Bicyclo[2.2.1]heptan-2-amine

Base Information

• Chemical Name: Bicyclo[2.2.1]heptan-2-amine
• CAS No.: 822-98-0
• Molecular Formula: C7H13 N
• Molecular Weight: 111.187
• European Community (EC) Number: 212-510-2,230-647-6
• NSC Number: 143369
• DSSTox Substance ID: DTXSID40953127
• Nikkaji Number: J81.968I
• ChEMBL ID: CHEMBL3736576
• Mol file: 822-98-0.mol

Synonyms:bicyclo[2.2.1]heptan-2-amine;822-98-0;2-Norbornanamine;endo-2-Aminonorbornane;exo-2-Aminonorbornane;Bicyclo[2.2.1]hept-2-ylamine;Exo-2-aminonorborane;31002-73-0;endo-2-Norbornanamine;Bicyclo(2.2.1)heptan-2-amine;(1S,2R,4S)-norbornan-2-amine;(1S,2S,4S)-norbornan-2-amine;EINECS 212-510-2;Bicyclo[2.2.1]heptan-2-amine, exo-;130463-97-7;exo-2-Bornanamine;norbornylamine;EINECS 230-647-6;2-norbornylamine;2-aminonorbornane;3-amino-norcamphane;exo-2-Norbornanamine;exo-norbornan-2-amine;rac-(1R,2R,4S)-bicyclo[2.2.1]heptan-2-amine;rel-(1R,2R,4S)-Bicyclo[2.2.1]heptan-2-amine;2-Norbornanamine, endo-;SCHEMBL249844;.+/-.-exo-2-Aminonorbornane;CHEMBL3736576;DTXSID40953127;Bicyclo[2.2.1]hept-2-ylamine #;MFCD00167748;NSC143369;AKOS003791432;AB86337;NSC 143369;NSC-143369;SB45164;SB45251;SB75280;SB75281;SB75282;Bicyclo[2.2.1]heptan-2-amine, endo-;AS-48360;CS-0119836;FT-0698896;EN300-68295;F30523

Chemical Property of Bicyclo[2.2.1]heptan-2-amine

Chemical Property:

• Melting Point: 75-80 °C
• Boiling Point: 156-157 °C
• PKA: 10.96±0.20(Predicted)
• PSA: 26.02000
• Density: 0.985±0.06 g/cm3(Predicted)
• LogP: 1.83400
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 111.104799419
• Heavy Atom Count: 8
• Complexity: 101

Purity/Quality:

96% 1H NMR ^*data from raw suppliers

Bicyclo[2.2.1]heptan-2-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2CC1CC2N

Technology Process of Bicyclo[2.2.1]heptan-2-amine

There total 22 articles about Bicyclo[2.2.1]heptan-2-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: 87.0%

N-((1R,2R,4S)-bicyclo[2.2.1]heptan-2-yl)-4-(trifluoromethyl)benzamide (1389327-48-3) → (1R,2R,4S)-bicyclo[2.2.1]hept-2-ylamine (822-98-0,7242-92-4,31002-73-0,84235-33-6,84235-34-7,111137-34-9,121055-07-0,126752-99-6,130463-97-7)

Guidance literature:

With hydrogenchloride; at 120 ℃; for 72h; optical yield given as %ee; Inert atmosphere;

DOI:10.1021/ja3052848

Reference yield: 84.0%

2-Benzylaminonorbornane (35718-03-7) → Norbornylamine (822-98-0)

Guidance literature:

With hydrazine hydrate; palladium on activated charcoal; In ethanol; for 2h; Heating;

DOI:10.1055/s-1987-27841

Reference yield: 72.0%

sodium azide + tri-norbornylborane (14289-75-9) → Norbornylamine (822-98-0)

Guidance literature:

With hydrogenchloride; sodium hydroxide; In tetrahydrofuran; water; NaN3 was added to a THF soln. of trialkylborane followed by 10% aq. HCl, mixt. was gently relfuxed overnight; dild. with aq. HCl, extd. with ether, aq. layer was made basic (aq. NaOH) and ext. with ether, ether exts. were dried over KOH, filtered, evapd.;

DOI:10.1021/om00149a046

upstream raw materials:

norborn-2-ene

2-Benzylaminonorbornane

2-Norbornyl-isothiocyanat

tri-norbornylborane

Downstream raw materials:

S-2-(2-Norbornylamino)ethanol

Bicyclo[2.2.1]hept-2-yl-[1-phenyl-eth-(E)-ylidene]-amine

3-(exo-norbornan-2yl-aminomethyl)-phenol

N₄-((2R)-bicyclo[2.2.1]heptan-2-yl)-6-methyl-N₂-(4-(2-methyl-1H-imidazol-1-yl)phenyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine-2,4-diamine

Refernces

• 1、 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". . p. 6216 - 6226. Retrieved 2020/04/27.
• 2、 Behnke, Nicole Erin,Kielawa, Russell,Kwon, Doo-Hyun,Ess, Daniel H.,Kürti, László. "Direct Primary Amination of Alkylmetals with NH-Oxaziridine". supporting information. p. 8064 - 8068. Retrieved 2019/01/04.