2-Adamantylmethanamine

Base Information

• Chemical Name: 2-Adamantylmethanamine
• CAS No.: 42067-67-4
• Molecular Formula: C11H19N
• Molecular Weight: 165.279
• European Community (EC) Number: 843-783-1
• NSC Number: 193494
• DSSTox Substance ID: DTXSID60307623
• Nikkaji Number: J2.294.042B
• Wikidata: Q82055086
• Mol file: 42067-67-4.mol

Synonyms:2-adamantylmethanamine;42067-67-4;Adamantan-2-ylmethanamine;Tricyclo[3.3.1.13,7]decane-2-methanamine;NSC193494;2-aminomethyl-adamantane;SCHEMBL906308;SCHEMBL20999922;DTXSID60307623;(ADAMANTAN-2-YL)METHANAMINE;MFCD02632265;AKOS000177582;AKOS006238831;NSC-193494;PS-18058;CS-0100818;EN300-58719;P20544;1-[(1R,3R,5R,7R)-ADAMANTAN-2-YL]METHANAMINE

Chemical Property of 2-Adamantylmethanamine

Chemical Property:

• Vapor Pressure: 0.0678mmHg at 25°C
• Refractive Index: 1.526
• Boiling Point: 229.9 °C at 760 mmHg
• PKA: 10.13±0.29(Predicted)
• Flash Point: 88.2 °C
• PSA: 26.02000
• Density: 1.006 g/cm³
• LogP: 2.71770
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 165.151749610
• Heavy Atom Count: 12
• Complexity: 159

Purity/Quality:

97% ^*data from raw suppliers

Adamantan-2-ylmethanamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2CC3CC1CC(C2)C3CN

Technology Process of 2-Adamantylmethanamine

There total 2 articles about 2-Adamantylmethanamine 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:

2-(nitromethylidene)adamantane (87649-42-1) → C-adamantan-2-yl-methylamine (42067-67-4)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 15h; Yield given;

Reference yield:

2-methyladamantan-2-ol (702-98-7) → C-adamantan-2-yl-methylamine (42067-67-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / HNO₃ / CHCl₃ / 0.5 h / Heating

2: LiAlH₄ / diethyl ether / 15 h

With lithium aluminium tetrahydride; nitric acid; In diethyl ether; chloroform;

Reference yield: 92.0%

2-tert-butoxycarbonylamino-succinic acid 1-benzyl ester (30925-18-9) + C-adamantan-2-yl-methylamine (42067-67-4) → Boc-Asp(NHCH2Ada)-OBzl

Guidance literature:

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; for 3h; Ambient temperature;

DOI:10.1021/jm00047a020

upstream raw materials:

2-(nitromethylidene)adamantane

2-methyladamantan-2-ol

Downstream raw materials:

N-2-adamantylmethylbenzimidamide

N-(2-hydroxy-2-tricyclo[3.3.1.1.(3,7)]decylmethyl)benzamide

2-phenylspiro[oxazol-5(4H),2'-tricyclo[3.3.1.1.(3,7)]decane]

1-((benzylamino)methyl)-1-adamantan-2-ol