Adamantan-1-ylmethyl-methyl-amine

Base Information

• Chemical Name: Adamantan-1-ylmethyl-methyl-amine
• CAS No.: 153461-22-4
• Molecular Formula: C₁₂H₂₁N
• Molecular Weight: 179.305
• Hs Code.: 2903898090
• European Community (EC) Number: 839-707-1
• DSSTox Substance ID: DTXSID90388389
• Nikkaji Number: J722.245I
• Wikidata: Q82183328
• Mol file: 153461-22-4.mol

Synonyms:Adamantan-1-ylmethyl-methyl-amine;153461-22-4;1-(1-adamantyl)-N-methylmethanamine;N-(1-adamantylmethyl)-N-methylamine;1-(Adamantan-1-yl)-N-methylmethanamine;[(ADAMANTAN-1-YL)METHYL](METHYL)AMINE;1-(1-adamantyl)-N-methyl-methanamine;(1-ADAMANTYLMETHYL)METHYLAMINE;SCHEMBL1075536;Adamantan-1-ylmethyl-methylamine;N-Methyladamantane-1-methanamine;N-methyl(1-adamantylmethyl)amine;DTXSID90388389;HMS1697A07;STR10194;(adamantan-1-ylmethyl)(methyl)amine;MFCD07658364;STK664102;AKOS000118414;AKOS006239316;FS-2488;PB20199;NCGC00339624-01;AS-50523;CS-0183717;EN300-33356;P10480;AB01332861-02;AE-848/34953028;methyl({[(3R,5S,7s)-adamantan-1-yl]methyl})amine;Tricyclo[3.3.1.1]decane-1-methanamine, N-methyl-;METHYL[(3R,5S,7S)-ADAMANTAN-1-YLMETHYL]AMINE;F2158-0892;N-methyl-1-(tricyclo[3.3.1.1~3,7~]dec-1-yl)methanamine

Chemical Property of Adamantan-1-ylmethyl-methyl-amine

Chemical Property:

• Boiling Point: 236.0±8.0 °C(Predicted)
• PKA: 11.00±0.10(Predicted)
• PSA: 12.03000
• Density: 0.992±0.06 g/cm3(Predicted)
• LogP: 2.81310
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 179.167399674
• Heavy Atom Count: 13
• Complexity: 168

Purity/Quality:

98%min ^*data from raw suppliers

Adamantan-1-ylmethyl-methyl-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNCC12CC3CC(C1)CC(C3)C2

Technology Process of Adamantan-1-ylmethyl-methyl-amine

There total 3 articles about Adamantan-1-ylmethyl-methyl-amine 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: 72.0%

N-methyl-(1-adamantylmethyl)carboxamide (1501-97-9) → 1-(adamantan-1-yl)-N-methylmethanamine (153461-22-4)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 6.5h; Heating;

DOI:10.1021/ja952567z

Reference yield:

1-Adamantanecarboxylic acid (828-51-3) → 1-(adamantan-1-yl)-N-methylmethanamine (153461-22-4)

Guidance literature:

Multi-step reaction with 3 steps

1: oxalyl chloride, DMF / CH₂Cl₂ / 1 h / 23 °C

2: CH₂Cl₂ / 0 °C

3: 72 percent / lithium aluminum hydride / tetrahydrofuran / 6.5 h / Heating

With lithium aluminium tetrahydride; oxalyl dichloride; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja952567z

Reference yield:

1-Adamantanecarbonyl chloride (2094-72-6) → 1-(adamantan-1-yl)-N-methylmethanamine (153461-22-4)

Guidance literature:

Multi-step reaction with 2 steps

1: CH₂Cl₂ / 0 °C

2: 72 percent / lithium aluminum hydride / tetrahydrofuran / 6.5 h / Heating

With lithium aluminium tetrahydride; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja952567z

upstream raw materials:

N-methyl-(1-adamantylmethyl)carboxamide

1-Adamantanecarboxylic acid

1-Adamantanecarbonyl chloride

Refernces

• 1、 Aldrich,Hermann,Meier,Paulshock,Prichard,Snyder,Watts. "Antiviral agents. 2. Structure-activity relationships of compounds related to 1-adamantanamine.". . p. 535 - 543. Retrieved 2007/10/05.