31414-56-9

Basic information

• Product Name: 2-benzyl-1-methylpiperidine
• CAS NO: 31414-56-9
• Molecular Formula: C₁₃H₁₉N
• Molecular Weight: 189.2967
• Mol File: 31414-56-9.mol

Chemical Properties

• Boiling Point: 266.8°C at 760 mmHg
• Flash Point: 105.3°C
• Density: 0.966g/cm³
• Vapor Pressure: 0.00844mmHg at 25°C
• Refractive Index: 1.53
• CAS DataBase Reference: 2-benzyl-1-methylpiperidine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-benzyl-1-methylpiperidine(31414-56-9)
• EPA Substance Registry System: 2-benzyl-1-methylpiperidine(31414-56-9)

Safety Data

• Hazardous Substances Data: 31414-56-9(Hazardous Substances Data)

Upstream product

• 107202-92-6 6-benzyl-1-methyl-1,2,3,4-tetrahydro-pyridine 
• 32838-55-4 2-benzylpiperidine 
• 74-88-4 methyl iodide 
• 7596-28-3 1-benzyl-1-methyl-piperidinium; iodide 
• 2905-56-8 N-Benzylpiperidine 
• 67-56-1 methanol 
• 100-39-0 benzyl bromide 
• 150130-30-6 (R)-N-methyl-2-(tributylstannyl)piperidine 
• 122333-65-7 trans-N-methyl-6-phenyl-5-hexen-1-amine 

Downstream Products

• 2730-98-5 C₁₃H₁₈N⁽¹⁺⁾*ClO₄^(1-) 

Relevant articles and documents

Phosphazene base-catalyzed hydroamination of aminoalkenes for the construction of isoindoline scaffolds: Application to the total synthesis of aristocularine

A method for isoindoline synthesis via phosphazene base-catalyzed intramolecular hydroamination of aminoalkenes was developed. The reaction has a broad functional group tolerance, including for halide, cyano, and methoxy groups, and could also be used to

Alkylation of 2-Lithio-N-Methylpiperidines and -pyrrolidines: Scope, Limitations, and Stereochemistry

The scope and limitations of the alkylation of racemic and nonracemic 2-lithipiperidines and -pyrrolidines, obtained by transmetalation of the corresponding stannanes, is reported.These organolithiums react with a variety of electrophiles to afford 2-substituted pyrrolidines and piperidines in excellent yield.With primary alkyl halides the reaction proceeds with net inversion of configuration at the metal-bearing carbon in the piperidines; in the pyrrolidines there is a mixture of inversion and retention, with the former predominating.With most carbonyl electrophiles (carbon dioxide, dimethyl carbonate, methyl chloroformate, pivaloyl chloride, benzaldehyde, and dialkyl ketones), retention is observed in both cases.Electrophiles such as benzophenone, benzyl bromide, and tert-butyl bromoacetate afford racemic coupling products.A mechanistic interpretation is presented.

Photophysical and photochemical behavior of intramolecular-styrene-amine exciplexes

The photophysical and photochemical behavior of a series of secondary and tertiary ω-(β-styryl)aminoalkanes with one to five methylenes separating the styryl and amino groups has been investigated and compared to the intermolecular reactions of 1-phenylpropene with secondary and tertiary amines. The tertiary styrylamines form fluorescent intramolecular exciplexes, but fail to undergo intramolecular addition reactions. Both the rate constant for exciplex formation and the stability of the exciplex are dependent upon the length of the polymethylene chain connecting the chromophores. The failure of the tertiary amine exciplexes to undergo intramolecular addition is attributed to an unfavorable exciplex geometry for α-C-H transfer to the styrene double bond. While the secondary styrylamines do not form fluorescent exciplexes, the dependence of the styrene singlet lifetime upon the polymethylene chain length is similar to that for the tertiary styrylamines. Intramolecular N-H addition to the styrene double bond results in the formation of two regioisomeric (α-phenyl and α-benzyl) cyclic amines of different ring size. The regioisomer of larger ring size is favored except in the case in which four methylenes separate the chromophores. The effects of polymethylene chain length, solvent polarity, temperature, and the bulk of the N-alkyl group upon product yields and ratios are discussed in terms of a mechanism involving singlet exciplex and biradical intermediates.