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Ethyl 1-methyl-3-piperidinecarboxylate

CAS 5166-67-6C9H17NO2Chemical Synthesis

Ethyl 1-methyl-3-piperidinecarboxylate (CAS: 5166-67-6; Formula: C9H17NO2; Molar Mass: 171.24) is a heterocyclic building block with a purity of 96%. This compound serves as a key reactant in various organic synthesis applications, including N-demethylation of tertiary amines, reverse Cope elimination reactions, and regioselective oxidation. Its utility extends to the synthesis of chelating agents and in sequential Michael-Michael-Dieckmann cyclizations, making it a valuable intermediate for complex molecule construction.

IUPAC
1-Methyl-nipecotic acid ethyl ester,Ethyl 1-methylnipecotate,NSC 64739
Synonyms
1-Methyl-nipecotic acid ethyl esterEthyl 1-methylnipecotateNSC 64739
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Ethyl 1-methyl-3-piperidinecarboxylate (C9H17NO2) — chemical structure, CAS 5166-67-6; Chemistry, fine chemical supplied by Tech Serve Solutions
Building BlocksChemical SynthesisHeterocyclic Building BlocksPiperidines
01 /Applications

N-Demethylation of Tertiary Amines

This compound is utilised as a reactant for the N-demethylation of tertiary amines, a crucial step in modifying amine functionalities in organic synthesis.

Reverse Cope Elimination Reactions

It serves as a reactant in reverse Cope elimination reactions, contributing to the formation of specific chemical structures through controlled elimination pathways.

Regioselective Oxidation

Ethyl 1-methyl-3-piperidinecarboxylate is employed in regioselective oxidation processes, enabling targeted oxidation at specific positions within a molecule.

Synthesis of Chelating Agents

The compound finds application in the synthesis of chelating agents, which are important for metal ion binding in various chemical and biological systems.

Sequential Cyclizations

It is used in sequential Michael-Michael-Dieckmann cyclizations, a complex synthetic strategy for constructing polycyclic heterocyclic systems.

02 /Properties
Molecular weight171.24
Empirical formulaC9H17NO2
Assay96%
Boiling point88-89 °C/11 mmHg(lit.)
Density0.954 g/mL at 25 °C(lit.)
Refractive indexn20/D 1.451(lit.)
ApplicationReactant for: N-demethylation of tertiary amines1 Reverse cope elimination reactions2 Regioselective oxidation3 Synthesis of chelating agents4 Sequential Michael-Michael-Dieckmann cyclizations5
03 /Safety & handling
GHS hazard pictogram: Harmful / irritant (GHS07)
Harmful / irritant
Warning

Hazard statements

  • H315Causes skin irritation
  • H319Causes serious eye irritation
  • H335May cause respiratory irritation

Precautionary statements

  • P261Avoid breathing dust, fume, gas or vapours
  • P305IF IN EYES
Protective equipmentEyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
Flash point68 °C / 154.4 °F
Water hazard class (WGK, DE)3
Hazard codes (EU)Xi
Risk statements (R)36/37/38
Safety statements (S)26-36/37/39

Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.

04 /Identifiers & registry
CAS number
5166-67-6
MDL number
MFCD00006496
PubChem substance
24851646
Beilstein registry
123259
05 /Quality & supply

Documentation

Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.

Supply & logistics

Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.

06 /Frequently asked questions

What is Ethyl 1-methyl-3-piperidinecarboxylate used for?

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Ethyl 1-methyl-3-piperidinecarboxylate is used as a reactant for N-demethylation of tertiary amines, reverse Cope elimination reactions, regioselective oxidation, synthesis of chelating agents, and sequential Michael-Michael-Dieckmann cyclizations.

What are the CAS number and formula for Ethyl 1-methyl-3-piperidinecarboxylate?

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The CAS number is 5166-67-6, and the formula is C9H17NO2.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies Ethyl 1-methyl-3-piperidinecarboxylate with an assay of 96%. We do not represent this product as USP, BP, EP, or any pharmacopoeia grade.

How should Ethyl 1-methyl-3-piperidinecarboxylate be handled safely?

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Handle with appropriate personal protective equipment, including eyeshields and gloves. Ensure adequate ventilation and use a suitable respirator. It is a warning substance that causes skin irritation (H315), serious eye irritation (H319), and may cause respiratory irritation (H335).

Is Ethyl 1-methyl-3-piperidinecarboxylate a controlled substance?

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Based on the provided data, there is no indication that Ethyl 1-methyl-3-piperidinecarboxylate is a controlled substance.

How is this chemical packed, shipped, and exported?

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This chemical is carefully packed to ensure safe transit and is available for global export by Tech Serve Solutions, a specialist supplier since 1998.

How can I request a sample or quote for Ethyl 1-methyl-3-piperidinecarboxylate?

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Please contact Tech Serve Solutions directly via our website or sales channels to request a sample or a quote for Ethyl 1-methyl-3-piperidinecarboxylate.

Need Ethyl 1-methyl-3-piperidinecarboxylate in a specific grade or volume?