tert-Butyl bromoacetate

CAS 5292-43-3BrCH2COOC(CH3)3Chemical Synthesis

Tert-Butyl bromoacetate (CAS 5292-43-3) is a clear liquid with the linear formula BrCH2COOC(CH3)3 and a molecular weight of 195.05 g/mol. It serves as a valuable building block in organic synthesis, particularly for creating substituted tert-butyl acetates and complex molecules like collagenase inhibitors. This ester is frequently employed in academic research and industrial chemical synthesis, facilitating the development of advanced materials and pharmaceutical intermediates. Its reactivity makes it a key reagent in various coupling and derivatization reactions.

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tert-Butyl bromoacetate (BrCH2COOC(CH3)3) — chemical structure, CAS 5292-43-3; Chemistry, fine chemical supplied by Tech Serve Solutions

Building BlocksC6 to C7Carbonyl CompoundsChemical SynthesisEsters

01 /Applications

Synthesis of Nitrilotriacetic Acid-Functionalized Polystyrene

Tert-Butyl bromoacetate is utilised in atom transfer radical polymerization to synthesise nitrilotriacetic acid end-functionalized polystyrene. This application is crucial for developing advanced polymeric materials with specific functionalities for applications such as drug delivery or chromatography.

Precursor for Substituted tert-Butyl Acetates

This compound acts as a key building block in the synthesis of various substituted tert-butyl acetates. These derivatives are important intermediates in organic chemistry, enabling the construction of more complex molecular architectures.

Development of Dihydropyranyl Prelinkers

Tert-Butyl bromoacetate is employed in the creation of dihydropyranyl prelinkers. These prelinkers are valuable tools in polymer-assisted deprotection strategies, particularly for oligosaccharides, offering controlled synthesis pathways.

Synthesis of Collagenase Inhibitors

It serves as a starting reagent in the synthesis of specific collagenase inhibitors, such as (S,S,R)-(-)-actinonin. This highlights its role in the development of potential therapeutic agents.

Preparation of N-Oxalylglycine Derivatives

Tert-Butyl bromoacetate is the initial reagent for preparing N-Oxalylglycine derivatives. These compounds can be important in medicinal chemistry research and the development of novel biologically active molecules.

02 /Properties

Molecular weight	195.05
Linear formula	BrCH2COOC(CH3)3
Assay	98%
Boiling point	50 °C/10 mmHg(lit.)
Density	1.321 g/mL at 25 °C(lit.)
Refractive index	n20/D 1.445(lit.)
Application	tert-Butyl bromoacetate has been used in the synthesis of:• nitrilotriacetic acid end-functionalized polystyrene by atom transfer radical polymerization1• building block for substituted t-butyl acetates2• dihydropyranyl prelinker which is useful in polymer-assisted deprotection of oligosacchararides3• collagenase inhibitor (S,S,R)-(-)-actinonin4 It is the starting reagent for the synthesis of N-Oxalylglycine derivatives5.

03 /Safety & handling

GHS hazard pictogram: Flammable (GHS02) — Flammable

GHS hazard pictogram: Harmful / irritant (GHS07) — Harmful / irritant

Warning

Hazard statements

H226Flammable liquid and vapour
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust, fume, gas or vapours
P305IF IN EYES

Protective equipment	Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
Flash point	49 °C / 120.2 °F
Transport (UN / ADR)	UN 1993C 3 / PGIII
Water hazard class (WGK, DE)	3
Hazard codes (EU)	Xi
Risk statements (R)	10-36/37/38
Safety statements (S)	26

Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.

04 /Identifiers & registry

CAS number

5292-43-3

MDL number

MFCD00000188

PubChem substance

24847606

Beilstein registry

1753010

05 /Quality & supply

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.

06 /Frequently asked questions

What is tert-Butyl bromoacetate used for?

Tert-Butyl bromoacetate is used as a building block in organic synthesis, including the preparation of substituted tert-butyl acetates, dihydropyranyl prelinkers for oligosaccharide synthesis, and collagenase inhibitors. It is also employed in the synthesis of N-Oxalylglycine derivatives and functionalized polystyrene via atom transfer radical polymerization.

What are the CAS number and chemical formula for tert-Butyl bromoacetate?

The CAS number for tert-Butyl bromoacetate is 5292-43-3, and its linear formula is BrCH2COOC(CH3)3.

What grade and purity does Tech Serve Solutions supply for tert-Butyl bromoacetate?

Tech Serve Solutions supplies tert-Butyl bromoacetate with an assay of 98%. We do not represent this product as USP, BP, EP, or other pharmacopoeia grades.

How should tert-Butyl bromoacetate be handled safely?

Tert-Butyl bromoacetate is a flammable liquid and vapour (H226) and causes skin irritation (H315), serious eye irritation (H319), and may cause respiratory irritation (H335). Appropriate personal protective equipment, including eyeshields, gloves, and suitable respiratory protection, should be used. Handle in a well-ventilated area away from ignition sources.

How is tert-Butyl bromoacetate packed and exported?

Tert-Butyl bromoacetate is packed according to relevant transport regulations, including UN 1993 for hazardous goods, and exported globally by Tech Serve Solutions.

How can I request a sample or quote for tert-Butyl bromoacetate?

To request a sample or a quote for tert-Butyl bromoacetate, please contact our sales team through the website or by phone, providing your specific requirements and shipping details.