15185-02-1

Basic information

• Product Name: BENZYL-ALPHA,ALPHA-D2-AMINE
• Synonyms: BENZYL-ALPHA,ALPHA-D2-AMINE;Benzyl-α-α-D2-amine;Benzyl-a,a-d2-aMine
• CAS NO: 15185-02-1
• Molecular Formula: C₇H₉N
• Molecular Weight: 109.17
• Mol File: 15185-02-1.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 63-65 °C(Press: 20 Torr)
• Appearance: /
• CAS DataBase Reference: BENZYL-ALPHA,ALPHA-D2-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: BENZYL-ALPHA,ALPHA-D2-AMINE(15185-02-1)
• EPA Substance Registry System: BENZYL-ALPHA,ALPHA-D2-AMINE(15185-02-1)

Safety Data

• Hazardous Substances Data: 15185-02-1(Hazardous Substances Data)

Usage

Uses

Benzyl-alpha,alpha-d2-amine (CAS# 15185-02-1) is a useful isotopically labeled research compound.

Upstream product

• 100-47-0 benzonitrile 
• 55-21-0 benzamide 
• 51271-29-5 [1',1'-2H₂]benzyl bromide 
• 93-89-0 benzoic acid ethyl ester 
• 21175-64-4 1,1-dideuteriophenylmethanol 

Downstream Products

• 82679-51-4 N-(p-methoxybenzylidene)-α,α-dideuteriobenzylamine 
• 21175-64-4 1,1-dideuteriophenylmethanol 
• 33712-34-4 benzyl-d2 chloride 
• 37825-94-8 (α-(2)H)benzyl acetate 
• 107135-08-0 α-deuteriophenyldiazomethane 
• 50848-70-9 acetoxy-dideuterio-phenyl-methane 
• 20002-22-6 dibenzylamine-α,α,α',α'-d4 
• 123552-76-1 C₁₇H₁₅⁽²⁾H₂N 
• 3592-47-0 Benzaldehyde-d 
• 92204-13-2 phenylmethanamine-1,1-d₂-amine hydrochloride 
• 1602983-00-5 C₂₁H₁₅⁽²⁾H₂NO₂ 
• 1602983-02-7 C₂₁H₁₆⁽²⁾HNO₂ 
• 780-25-6 N-benzylidene benzylamine 
• 55-21-0 benzamide 

Relevant articles and documents

Preparation of deuteriated benzylamines and phenethylamine with Raney alloys in an alkaline deuterium oxide solution

Benzyl-α,α-2H2-amine, 2-2H1-Benzyl-α,α-2H2-amine, 3-2H1-Benzyl-α,α-2H2-amine, 4-2H1-Benzyl-α,α-2H2-am

Rhodium-Catalyzed Intramolecular C-H Bond Activation with Triazoles: Preparation of Stereodefined Pyrrolidines and Other Related Cyclic Compounds

On treatment of triazoles having an N-sulfonyl-protected benzylamine moiety with [Rh2(C7H15CO2)4], intramolecular C-H bond insertion takes place at the benzylic position to give cis-N-sulfonyl-2-aryl-3-[(sulfonylimino)methyl]pyrrolidines in good yields and with highly stereoselectivities. Analogously, the similar treatment of triazoles having an ether or even an alkyl moiety affords 2-alkyl- or 2-aryl-3-[(sulfonylimino)methyl]tetrahydrofurans or a 2-alkyl-3-[(sulfonylimino)methyl]cyclopentane in good yields. Three is a magic number: On treatment of triazoles with [Rh2(C7H15CO2)4], the rhodium catalyst plays three roles, denitrogenation, C-H bond activation, and stereoselective cyclization, providing a new method for heterocycle synthesis. Intramolecular C-H bond insertion takes place at the benzylic position to give pyrrolidines and related heterocycles in good yields.

Catalytic Amine Oxidation under Ambient Aerobic Conditions: Mimicry of Monoamine Oxidase B

The flavoenzyme monoamine oxidase (MAO) regulates mammalian behavioral patterns by modulating neurotransmitters such as adrenaline and serotonin. The mechanistic basis which underpins this enzyme is far from agreed upon. Reported herein is that the combination of a synthetic flavin and alloxan generates a catalyst system which facilitates biomimetic amine oxidation. Mechanistic and electron paramagnetic (EPR) spectroscopic data supports the conclusion that the reaction proceeds through a radical manifold. This data provides the first example of a biorelevant synthetic model for monoamine oxidase B activity.