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Tert-butyl 3-(bromomethyl)-5-methylpiperidine-1-carboxylate

CAS 1934683-34-7Formula C12H22BrNO2MW 292.21PubChem 130872650

Tert-butyl 3-(bromomethyl)-5-methylpiperidine-1-carboxylate is a functionalized piperidine derivative containing a bromomethyl group and a tert-butyl carbamate protecting group. It is primarily used as a versatile building block in organic synthesis, particularly for the construction of complex molecules in pharmaceutical research and agrochemical development.

Loading RDKit molecule structure...
InChIKey: PVOQJIJXJPZWTC-UHFFFAOYSA-NC12H22BrNO2 | MW 292.21

Chemical Identity

Molecular Formula

C12H22BrNO2

Molecular Weight

292.21 g/mol

Exact Mass

291.08339

PubChem CID

130872650

SMILES String

CC1CC(CBr)CN(C(=O)OC(C)(C)C)C1

Names & Synonyms

886-618-9
External Identifiers
RefChem:893057starbld0024962JCD68334EN300-3372052

Catalog Overview

Tert-butyl 3-(bromomethyl)-5-methylpiperidine-1-carboxylate, with CAS 1934683-34-7, is an organic compound characterized by a piperidine ring substituted with a bromomethyl group at position 3 and a methyl group at position 5, with the nitrogen atom protected by a tert-butyl carbamate (Boc) group. Its molecular formula is C12H22BrNO2 and its molecular weight is 292. 21 g/mol. This compound serves as a key intermediate in synthetic organic chemistry, enabling the introduction of a bromomethyl functionality into target molecules.

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Read more catalog context

Tert-butyl 3-(bromomethyl)-5-methylpiperidine-1-carboxylate, with CAS 1934683-34-7, is an organic compound characterized by a piperidine ring substituted with a bromomethyl group at position 3 and a methyl group at position 5, with the nitrogen atom protected by a tert-butyl carbamate (Boc) group. Its molecular formula is C12H22BrNO2 and its molecular weight is 292.21 g/mol. This compound serves as a key intermediate in synthetic organic chemistry, enabling the introduction of a bromomethyl functionality into target molecules. The bromine atom is a reactive leaving group, making this compound suitable for various nucleophilic substitution reactions, such as alkylations, to form C-C, C-N, or C-O bonds. The Boc protecting group on the piperidine nitrogen allows for selective manipulation of other functional groups and can be readily removed under acidic conditions to reveal the secondary amine. Researchers utilize this compound in the synthesis of novel pharmaceutical candidates, agrochemicals, and other fine chemicals, leveraging its structural features for regioselective and stereoselective transformations.

Physical Data

Estimated

Estimated / predicted physical property values for catalog reference.

Appearance

white solid

Physical State

solid

Melting Point

29.6 °C

Boiling Point

323.4 °C

Density

1.24 g/cm³

Water Solubility

1.5 × 10⁻³ mol/L

Flash Point

136.5 °C

Applications / Classifications

Research intermediateCustom synthesis building block

Biological Target Reference

No verified biological target assignment. This compound is listed primarily as a research or synthetic intermediate.

Preliminary Safety-Style Reference

Preliminary

Preliminary safety-style information for reference only. Not a supplier SDS.

Handling and Storage
  • Handle with appropriate personal protective equipment, including gloves, eye protection, and a lab coat. Use in a well-ventilated area or fume hood to avoid inhalation. Avoid contact with skin and eyes. In case of contact, rinse immediately with plenty of water. Store in a cool, dry place, away from incompatible materials. Refer to the Safety Data Sheet (SDS) for comprehensive safety information and emergency procedures.

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