2-(Boc-amino)ethyl bromide (CAS 39684-80-5) is an organic compound commonly used as a building block in synthetic chemistry, particularly for introducing a protected aminoethyl group. It features a 2-bromoethylamine moiety protected with a tert-butoxycarbonyl (Boc) group, making it useful in the synthesis of pharmaceuticals, peptides, and other complex organic molecules. 

Properties:

CAS Number: 39684-80-5

Molecular Formula: C₇H₁₄BrNO₂

Molecular Weight: 224.10 g/mol

Appearance: White to pale yellow, low-melting solid or powder

Melting Point: 30–32 °C

Solubility: Soluble in common organic solvents

Storage Temperature: Recommended storage at -20°C, under argon gas

Reactivity: The bromine atom makes it a good electrophile for nucleophilic substitution reactions.

Synonyms

• tert-Butyl (2-bromoethyl)carbamate
• tert-Butyl N-(2-bromoethyl)carbamate
• N-Boc-2-bromoethylamine
• N-(2-Bromoethyl)carbamic acid tert-butyl ester
• 2-(tert-Butoxycarbonylamino)ethyl bromide

Uses and Applications

Organic Synthesis & Medicinal Chemistry: Acts as a versatile intermediate for introducing a protected amine functionality (2-aminoethyl group) into molecules, useful in designing pharmaceuticals.

Peptide Synthesis: Used in the modification of peptides and synthesis of compounds requiring amine protection.

Functionalized Spacers: Used as a building block to prepare fluorinated spacers that have both nucleophilic and electrophilic termini.

Ligand/Linker Preparation: Used in the synthesis of biphenyl linkers and other molecular scaffolding.

Antimicrobial Studies: Acts as an affinity ligand for binding to bacterial or fungal cells.

Hazard Information

Signal Word: Warning

Hazard Statements:

H302: Harmful if swallowedH315: Causes skin irritation

H319: Causes serious eye irritation

H335: May cause respiratory irritation

Handling: Requires handling in a well-ventilated area with appropriate protective equipment (gloves, goggles).