23877-12-5

Basic information

• Product Name: t-Butyl 2-bromo isobutyrate
• Synonyms: 2-BOC-2-BROMOPROPANE;2-BROMO-2-METHYL-PROPIONIC ACID TERT-BUTYL ESTER;2-BROMOISOBUTYRIC ACID TERT-BUTYL ESTER;butyl2-bromoisobutyrate;Propanoicacid,2-bromo-2-methyl-,1,1-dimethylethylester;tert-Buty2-bromoisobutyrate;tert-Butyl2-bromoisobutyrate,97%;TERT-BUTYL ALPHA-BROMOISOBUTYRATE
• CAS NO: 23877-12-5
• Molecular Formula: C₈H₁₅BrO₂
• Molecular Weight: 223.11
• EINECS: 245-924-7
• Product Categories: Organic acids
• Mol File: 23877-12-5.mol

Chemical Properties

• Boiling Point: 35-37°C 1mm
• Flash Point: 35-37°C/1mm
• Appearance: /
• Density: 1.196 g/mL at 20 °C(lit.)
• Vapor Pressure: 1.15mmHg at 25°C
• Refractive Index: n20/D 1.436
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: Chloroform
• BRN: 1905654
• CAS DataBase Reference: t-Butyl 2-bromo isobutyrate(CAS DataBase Reference)
• NIST Chemistry Reference: t-Butyl 2-bromo isobutyrate(23877-12-5)
• EPA Substance Registry System: t-Butyl 2-bromo isobutyrate(23877-12-5)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36/37/39
• RIDADR: 3334
• WGK Germany: 2
• F: 19
• HazardClass: 9
• Hazardous Substances Data: 23877-12-5(Hazardous Substances Data)

Usage

Uses

Used in Polymer Synthesis:
t-Butyl 2-bromo isobutyrate is used as an initiator for atom transfer radical polymerisation (ATRP) of 2-(acetoacetoxy)ethyl methacrylate (AEMA). This application is crucial for the synthesis of polymers with controlled molecular weights and architectures, which can be utilized in various industries such as pharmaceuticals, materials science, and coatings.
Used in Chemical Reactions:
As a chemical intermediate, t-Butyl 2-bromo isobutyrate can be involved in various chemical reactions, contributing to the formation of different compounds and products. Its reactivity and functional groups make it a valuable component in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Research and Development:
t-Butyl 2-bromo isobutyrate can be employed in research and development settings to explore new chemical reactions, mechanisms, and applications. Its use in academic and industrial research can lead to the discovery of novel materials, processes, and products with potential commercial and practical applications.

InChI:InChI=1/C8H15BrO2/c1-7(2,3)11-6(10)8(4,5)9/h1-5H3

Upstream product

• 115-11-7 isobutene 
• 20769-85-1 2-bromoisobutyric acid bromide 
• 75-65-0 tert-butyl alcohol 
• 2052-01-9 2-bromo-2-methylpropionic acid 
• 1493-13-6 trifluorormethanesulfonic acid 

Downstream Products

• 25307-76-0 tert-butyl 3-hydroxy-2,2-dimethylpropanoate 
• 23985-59-3 3-hydroxy-2,2-dimethyl-3-phenylpropanoic acid 
• 26735-97-7 3-Hydroxy-2.2-dimethyl-3-phenyl-propionsaeure-tert.-butylester 
• 132960-21-5 tert-butyl 1,3-dihydro-1-hydroxy-α,α-dimethyl-3-oxo-1-isobenzofuranacetate 
• 68672-65-1 imino-2 Z (tritylamino-2 thiazolyl-4)-2 acetate d'ethyle 
• 247923-30-4 1,1-dimethylethyl 2-[(4-bromophenyl)thio]-2-methyl-propanoate 
• 425672-61-3 4-[4-(1-tert-butoxycarbonyl-1-methyl-ethoxy)phenyl]butyric acid methyl ester 
• 247923-33-7 1,1-dimethylethyl 2-[[4-(2-aminoethyl)phenyl]thio]-2-methyl-propanoate 
• 918447-88-8 tert-butyl 2-methyl-2-[(2,2-diethyl-3-phenyl-1,4-diazaspiro[4,5]dec-3-en-1-yl)oxy]propanoate 
• 1003567-14-3 4-(1-tert-butoxycarbonyl-1-methylethoxy)-5-chloro-2-hydroxybenzoic acid methyl ester 
• 585-07-9 tert-Butyl methacrylate 
• 923017-44-1 tert-butyl 2-{2-[(6-chloropyridin-3-yl)carbonyl]-5-methoxyphenoxy}-2-methylpropanoate 
• 923015-53-6 tert-butyl 2-{2-[4-(benzyloxy)benzoyl]-5-methoxyphenoxy}-2-methylpropanoate 
• 265129-65-5 2-{4-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-vinyl]-phenylsulfanyl}-2-methyl-propionic acid tert-butyl ester 

