α-Bromoisobutyryl bromide
α-Bromoisobutyryl bromide (CAS: 20769-85-1), with the linear formula (CH₃)₂CBrCOBr and a molecular weight of 229.90 g/mol, is a valuable acid halide. It serves as a key building block in organic synthesis, particularly as an initiator in Atom Transfer Radical Polymerization (ATRP) for creating controlled polymer architectures. Its reactive nature makes it essential for various chemical synthesis applications in materials and polymer science.
- IUPAC
- 2-Bromo-2-methylpropionyl bromide,BIBB
- Synonyms
- 2-Bromo-2-methylpropionyl bromideBIBB
Atom Transfer Radical Polymerization (ATRP) Initiator
α-Bromoisobutyryl bromide is widely employed as an ATRP initiator. It has been used to functionalise surfaces, such as hydroxyl groups on graphene oxide, enabling controlled polymer grafting. It is also utilised in the preparation of macroinitiators for producing specific polymer chains.
Synthesis of Lactams
This compound has been instrumental in the synthesis of four- and five-membered lactams. In the presence of copper (I) and a tertiary amine, it facilitates the formation of these cyclic amide structures from appropriately substituted precursors.
Polymer Synthesis
It is used in the preparation of polymers like polycaprolactone macroinitiators. Furthermore, it plays a role in modifying materials like mesoporous silica nanoparticles by anchoring ATRP initiating sites to their surfaces for polymerisation.
| Molecular weight | 229.90 |
|---|---|
| Linear formula | (CH3)2CBrCOBr |
| Assay | ≥97.0% (GC) |
| Boiling point | 162-164 °C(lit.) |
| Density | 1.86 g/mL at 20 °C1.86 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.507(lit.)n20/D 1.507 |
| Application | α-Bromoisobutyryl bromide has been used:• as atom transfer radical polymerization (ATRP) initiator for functionalization of hydroxyl groups present on the surface of graphene oxide1• to form an N-protected halodienamide which provided four- and five-membered lactams in the presence of copper (I) and a tertiary amine2• in preparation of polycaprolactone macroinitiator via reaction with oligomeric caprolactone diol3 and mesoporous silica nanoparticles with ATRP initiator anchored on the exterior surface4 |
Hazard statements
- H302Harmful if swallowed
- H314Causes severe skin burns and eye damage
Precautionary statements
- P280Wear protective gloves, clothing and eye/face protection
- P305IF IN EYES
- P310Immediately call a POISON CENTER or doctor
| Protective equipment | Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter |
|---|---|
| Flash point | 113 °C / 235.4 °F |
| Transport (UN / ADR) | UN 3265 8 / PGII |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | C |
| Risk statements (R) | 22-34 |
| Safety statements (S) | 26-36/37/39-45 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
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.
What is α-Bromoisobutyryl bromide used for?
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α-Bromoisobutyryl bromide is primarily used as an initiator in Atom Transfer Radical Polymerization (ATRP) for controlled polymer synthesis and as a building block in organic chemistry for creating complex molecules, including lactams and functionalised materials.
What are the CAS number and formula for α-Bromoisobutyryl bromide?
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The CAS number for α-Bromoisobutyryl bromide is 20769-85-1, and its linear formula is (CH₃)₂CBrCOBr.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies α-Bromoisobutyryl bromide with an assay of ≥97.0% (GC). This is a technical/research grade product, and TSS does not represent it as USP, BP, or EP grade.
What are the safety hazards associated with α-Bromoisobutyryl bromide?
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α-Bromoisobutyryl bromide is classified as Danger (GHS05, GHS07). It is harmful if swallowed (H302) and causes severe skin burns and eye damage (H314). Appropriate personal protective equipment, including gloves, goggles, and face shields, must be worn. It requires handling in a well-ventilated area with suitable respiratory protection.
How is α-Bromoisobutyryl bromide packed and shipped?
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α-Bromoisobutyryl bromide is packed in accordance with regulatory standards for hazardous materials. TSS exports this chemical globally, adhering to all necessary shipping and customs regulations for dangerous goods (UN 3265).
How can I request a quote or sample?
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To request a quote or a sample of α-Bromoisobutyryl bromide, please contact our sales team through the TSS website or via the provided contact details. Specify the quantity required for your quotation request.
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