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tert-Butyl (2-bromoallyl)carbamate

CAS 178313-98-9Formula C8H14BrNO2MW 236.11PubChem 89472317

tert-Butyl (2-bromoallyl)carbamate is a Boc-protected amine featuring a 2-bromoallyl moiety. This compound serves as a versatile research-use chemical building block, particularly valuable in organic synthesis for introducing protected amino groups and reactive bromine functionalities, enabling further derivatization or participation in various coupling reactions.

Loading RDKit molecule structure...
InChIKey: UWZMIGMVDIGODK-UHFFFAOYSA-NC8H14BrNO2 | MW 236.11

Chemical Identity

Molecular Formula

C8H14BrNO2

Molecular Weight

236.11 g/mol

Exact Mass

235.02079

PubChem CID

89472317

IUPAC Name

tert-butyl N-(2-bromoprop-2-enyl)carbamate

SMILES String

C=C(Br)CNC(=O)OC(C)(C)C

Names & Synonyms

N-Boc-2-bromo-2-propen-1-aminetert-butyl N-(2-bromoprop-2-en-1-yl)carbamateAC8417tert-butyl N-(2-bromoallyl)carbamate
External Identifiers
MFCD24468128SCHEMBL14822612SY264198CS-0106968EN300-188923

Catalog Overview

tert-Butyl (2-bromoallyl)carbamate, identified by CAS 178313-98-9, is an organic compound with the molecular formula C8H14BrNO2 and a molecular weight of 236. 11 g/mol. It incorporates a tert-butyl carbamate (Boc) protecting group on an amine, alongside a 2-bromoallyl group. This structural combination makes it a key intermediate in synthetic chemistry.

Use Context

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Read more catalog context

tert-Butyl (2-bromoallyl)carbamate, identified by CAS 178313-98-9, is an organic compound with the molecular formula C8H14BrNO2 and a molecular weight of 236.11 g/mol. It incorporates a tert-butyl carbamate (Boc) protecting group on an amine, alongside a 2-bromoallyl group. This structural combination makes it a key intermediate in synthetic chemistry. The Boc group offers robust protection for the amine during multi-step syntheses, while the 2-bromoallyl unit provides a site for diverse chemical transformations, including palladium-catalyzed cross-coupling reactions (e.g., Heck, Suzuki, Sonogashira) or nucleophilic displacement reactions. Researchers utilize this compound as a versatile building block for constructing complex molecules, particularly in the synthesis of pharmaceuticals, agrochemicals, and materials science applications, where precise control over amine and alkene functionalization is required.

Physical Data

Estimated

Estimated / predicted physical property values for catalog reference.

Appearance

Colorless to pale yellow liquid

Physical State

Liquid

Melting Point

-15.0 °C

Boiling Point

230.0 °C

Density

1.25 g/cm³

Water Solubility

Slightly soluble

Flash Point

105.0 °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 under a 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. Consult the Safety Data Sheet (SDS) for detailed hazard information and safe handling procedures before use.

Related Products / Graph Discovery

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