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

Base Information

• Chemical Name: 3,7-Dipropyl-3,7-diazabicyclo[3.3.1]nonane
• CAS No.: 909037-18-9
• Molecular Formula: C₁₃H₂₆N₂
• Molecular Weight: 210.363
• Hs Code.: 2933990090
• European Community (EC) Number: 965-412-3
• DSSTox Substance ID: DTXSID60581461
• Nikkaji Number: J2.339.657B
• Wikidata: Q72469464
• Mol file: 909037-18-9.mol

Synonyms:3,7-Dipropyl-3,7-diazabicyclo[3.3.1]nonane;909037-18-9;3,7-Diazabicyclo[3.3.1]nonane, 3,7-dipropyl-;AC-6124;SCHEMBL2325468;DTXSID60581461;BCP23191;MFCD11505895;MFCD18083767;AKOS015839613;AS-65662;SY317242;CS-0099986;F16513;A843670;Q-103539

Chemical Property of 3,7-Dipropyl-3,7-diazabicyclo[3.3.1]nonane

Chemical Property:

• Vapor Pressure: 0.00452mmHg at 25°C
• Refractive Index: 1.478
• Boiling Point: 277.5 °C at 760 mmHg
• PKA: 10.13±0.20(Predicted)
• Flash Point: 111.7 °C
• PSA: 6.48000
• Density: 0.91 g/cm³
• LogP: 1.93590
• Storage Temp.: 2-8°C
• Solubility.: Dichloromethane
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 210.209598838
• Heavy Atom Count: 15
• Complexity: 161

Purity/Quality:

99% ^*data from raw suppliers

N,N-Dipropylbispidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCN1CC2CC(C1)CN(C2)CCC
• Uses: 3,7-Dipropyl-3,7-diazabicyclo[3.3.1]nonane is a useful ligand in organic synthesis.

Technology Process of 3,7-Dipropyl-3,7-diazabicyclo[3.3.1]nonane

There total 4 articles about 3,7-Dipropyl-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: 84.0%

3,7-di-n-propyl-3,7-diazabicyclo[3.3.1]nonan-9-one (926276-14-4) → 3,7-dipropyl-7-aza-3-azoniabicyclo[3.3.1]nonane (909037-18-9)

Guidance literature:

With hydrazine hydrate; potassium hydroxide; In diethylene glycol; at 20 - 180 ℃; Inert atmosphere;

DOI:10.1021/ol901977p

Reference yield: 57.0%

propylamine (107-10-8,42939-71-9) + 1-propyl-4-piperidone (23133-37-1) + formaldehyd (50-00-0,30525-89-4,61233-19-0) → 3,7-dipropyl-7-aza-3-azoniabicyclo[3.3.1]nonane (909037-18-9)

Guidance literature:

propylamine; 1-propyl-4-piperidone; formaldehyd; With acetic acid; In ethanol; at 40 ℃; for 8.5 - 9.5h;

With potassium hydroxide; hydrazine; In water; diethylene glycol; at 85 - 160 ℃; for 3h; Product distribution / selectivity; Dean-Stark trap;

Reference yield:

3,7-dibenzyl-9,9-(1,3-dithiolan-2-yl)-3,7-diazabicyclo[3.3.1]nonane (909037-16-7) + propan-1-ol (71-23-8) → 3,7-dipropyl-7-aza-3-azoniabicyclo[3.3.1]nonane (909037-18-9)

Guidance literature:

With nickel; at 160 ℃; for 1h; under 2250.18 - 13501.1 Torr; microwave irradiation;

DOI:10.1055/s-2006-942394

upstream raw materials:

3,7-dibenzyl-9,9-(1,3-dithiolan-2-yl)-3,7-diazabicyclo[3.3.1]nonane

propan-1-ol

3,7-bis(phenylmethyl)-3,7-diazabicyclo[3.3.1]nonan-9-one

propylamine