Bicyclo[2.2.1]heptane-2,5-diamine

Base Information

• Chemical Name: Bicyclo[2.2.1]heptane-2,5-diamine
• CAS No.: 171065-84-2
• Molecular Formula: C7H14N2
• Molecular Weight: 126.202
• DSSTox Substance ID: DTXSID50400218
• Nikkaji Number: J1.152.160F
• Mol file: 171065-84-2.mol

Synonyms:bicyclo[2.2.1]heptane-2,5-diamine;171065-84-2;Bicyclo[2.2.1]heptane-2,5-diamine (9CI);Bicyclo[2.2.1]?heptane-?2,?5-?diamine;SCHEMBL2836928;DTXSID50400218;AKOS006339873;EN300-374081

Chemical Property of Bicyclo[2.2.1]heptane-2,5-diamine

Chemical Property:

• PSA: 52.04000
• LogP: 1.47150
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 126.115698455
• Heavy Atom Count: 9
• Complexity: 110

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C2CC(C1CC2N)N

Technology Process of Bicyclo[2.2.1]heptane-2,5-diamine

There total 5 articles about Bicyclo[2.2.1]heptane-2,5-diamine 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:

bicyclo[2.2.1]heptane-2,6-dicarboamide (1379292-26-8) + bicyclo[2.2.1]heptane-2,5-dicarboamide (1379301-92-4) → bicyclo[2.2.1]heptane-2,6-diamine (247933-34-2) + 2,5-diaminobicyclo[2.2.1]heptane (171065-84-2,698353-37-6)

Guidance literature:

With sodium hydroxide; sodium hypochlorite; In water; at 10 - 80 ℃; for 15.5h;

Reference yield:

rac-bicyclo[2.2.1]heptane-2,5-dione dioxime (141737-16-8) → 2,5-diaminobicyclo[2.2.1]heptane (171065-84-2,698353-37-6)

Guidance literature:

With sodium tetrahydroborate; nickel dichloride; In methanol; at -35 - -20 ℃;

DOI:10.1002/anie.200390265

Reference yield:

norbornane-2,5-dione (27943-47-1) → 2,5-diaminobicyclo[2.2.1]heptane (171065-84-2,698353-37-6)

Guidance literature:

Multi-step reaction with 2 steps

1: NH₂OH*HCl / ethanol / 1 h / Heating

2: NiCl₂; NaBH₄ / methanol / -35 - -20 °C

With sodium tetrahydroborate; hydroxylamine hydrochloride; nickel dichloride; In methanol; ethanol;

DOI:10.1002/anie.200390265

upstream raw materials:

rac-bicyclo[2.2.1]heptane-2,5-dione dioxime

norbornane-2,5-dione

bicyclo[2.2.1]hepta-2,5-diene

formic acid 5-formyloxy-bicyclo[2.2.1]hept-2-yl ester

Downstream raw materials:

2,2'-[endo,endo-bicyclo[2.2.1]heptane-2,5-diylbis(nitrilomethylidyne)]bis(4,6-di-tert-butylphenol)

endo,endo-2,5-diaminobicyclo[2.2.1]heptane

2,2'-[(1S,2S,4S,5S)-bicyclo[2.2.1]heptane-2,5-diylbis(nitrilomethylidyne)]bis(4,6-di-tert-butylphenol)

2,2'-[(1R,2R,4R,5R)-bicyclo[2.2.1]heptane-2,5-diylbis(nitrilomethylidyne)]bis(4,6-di-tert-butylphenol)