Adamantane-1,3-dicarboxamide

Base Information

• Chemical Name: Adamantane-1,3-dicarboxamide
• CAS No.: 62472-39-3
• Molecular Formula: C12H18N2O2
• Molecular Weight: 222.287
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID80352251
• Nikkaji Number: J641.447H
• Wikidata: Q72436564
• Mol file: 62472-39-3.mol

Synonyms:adamantane-1,3-dicarboxamide;62472-39-3;1,3-ADAMANTANEDICARBOXAMIDE;CBMicro_047720;Oprea1_313073;SCHEMBL1074056;DTXSID80352251;AKOS001061759;BIM-0047970.P001;CS-0306498;C16104;SR-01000199086;SR-01000199086-1;Z56987674

Chemical Property of Adamantane-1,3-dicarboxamide

Chemical Property:

• Melting Point: 255℃ (cyclohexane )
• Boiling Point: 497.8±15.0 °C(Predicted)
• PKA: 16.40±0.40(Predicted)
• PSA: 88.16000
• Density: 1.340±0.06 g/cm3 (20 oC 760 Torr)
• LogP: 2.84300
• Storage Temp.: 2-8°C
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 222.136827821
• Heavy Atom Count: 16
• Complexity: 331

Purity/Quality:

98%Min ^*data from raw suppliers

Adamantane-1,3-dicarboxamide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2CC3(CC1CC(C2)(C3)C(=O)N)C(=O)N

Technology Process of Adamantane-1,3-dicarboxamide

There total 5 articles about Adamantane-1,3-dicarboxamide 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: 94.0%

1,3-adamantanedicarbonyl chloride (29713-15-3) → 1,3-adamantane-dicarbonamide (62472-39-3)

Guidance literature:

With ammonium hydroxide; for 3h; Heating;

DOI:10.1007/BF01666187

Reference yield:

adamantane-1,3-dicarboxylic acid (39269-10-8) → 1,3-adamantane-dicarbonamide (62472-39-3)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / Heating

2: aq. NH₃ / benzene

With ammonium hydroxide; thionyl chloride; In benzene;

DOI:10.1007/BF00767400

Reference yield:

1-Adamantanecarboxylic acid (828-51-3) → 1,3-adamantane-dicarbonamide (62472-39-3)

Guidance literature:

Multi-step reaction with 3 steps

1: sulfuric acid; nitric acid / 6 h / 0 °C

2: thionyl chloride / 3 h / Reflux

3: ammonia / benzene

With thionyl chloride; sulfuric acid; ammonia; nitric acid; In benzene;

DOI:10.14233/ajchem.2013.14057

upstream raw materials:

1,3-adamantanedicarbonyl chloride

adamantane-1,3-dicarboxylic acid

1-Adamantanecarboxylic acid

Downstream raw materials:

adamantane-1,3-dicarbonitrile

1-cyano-3-(1,3,4-oxathiazol-2-on-5-yl)-adamantane

1,3-bis(1,3,4-oxathiazol-2-on-5-yl)-adamantane

1,3-diaminoadamantane

Refernces

• 1、 -. "Corresponding amine nitrile and method of manufacturing thereof". Paragraph 0124; 0125; 0127. . Retrieved 2018/07/15.
• 2、 -. "Corresponding amine nitrile and method of manufacturing thereof". Paragraph 0123-0126. . Retrieved 2017/10/22.