Relevant articles and documents

Catalytic synthesis method of tert-butyl alpha-bromoisobutyrate by using cation exchange resin

The invention relates to a catalytic synthesis method of tert-butyl alpha-bromoisobutyrate by using cation exchange resin, and belongs to the technical field of synthetic organic chemistry synthesis. The method use alpha-bromoisobutyrate and isobutylene as raw materials; the raw materials are supplemented with a solvent and a polymerization inhibitor and subjected to an esterification reaction by using a cation exchange resin as a catalyst, so as to obtain the tert-butyl alpha-bromoisobutyrate. The cation exchange resin is one or more selected from D001, D003, CH-A, CH-B, 732, and CHR-06. The invention solves the problems of large amount of wastewater, serious equipment corrosion and high content of polymer in the prior art; the prepared product has yield of 80-90% and purity higher than 98%; and the selected cation exchange resin has the characteristics of high catalytic activity, good selectivity, small equipment corrosion, long service life, easiness to recycle and reuse, low energy consumption and less wastewater generation, and has high economic values for reducing production costs, safety and environmental protection.

Spin trapping of superoxide, alkyl- and lipid-derived radicals with derivatives of the spin trap EPPN

The N-t-butyl-α-phenylnitrone derivative N-2-(2-ethoxycarbonyl-propyl)-α-phenylnitrone (EPPN) has recently been reported to form a superoxide spin adduct (t1/2=5.25min at pH 7.0), which is considerably more stable than the respective N-t-butyl-α -phenylnitrone or 5,5-dimethylpyrroline N-oxide adducts (t1/2 ～10 and 45s, respectively). In continuation of our previous studies on structure optimization of 5-(ethoxycarbonyl)-5-methyl-1-pyrroline N-oxide derivatives, a series of six different EPPN derivatives was synthesized and characterized by 1H NMR, 13C NMR and IR spectroscopy. The ethoxy group of EPPN was replaced by a propoxy, iso-propoxy, n-butoxy, sec-butoxy, and tert-butoxy moiety, as well as the phenyl by a pyridyl ring. Electron spin resonance spectra and stabilities of the superoxide adducts of the propoxy derivatives were found to be similar to those of the respective EPPN adduct, whereas the electron spin resonance spectra of the superoxide adducts of N-2-(2-ethoxycarbonyl-propyl)-α-(4-pyridyl) nitrone and the butoxy derivatives were accompanied by decomposition products. In contrast to the 5-(ethoxycarbonyl)-5-methyl-1-pyrroline N-oxide series, no significant improvement of the superoxide adduct stability could be obtained when the ethoxy group was replaced by other substituents. Carbon centered radical adducts derived from methanol, ethanol, formic acid and linoleic acid hydroperoxide were more stable than those of 5,5-dimethylpyrroline N-oxide, whereas among the alkoxyl radicals only the methoxyl radical adduct could be detected.

Prodrugs activated by targeted catalytic proteins

Prodrugs that are activated by and conjugated to a catalytic antibody conjugated to a moiety that binds to a tumor cell population are provided.