103273-01-4

Basic information

• Product Name: 2-BROMO-4-TERT-BUTYLANILINE
• Synonyms: 2-BROMO-4-TERT-BUTYLANILINE;2-BROMO-4-TERT-BUTYL-PHENYLAMINE;BUTTPARK 83\07-24;1-Amino-2-bromo-4-(tert-butyl)benzene;Benzenamine,2-bromo-4-(1,1-dimethylethyl)-
• CAS NO: 103273-01-4
• Molecular Formula: C₁₀H₁₄BrN
• Molecular Weight: 228.13
• Mol File: 103273-01-4.mol
• Article Data: 33

Chemical Properties

• Boiling Point: 265°C(lit.)
• Flash Point: 114.4 °C
• Appearance: /
• Density: 1.306 g/cm³
• Vapor Pressure: 0.00913mmHg at 25°C
• Refractive Index: 1.5680 to 1.5720
• Storage Temp.: Room temperature.
• PKA: 2.86±0.10(Predicted)
• CAS DataBase Reference: 2-BROMO-4-TERT-BUTYLANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-4-TERT-BUTYLANILINE(103273-01-4)
• EPA Substance Registry System: 2-BROMO-4-TERT-BUTYLANILINE(103273-01-4)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 103273-01-4(Hazardous Substances Data)

Usage

Description

2-Bromo-4-tert-butylaniline, also known as 4-tert-Butyl-2-bromoaniline, is a chemical compound widely used in the field of organic synthesis. It is characterized by its highly specific structure, which includes a bromine atom and a tert-butyl group attached to an aniline base. 2-BROMO-4-TERT-BUTYLANILINE is known for its high reactivity, making it valuable in various chemical reactions, such as coupling reactions. Due to its slightly hazardous nature in case of skin contact, eye contact, ingestion, or inhalation, it is essential to handle this compound with proper safety precautions.

Uses

Used in Organic Synthesis:
2-Bromo-4-tert-butylaniline is used as a key intermediate in the synthesis of various organic compounds for [application reason]. Its high reactivity and unique structure make it a valuable component in the formation of complex molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-Bromo-4-tert-butylaniline is used as a building block for the development of new drugs. Its reactivity allows for the creation of diverse molecular structures that can be tailored for specific therapeutic applications.
Used in Chemical Research:
2-Bromo-4-tert-butylaniline is employed as a research tool in academic and industrial laboratories. Its unique properties make it an interesting subject for studying reaction mechanisms, exploring new synthetic routes, and understanding the effects of structural modifications on chemical behavior.
Used in Material Science:
In the field of material science, 2-Bromo-4-tert-butylaniline is used as a component in the development of new materials with specific properties. Its incorporation into polymers or other materials can lead to the creation of materials with enhanced characteristics, such as improved stability or novel functionalities.

InChI:InChI=1/C10H14BrN/c1-10(2,3)7-4-5-9(12)8(11)6-7/h4-6H,12H2,1-3H3

Upstream product

• 769-92-6 4-tert-Butylaniline 
• 20330-45-4 4-tert-butylacetanilide 
• 91801-97-7 N-(2-bromo-4-tert-butylphenyl)acetamide 

Downstream Products

• 1395060-18-0 4-tert-butyl-2-ethenylaniline 
• 1257830-20-8 N-[4-[6-tert-butyl-8-(5-fluoro-2-oxo-1H-pyridin-3-yl)-3-quinolyl]phenyl]methanesulfonamide 
• 1395060-32-8 N-(4-tert-butyl-2-vinylphenyl)-2-iodo-N-methylbenzamide 
• 1395060-25-9 N-(4-tert-butyl-2-vinylphenyl)-2-iodobenzamide 
• 1399743-43-1 C₂₂H₂₀BrN 
• 1399743-55-5 C₃₀H₃₆BrN 
• 231296-92-7 (E)-methyl 3-(2-amino-5-(tert-butyl)phenyl)acrylate 
• 231296-93-8 methyl (2E)-3-(5-tert-butyl-2-{[(4-methylphenyl)sulfonyl]amino}phenyl)acrylate 
• 1276656-57-5 4-tert-butyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline 
• 1276656-58-6 2-[6-(2-amino-5-tert-butylphenyl)pyridazin-3-yl]-4-tert-butylaniline 
• 1276656-96-2 5-amino-N-(2-{6-[2-(5-aminopentanamido)-5-tertbutylphenyl]pyridazin-3-yl}-4-tert-butylphenyl)pentanamide 
• 1276656-72-4 tert-butyl N-{2-[(2-{6-[2-(3-{[(tert-butoxy)carbonyl]amino}propanamido)-5-tert-butylphenyl]pyridin-3-yl}-4-tertbutylphenyl)carbamoyl]ethyl}carbamate 
• 1276656-71-3 tert-butyl N-{2-[(2-{6-[2-(3-{[(tert-butoxy)carbonyl]amino}propanamido)-5-tert-butylphenyl]pyridazin-3-yl}-4-tert-butylphenyl)carbamoyl]ethyl}carbamate 
• 1276656-65-5 N-{4-tert-butyl-2-[6-(5-tert-butyl-2-acetamidophenyl)pyridazin-3-yl]phenyl}acetamide 

Relevant articles and documents

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New pyridyl-containing diarylamines were obtained via Cuassisted reductive amination of the ortho-2-pyridylarylboronic acids. Comparative analysis of the spectral and electrochemical data obtained for new diarylamines and their pyridyl-free counterparts revealed the intramolecular H-bond (IMHB) formation which significantly influences the properties of the amino group. The electron density at the N atom of the amino group is increased due to partial weakening of the N-H bond, although the BDE and activation energy for the H-atom abstraction is increased due to the chelating effect of two N atoms. The orthopyridyl-containing diarylamines are more prone to be oxidized as compared to their pyridyl-free counterparts; the shift in the oxidation potential values correlates with the strength of the intramolecular Hbonding which can be tuned by inserting substituents in the pyridyl or phenyl rings. The IMHB is reserved even in polar solvents having a significant H-acceptor ability (such as DMSO) but can be destroyed in methanol, testifying in favor of the dynamic nature of the H-bonding.