2-Aminoadamantane

Base Information

• Chemical Name: 2-Aminoadamantane
• CAS No.: 13074-39-0
• Molecular Formula: C10H17N
• Molecular Weight: 151.252
• Hs Code.: 2921300090
• NSC Number: 127842
• DSSTox Substance ID: DTXSID90156707
• Nikkaji Number: J261E
• Wikidata: Q72437707
• ChEMBL ID: CHEMBL1170792
• Mol file: 13074-39-0.mol

Synonyms:2-aminoadamantane;2-aminoadamantane hydrochloride;2-aminoadamantane sulfate (1:1);2-aminoadamantane sulfate (2:1)

Chemical Property of 2-Aminoadamantane

Chemical Property:

• Boiling Point: 226.1 °C at 760 mmHg
• Flash Point: 96.5 °C
• PSA: 26.02000
• Density: 1.028 g/cm³
• LogP: 2.47010
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 151.136099547
• Heavy Atom Count: 11
• Complexity: 148

Purity/Quality:

98%min ^*data from raw suppliers

2-Adamantylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C2CC3CC1CC(C2)C3N

Technology Process of 2-Aminoadamantane

There total 17 articles about 2-Aminoadamantane 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%

2-Adamantanone (700-58-3) → N-(2-adamantyl)amine (13074-39-0)

Guidance literature:

2-Adamantanone; With titanium(IV) isopropylate; ammonia; In ethanol; at 25 ℃; for 6h;

With sodium tetrahydroborate; In ethanol; at 25 ℃; for 3h; Further stages.;

DOI:10.1016/j.tet.2003.12.024

Reference yield: 90.0%

1-adamantanol (700-57-2) → N-(2-adamantyl)amine (13074-39-0)

Guidance literature:

With ammonia; In 5,5-dimethyl-1,3-cyclohexadiene; at 20 - 160 ℃; for 63h; under 3000.3 Torr; Sealed tube; Autoclave;

DOI:10.1021/cs3007473

Reference yield: 90.0%

1-azidoadamantane (34197-88-1) → N-(2-adamantyl)amine (13074-39-0)

Guidance literature:

With hydrazine hydrate; palladium dihydroxide; pyrographite; In methanol; for 4.5h; Heating;

DOI:10.1055/s-1989-27284

upstream raw materials:

N-(adamantan-2-yl)formamide

2-Bromamino-adamantan

1-azidoadamantane

N--methylurethan

Downstream raw materials:

N-(4-chlorophenyl)adamantan-2-amine

N-(3-chlorophenyl)adamantan-2-amine

N-(2-chlorophenyl)adamantan-2-amine

N-(3-bromophenyl)adamantan-2-amine

Refernces

• 1、 Malik, A. A.,Preston, S. B.,Archibald, T. G.,Cohen, M. P.,Baum, K.. "A Facile Reduction of Azides to Amines Using Hydrazine". . p. 450 - 451. Retrieved 1989.
• 2、 Sasaki et al.. "". . p. 1239. Retrieved 1974.
• 3、 Beller, Matthias,Chandrashekhar, Vishwas G.,Jagadeesh, Rajenahally V.,Jiao, Haijun,Murugesan, Kathiravan,Wei, Zhihong. "General and selective synthesis of primary amines using Ni-based homogeneous catalysts". . p. 4332 - 4339. Retrieved 2020/05/18.
• 4、 An, Qing,Chen, Yuegang,Liu, Weimin,Pan, Hui,Wang, Xin,Wang, Ziyu,Zhang, Kaining,Zuo, Zhiwei. "Cerium-Catalyzed C-H Functionalizations of Alkanes Utilizing Alcohols as Hydrogen Atom Transfer Agents". supporting information. p. 6216 - 6226. Retrieved 2020/04/27.