Cubane-1-carboxamide

Base Information

• Chemical Name: Cubane-1-carboxamide
• CAS No.: 119696-06-9
• Molecular Formula: C₉H₉NO
• Molecular Weight: 147.177
• DSSTox Substance ID: DTXSID90444257
• Nikkaji Number: J1.515.437C
• Mol file: 119696-06-9.mol

Synonyms:Cubane-1-carboxamide;119696-06-9;Pentacyclo[4.2.0.02,5.03,8.04,7]octanecarboxamide (9CI);1-cubanecarboxamide;cubanecarboxamide;SCHEMBL4786328;DTXSID90444257;AKOS006339624;Pentacyclo[4.2.0.0~2,5~.0~3,8~.0~4,7~]octane-1-carboxamide

Chemical Property of Cubane-1-carboxamide

Chemical Property:

• PSA: 44.08000
• LogP: 0.98920
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 147.068413911
• Heavy Atom Count: 11
• Complexity: 278

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C12C3C4C1C5C2C3C45C(=O)N

Technology Process of Cubane-1-carboxamide

There total 4 articles about Cubane-1-carboxamide 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: 93.0%

Cubancarbonsaeurechlorid (60462-14-8) → 1-cubanecarboxamide (119696-06-9)

Guidance literature:

With ammonium hydroxide; In dichloromethane; for 0.5h; Inert atmosphere;

DOI:10.1039/c9ob01238a

Reference yield: 83.0%

cubane-1-carboxylic acid (53578-15-7) → 1-cubanecarboxamide (119696-06-9)

Guidance literature:

cubane-1-carboxylic acid; With 1,1'-carbonyldiimidazole; In tetrahydrofuran; at 20 ℃; for 4h;

With ammonia; In water; for 4h;

DOI:10.1016/j.tet.2017.10.075

Reference yield:

monocarbomethoxycubane (29412-63-3) → 1-cubanecarboxamide (119696-06-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydroxide / methanol / 1 h / Reflux

2.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 4 h / 20 °C

2.2: 4 h

With 1,1'-carbonyldiimidazole; sodium hydroxide; In tetrahydrofuran; methanol;

DOI:10.1016/j.tet.2017.10.075

upstream raw materials:

Cubancarbonsaeurechlorid

cubane-1-carboxylic acid

4-iodopentacyclo[4.2.0.0^2,5.0^3,8.0^4,7]octane-1-carboxylic acid

monocarbomethoxycubane

Downstream raw materials:

N-cuban-1-ylmethyl-(2-chloro-5-methoxy)-benzamide

pentacyclo[4.2.0.0^2,5.0^3,8.0^4,7]octane-1-methanamine