2-Bromopropionyl bromide
[CAS# 563-76-8]

Identification

• Classification: Chemical reagent >> Organic reagent >> Halogenated aliphatic hydrocarbon
• Name: 2-Bromopropionyl bromide
• Molecular Formula: C₃H₄Br₂O
• Molecular Weight: 215.87
• CAS Registry Number: 563-76-8
• EC Number: 209-261-7
• SMILES: CC(C(=O)Br)Br

Properties

• Density: 2.061
• Boiling point: 48-50 °C (10 mmHg)
• Refractive index: 1.518
• Flash point: >110 °C

Safety Data

• Hazard Symbols: GHS05;GHS07 Danger
• Risk Statements: H302-H314
• Safety Statements: P260-P264-P270-P280-P301+P317-P301+P330+P331-P302+P361+P354-P304+P340-P305+P354+P338-P316-P321-P330-P363-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Skin corrosion	Skin Corr.	1B	H314
Acute toxicity	Acute Tox.	4	H302
Skin sensitization	Skin Sens.	1	H317
Serious eye damage	Eye Dam.	1	H318
Substances or mixtures corrosive to metals	Met. Corr.	1	H290

• Transport Information: UN 3265

Discovery and Applications

2-Bromopropionyl bromide, also known as bromoacetyl bromide, was first discovered through organic chemistry research. Its synthesis involves the reaction of bromine with acetyl bromide. This discovery traces back to the early 20th century, with its structure confirmed via spectroscopic analysis and chemical characterization. The compound's unique composition of bromine atoms and the acetyl functional group renders it valuable for various applications across industries.

2-Bromopropionyl bromide serves as a versatile building block in organic synthesis. It facilitates the introduction of the bromoacetyl group into organic molecules, aiding in the synthesis of compounds used in pharmaceuticals, agrochemicals, and materials science.

This compound is employed in pharmaceutical synthesis as an intermediate for producing anti-inflammatory drugs, antibiotics, and antiviral medications. It plays a crucial role in synthesizing complex molecules with therapeutic properties.

Used in agrochemical synthesis, 2-Bromopropionyl bromide contributes to herbicides, insecticides, and fungicides production. It serves as a precursor for active ingredients that control pests, weeds, and fungal diseases, improving crop yield and quality.

In materials science, this compound modifies surfaces and synthesizes functional materials. It participates in producing polymers, resins, and specialty chemicals, imparting specific properties like adhesion, corrosion resistance, and conductivity.

Researchers employ 2-Bromopropionyl bromide in studying reaction mechanisms and developing new synthetic methodologies. It acts as a reagent to create novel compounds, exploring potential applications across various scientific and industrial fields.

References

2019. Synthesis of photoinitiators via ATRP of 2-bromopropionyl bromide. Macromolecular Research, 27(3).
DOI: 10.1007/s13233-019-7107-3

2017. Preparation of graft copolymers using 2-bromopropionyl bromide. Journal of Polymer Research, 24(4).
DOI: 10.1007/s10965-017-1213-8

2001. Synthesis of heterocyclic compounds using 2-bromopropionyl bromide. Russian Journal of Organic Chemistry, 37(7).
DOI: 10.1023/a:1013175403637