7462-74-0

Basic information

• Product Name: 2-BROMO-2-METHYLPROPANAMIDE
• Synonyms: 2-BROMO-2-METHYLPROPANAMIDE;2-Bromoisobutyramide;2-Bromo-2,2-dimethylacetamide, 2-Bromo-2-methylpropanamide, 2-Bromoisobutyramide;2-Bromo-2-methylpropionamide;2-Bromo-2,2-dimethylacetamide;PropanaMide,2-broMo-2-Methyl-;2-Bromo-2-methylpropionamide 97%
• CAS NO: 7462-74-0
• Molecular Formula: C₄H₈BrNO
• Molecular Weight: 166.02
• Product Categories: blocks;Bromides;Carboxes;Amides;Building Blocks;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
• Mol File: 7462-74-0.mol
• Article Data: 25

Chemical Properties

• Melting Point: 145-149 °C
• Boiling Point: 240 °C at 760 mmHg
• Flash Point: 98.9 °C
• Appearance: /
• Density: 1.4132 (rough estimate)
• Vapor Pressure: 0.0389mmHg at 25°C
• Refractive Index: 1.5500 (estimate)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 14.79±0.50(Predicted)
• CAS DataBase Reference: 2-BROMO-2-METHYLPROPANAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-2-METHYLPROPANAMIDE(7462-74-0)
• EPA Substance Registry System: 2-BROMO-2-METHYLPROPANAMIDE(7462-74-0)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22
• Safety Statements: 24/25
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 3
• HazardClass: IRRITANT
• PackingGroup: Ⅲ
• Hazardous Substances Data: 7462-74-0(Hazardous Substances Data)

Usage

General Description

2-BROMO-2-METHYLPROPANAMIDE, also known as N-Bromo-2-methylpropanamide, is a chemical compound with the formula C4H8BrNO. It is a white solid with a molecular weight of 160.014 g/mol. 2-BROMO-2-METHYLPROPANAMIDE is commonly used as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and dyes. It is also a useful reagent in organic synthesis, specifically in the formation of amides and peptides. Additionally, 2-BROMO-2-METHYLPROPANAMIDE has potential applications as a corrosion inhibitor and as an intermediate in polymer production. It is important to handle this compound with caution, as it is classified as a hazardous substance and can cause skin and eye irritation.

InChI:InChI=1/C4H8BrNO/c1-4(2,5)3(6)7/h1-2H3,(H2,6,7)

Upstream product

• 600-00-0 ethyl 2-bromoisobutyrate 
• 41658-69-9 2-bromo-2-methyl-propionitrile 
• 20769-85-1 2-bromoisobutyric acid bromide 
• 100-52-7 benzaldehyde 
• 20469-89-0 2-bromo-2-methylpropionyl chloride 

Downstream Products

• 70441-27-9 2-methyl-2-(phenylamino)propanamide 
• 5658-66-2 2-(4-Methoxyphenyloxy)-2-methylpropionamid 
• 580-15-4 6-aminoquinoline 
• 611-34-7 5-Aminoquinoline 
• 62100-49-6 2-(4-Nitrophenyloxy)-2-methylpropionsaeureamid 
• 862911-60-2 N-{3-[(3R,4R)-1-((S)-3-Cyclohexyl-3-hydroxy-propyl)-3,4-dimethyl-piperidin-4-yl]-phenyl}-2-hydroxy-2-methyl-propionamide 
• 578-66-5 8-amino quinoline 
• 197446-11-0 (R)-2-(6-N,N-dibenzylamino-5,6,7,8-tetrahydro-1-naphthyloxy)-2-methylpropanamide 
• 504-24-5 4-aminopyridine 
• 109185-21-9 2-hydroxy-N-(4-ethoxyphenyl)-2-methylpropionamide 
• 578-07-4 4-aminoacridine 
• 197959-63-0 2-(3-benzyloxy-5-methyl)phenoxy-2-methylpropanamide 
• 1134914-89-8 2-{3-chloro-4-[2-(2-chloro-pyridin-4-yl)-3,3,3-trifluoro-2-hydroxy-1-methyl-propyl]-phenoxy}-2-methyl-propionamide 
• 197445-09-3 (R)-2-(7-N,N-dibenzylamino-5,6,7,8-tetrahydro-1-naphthyloxy)-2-methylpropanamide 

Relevant articles and documents

Preparation of N-Aryl-2-hydroxypropionamides from hydroxy aromatic compounds using a one-pot smiles rearrangement procedure

Acylation of hydroxy aromatic compounds with 2-bromo-2-methylpropionamide followed by Smiles rearrangement of the resulting 2-aryloxypropionamide in a one-pot procedure produced the corresponding 2-hydroxy-2-methyl-N-arylpropionamides which can be converted to arylamines by hydrolysis. Particularly important applications of this new process were the conversions of estrone (6) and estradiol (14) to the corresponding 3-aminoestrahriene derivatives 8 and 15, respectively. In addition, an improved Semmler-Wolff procedure is described for the conversion of 19-nortestosterone (22) to 3-aminoestra-1,3,5(10)-uien-17β-ol hydrochloride (26).

Switchable Smiles Rearrangement for Enantioselective O-Aryl Amination

Asymmetric assembly of atropisomeric anilines from abundant and readily available precursors is one of the most challenging but valuable processes in organic synthesis. The use of highly efficient Smiles rearrangement to accomplish switchable enantioselec

Discovery of Potent and Selective Agonists of δ Opioid Receptor by Revisiting the "message-Address" Concept

The classic "message-address" concept was proposed to address the binding of endogenous peptides to the opioid receptors and was later successfully applied in the discovery of the first nonpeptide δ opioid receptor (DOR) antagonist naltrindole. By revisiting this concept, and based on the structure of tramadol, we designed a series of novel compounds that act as highly potent and selective agonists of DOR among which (-)-6j showed the highest affinity (Ki = 2.7 nM), best agonistic activity (EC50 = 2.6 nM), and DOR selectivity (more than 1000-fold over the other two subtype opioid receptors). Molecular docking studies suggest that the "message" part of (-)-6j interacts with residue Asp1283.32 and a neighboring water molecule, and the "address" part of (-)-6j packs with hydrophobic residues Leu3007.35, Val2816.55, and Trp2846.58, rendering DOR selectivity. The discovery of novel compound (-)-6j, and the obtained insights into DOR-agonist binding will help us design more potent and selective DOR agonists.