

3,7-Bis(carbethoxy)-3,7-diazabicyclo[3.3.1]nonane; With potassium hydroxide; In ethanol; for 12h; Heating;

for 20h; Heating;

DOI:10.1055/s-2001-11427

Reference yield: 98.0%

tert-Butyl 3,7-diazabicyclo[3.3.1]nonane-3-carboxylate (227940-72-9) → 3,7-diazabicyclo{3.3.1}nonane (280-74-0)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/j.tetlet.2011.11.112

Reference yield: 86.0%

N,N'-dibenzyl-3,7-diazabicyclo[3.3.1]nonane (59009-71-1) → 3,7-diazabicyclo{3.3.1}nonane (280-74-0)

Guidance literature:

With hydrogen; acetic acid; palladium on activated charcoal; In methanol; for 18h;

DOI:10.1002/(SICI)1099-0690(200002)2000:3<391::AID-EJOC391>3.0.CO;2-R

upstream raw materials:

pyridine-3,5-dicarbonitrile

N,N'-dibenzyl-3,7-diazabicyclo[3.3.1]nonane

3,7-Bis(carbethoxy)-3,7-diazabicyclo[3.3.1]nonane

3,7-diallyl-3,7-diazabicyclo[3.3.1]-nonane

Downstream raw materials:

2-phenyl-1,3-diaza-2-phospha-adamantane

C₄₃H₆₂N₆O₈

C₂₇H₃₂N₄O₆

C₃₅H₄₈N₄O₆

Refernces

• 1、 Ruenitz,Smissman. "Use of the Mannich reaction in the synthesis of bispidine". . p. 1111 - 1173. Retrieved 1976.
• 2、 Cui, Huiling,Goddard, Richard,Poerschke, Klaus-Richard. "Synthesis and coordination chemistry of N,N-diallylbispidine". . p. 6241 - 6252. Retrieved 2011.
• 3、 Haridas,Sadanandan, Sandhya,Sharma, Yogesh K.,Chinthalapalli, Srinivas,Shandilya, Ashutosh. "Bispidine as a secondary structure nucleator in peptides". supporting information; experimental part. p. 623 - 626. Retrieved 2012/03/07.