35718-03-7

Basic information

• Product Name: N-Benzyl-2-norbornanamine
• Synonyms: N-(Phenylmethyl)bicyclo[2.2.1]heptan-6-amine;N-Benzylbicyclo[2.2.1]heptan-2-amine;2-(Benzylamino)norbornane;Bicyclo(2.2.1)heptan-2-amine, N-(phenylmethyl)- (9ci);Brn 2091247;Einecs 252-689-4;Norbornane, 2-(benzylamino)-;Nsc 87598
• CAS NO: 35718-03-7
• Molecular Formula: C₁₄H₁₉N
• Molecular Weight: 201.30736
• EINECS: 252-689-4
• Mol File: 35718-03-7.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 307.4 °C at 760 mmHg
• Flash Point: 143.5 °C
• Appearance: /
• Density: 1.04g/cm³
• Vapor Pressure: 0.000727mmHg at 25°C
• Refractive Index: 1.567
• CAS DataBase Reference: N-Benzyl-2-norbornanamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-Benzyl-2-norbornanamine(35718-03-7)
• EPA Substance Registry System: N-Benzyl-2-norbornanamine(35718-03-7)

Safety Data

• Hazardous Substances Data: 35718-03-7(Hazardous Substances Data)

Usage

General Description

N-Benzyl-2-norbornanamine is a chemical compound with the molecular formula C15H19N. It is an amine derivative of norbornane, a bridged bicyclic hydrocarbon. The benzyl group is attached to the nitrogen atom, which makes it a secondary amine. N-Benzyl-2-norbornanamine is commonly used in organic synthesis as a building block for the preparation of various pharmaceuticals, agrochemicals, and materials. It can also serve as a ligand in coordination chemistry and as a precursor for the synthesis of heterocycles. Additionally, N-Benzyl-2-norbornanamine may exhibit pharmacological activity, making it a potential lead compound for drug discovery and development. Overall, this chemical has diverse applications and plays a significant role in the advancement of the chemical and pharmaceutical industries.

InChI:InChI=1/C14H19N/c1-2-4-11(5-3-1)10-15-14-9-12-6-7-13(14)8-12/h1-5,12-15H,6-10H2

Upstream product

• 497-38-1 Norbornan-2-on 
• 100-46-9 benzylamine 
• 31002-73-0 endo-2-aminonorbornane 
• 100-52-7 benzaldehyde 

Downstream Products

• 822-98-0 Norbornylamine 

Relevant articles and documents

Reductive amination of aldehydes and ketones with sodium triacetoxyborohydride. Studies on direct and indirect reductive amination procedures

Sodium triacetoxyborohydride is presented as a general reducing agent for the reductive amination of aldehydes and ketones. Procedures for using this mild and selective reagent have been developed for a wide variety of substrates. The scope of the reaction includes aliphatic acyclic and cyclic ketones, aliphatic and aromatic aldehydes, and primary and secondary amines including a variety of weakly basic and nonbasic amines. Limitations include reactions with aromatic and unsaturated ketones and some sterically hindered ketones and amines. 1,2-Dichloroethane (DCE) is the preferred reaction solvent, but reactions can also be carried out in tetrahydrofuran (THF) and occasionally in acetonitrile. Acetic acid may be used as catalyst with ketone reactions, but it is generally not needed with aldehydes. The procedure is carried out effectively in the presence of acid sensitive functional groups such as acetals and ketals; it can also be carried out in the presence of reducible functional groups such as C-C multiple bonds and cyano and nitro groups. Reactions are generally faster in DCE than in THF, and in both solvents, reactions are faster in the presence of AcOH. In comparison with other reductive amination procedures such as NaBH3CN/MeOH, borane-pyridine, and catalytic hydrogenation, NaBH(OAc)3 gave consistently higher yields and fewer side products. In the reductive amination of some aldehydes with primary amines where dialkylation is a problem we adopted a stepwise procedure involving imine formation in MeOH followed by reduction with NaBH4.