4209-63-6

Basic information

• Product Name: 1-Benzyl-2,6-dimethylpiperidine
• Synonyms: 1-Benzyl-2,6-dimethylpiperidine
• CAS NO: 4209-63-6
• Molecular Formula: C₁₄H₂₁N
• Molecular Weight: 203.32324
• Mol File: 4209-63-6.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 269.9°Cat760mmHg
• Flash Point: 107°C
• Appearance: /
• Density: 0.942g/cm³
• Vapor Pressure: 0.00707mmHg at 25°C
• Refractive Index: 1.516
• CAS DataBase Reference: 1-Benzyl-2,6-dimethylpiperidine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Benzyl-2,6-dimethylpiperidine(4209-63-6)
• EPA Substance Registry System: 1-Benzyl-2,6-dimethylpiperidine(4209-63-6)

Safety Data

• Hazardous Substances Data: 4209-63-6(Hazardous Substances Data)

Usage

Chemical structure

Piperidine ring with a benzyl group and two methyl groups attached at the 2 and 6 positions

Type

Piperidine derivative

Industrial applications

Precursor in the synthesis of other organic compounds

Pharmaceutical applications

Building block in the production of pharmaceutical drugs

Research potential

Research tool in the field of medicinal chemistry and drug discovery

Health and safety

Poses health and safety hazards if not properly managed

Handling

Requires careful handling and management to avoid risks

InChI:InChI=1/C14H21N/c1-12-7-6-8-13(2)15(12)11-14-9-4-3-5-10-14/h3-5,9-10,12-13H,6-8,11H2,1-2H3

Upstream product

• 13505-34-5 2,6-heptandione 
• 100-44-7 benzyl chloride 
• 100-46-9 benzylamine 
• 108-48-5 2,6-dimethylpyridine 
• 100-39-0 benzyl bromide 
• 58416-61-8 1-benzyl-2,6-dimethyl-pyridinium; bromide 
• 504-03-0 2.6-dimethylpiperidine 
• 98195-16-5 (2S,6S)-1-Benzyl-2,6-dimethyl-piperidine-2,6-dicarbonitrile 
• 5969-12-0 heptane-2,6-diol 

Relevant articles and documents

A hydrogen borrowing annulation strategy for the stereocontrolled synthesis of saturated aza-heterocycles

An iridium catalyzed method for the synthesis of saturated aza-heterocycles from amines and diols is reported. A wide range of substituted heterocycles can be obtained using this approach including products bearing substituents at the C2, C3 and C4 positions. Employing water as the solvent, enantiopure diols could undergo annulation with minimal racemization, enabling the synthesis of valuable enantioenriched C3 and C4-substituted saturated aza-heterocycles.

Dynamic Kinetic Resolution of Secondary Diols via Coupled Ruthenium and Enzyme Catalysis

Enzymatic acylation of secondary symmetrical diols (as meso/dl mixtures) in combination with ruthenium-catalyzed isomerization of the diol led to efficient dynamic kinetic resolution. In this way, a meso/dl mixture of the diol was transformed to enantiomerically pure (R,R)-diacetate, making efficient use of all the diol material. For some of the flexible substrates, substantial amounts of meso-diacetates were formed as side products. The results indicate that the major part of the meso product is formed via an intramolecular acyl-transfer pathway.

Diastereoselective synthesis of 2,5-dimethylpyrrolidines and 2,6- dimethylpiperidines by reductive amination of 2,5-hexanedione and 2,6- heptanedione with hydride reagents

The reductive amination of 2,5-hexanedione and 2,6-heptanedione with ammonia and primary amines in the presence of hydride reagents afforded 2,5- dimethylpyrrolidines and 2,6-dimethylpiperidines with variable diastereoselectivity, as the cis/trans ratio was affected by the size of the ring formed and the steric and electronic properties of the nitrogen substituent. Increasing the bulkiness of the nitrogen substituent, the cis pyrrolidines and the trans-piperidines were obtained with enhanced selectivity.