cis-2,6-Dimethylpiperidine, CAS No. 766-17-6

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766-17-6

Catalog No. EBD45364

CAS 766-17-6

Name cis-2,6-Dimethylpiperidine

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Basic Information

Synonyms: cis-2,6-Dimethylpiperidine cis-2,6-Lupetidine 2,6-Dimethylpiperidine(cis-) (2R,6S)-2,6-dimethylpiperidine (2R,6S)-2,6-dimethylpiperidinium

Molecular Formula: C7H15N

Molecular Weight: 113.2

MDL Number: MFCD00066304

Categories: Synthetic Chemistry > Organic Building Blocks > Amines Synthetic Chemistry > Catalysts and Ligands > Chiral Ligands

Product Description:

(2R,6S)-2,6-Dimethylpiperidine is a chiral, bicyclic amine compound. It is a stereoisomer of the more common 2,6-dimethylpiperidine, featuring a specific (2R,6S) configuration. This compound is a colorless to pale yellow liquid at room temperature. Its primary role is as a versatile chiral building block and ligand in organic synthesis and catalysis. The molecule's rigid, C2-symmetric piperidine scaffold with two methyl substituents makes it a valuable precursor for constructing complex chiral architectures. It is frequently employed in the synthesis of pharmaceuticals and agrochemicals where chirality is crucial for biological activity. Furthermore, it serves as a chiral ligand or auxiliary in asymmetric synthesis, facilitating the creation of enantiomerically enriched products. As a secondary amine, it can act as a base or nucleophile in various reactions. Its handling requires standard precautions for amines, including use in a well-ventilated area and avoidance of contact with skin and eyes.

Physical Properties

Melting Point: <-20°C

Boiling Point: 127-128 °C/768 mmHg(lit.)

Flash Point: 12 °C

Density: 0.84 g/mL at 25 °C(lit.)

Refractivity: n20/D 1.4394(lit.)

Safety Information

Packing Level: II

Hazard Category: 3

Transport Codes: 1993BF