80058-84-0

Basic information

• Product Name: 4-BROMO-2,6-BIS(1-METHYLETHYL)BENZENAMINE
• Synonyms: 4-BROMO-2,6-BIS(1-METHYLETHYL)BENZENAMINE;4-broMo-2,6-bis(propan-2-yl)aniline;4-BroMo-2,6-diisopropylaniline;Benzenamine,4-bromo-2,6-bis(1-methylethyl)-;4-bromo-2,6-diisopropylbenzenamine;4-Bromo-2,6-diisopropyl-phenylamine;4-BROMO-2,6-BIS(1-METHYLETHYL)BENZEMINE;2,6-diisopropyl-4-bromoaniline
• CAS NO: 80058-84-0
• Molecular Formula: C₁₂H₁₈BrN
• Molecular Weight: 256.18200
• Mol File: 80058-84-0.mol

Chemical Properties

• Boiling Point: 300.513 °C
• Flash Point: 135.546 °C
• Appearance: /
• Density: 1.231 g/cm³
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.553
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 3.54±0.10(Predicted)
• CAS DataBase Reference: 4-BROMO-2,6-BIS(1-METHYLETHYL)BENZENAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BROMO-2,6-BIS(1-METHYLETHYL)BENZENAMINE(80058-84-0)
• EPA Substance Registry System: 4-BROMO-2,6-BIS(1-METHYLETHYL)BENZENAMINE(80058-84-0)

Safety Data

• Hazardous Substances Data: 80058-84-0(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
4-BROMO-2,6-BIS(1-METHYLETHYL)BENZENAMINE is used as a reactant in the preparation of hyperbranched ethylene oligomers. Its unique structure allows it to participate in various chemical reactions, contributing to the formation of complex and highly branched polymeric structures with potential applications in diverse fields.
Used in Polymer Industry:
In the polymer industry, 4-BROMO-2,6-BIS(1-METHYLETHYL)BENZENAMINE is used as a monomer for the synthesis of specialty polymers. Its bromine atom and isopropyl groups can be utilized to create polymers with specific properties, such as enhanced thermal stability, mechanical strength, or chemical resistance, depending on the desired application.
Used in Pharmaceutical Industry:
4-BROMO-2,6-BIS(1-METHYLETHYL)BENZENAMINE may also find use in the pharmaceutical industry as an intermediate in the synthesis of various drug molecules. Its chemical reactivity and structural features can be leveraged to create new compounds with potential therapeutic applications.
Used in Research and Development:
In research and development settings, 4-BROMO-2,6-BIS(1-METHYLETHYL)BENZENAMINE serves as a valuable compound for exploring new chemical reactions and developing innovative synthetic methods. Its unique properties can be studied to gain insights into the underlying mechanisms of various chemical processes, ultimately contributing to the advancement of scientific knowledge in the field of organic chemistry.

InChI:InChI=1/C12H18BrN/c1-7(2)10-5-9(13)6-11(8(3)4)12(10)14/h5-8H,14H2,1-4H3

Upstream product

• 24544-04-5 2,6-diisopropylbenzenamine 
• 50522-40-2 2,6-diisopropylaniline hydrochloric acid salt 

Downstream Products

• 439695-35-9 N-(2,6-diisopropyl-4-bromophenyl)-3,4-perylenedicarboximide 
• 946147-63-3 5-bromo-2-iodo-1,3-diisopropylbenzene 
• 940941-93-5 N-(4-bromo-2,6-diisopropylphenyl)(4,5-dimethyl-6H-cyclopenta[b]thien-6-yl)dimethylsilanamine 
• 1270006-62-6 N-(2,6-diisopropyl-4-(pyren-1-ylethynyl)phenyl)formamide 
• 1270006-61-5 1-((4-isocyano-3,5-diisopropylphenyl)ethynyl)pyrene 
• 220721-02-8 3,5-diisopropyl-4-formamido-1-trimethylsilylethynylbenzene 
• 220721-05-1 5-ethynyl-2-isocyano-1,3-diisopropylbenzene 
• 220721-32-4 2,6-diisopropyl-4-bromo-1-isocyanobenzene 
• 220721-30-2 2,6-diisopropyl-4-bromo-1-formamidobenzene 
• 1395093-17-0 N-(3,5-diisopropyl-[1,1'-biphenyl]-4-yl)-3-methoxybenzamide 
• 1395093-18-1 1-(3,5-diisopropyl-[1,1'-biphenyl]-4-yl)-2-(3-methoxyphenyl)-1H-imidazole 
• 1395093-19-2 3-(1-(3,5-diisopropyl-[1,1'-biphenyl]-4-yl)-1H-imidazol-2-yl)phenol 
• 1395093-20-5 N-(3,5-diisopropyl-[1,1'-biphenyl]-4-yl)-3-iodobenzamide 
• 1395093-22-7 2,2'-(oxybis(3,1-phenylene))bis(1-(3,5-diisopropyl-[1,1'-biphenyl]-4-yl)-1H-imidazole) 

Relevant articles and documents

New Bromine-Containing Bis(arylimino)acenaphthenes and Related Metal Complexes

Abstract: The condensation reactions of 5-bromoacenaphthenequinone with 2,6-diisopropylaniline and 4?bromo-2,6-di-iso-propylaniline afford new mono- and tribromosubstituted bis(arylimino)acenaphthenes: 1,2-bis[(2,6-diisopropylphenyl)imino]-5-bromacenaphthene (Dpp-Br-Bian) (L1) and 1,2-bis[(4-bromo-2,6-diisopropylphenyl)imino]-5-bromacenaphthene (p-Br-Dpp-Br-Bian) (L2), respectively. Compounds L1 and L2 act as neutral ligands in the [(Dpp-Br-Bian)ZnCl2] (I), [(p-Br-Dpp-Br-Bian)AlCl3] (III), and [(p-Br-Dpp-Br-Bian)GaCl3] (IV) complexes synthesized by the reactions of free diimines with the corresponding metal chlorides. The reaction of the known dibromosubstituted derivative 1,2-bis[(4-bromo-2,6-di-iso-propylphenyl)iminoacenaphthene (p-Br-Dpp-Bian) (L3) with copper(I) chloride also affords complex [(p-Br-Dpp-Bian)CuCl] (II) with the neutral diimine ligand. New compounds L1, L2, and I–IV are characterized by NMR, IR spectroscopy, and elemental analysis. The molecular structure of complex I is determined by X-ray structure analysis.

Synthesis method of diafenthiuron impurity D

The invention provides a preparation method of the diafenthiuron impurity D. According to the preparation method of the diafenthiuron impurity D, 2, 6-isopropylaniline, phenol, CS2 and the like are used as raw materials, a material basis is provided for regularly researching the impurities, and the method can also be used for qualitative and quantitative analysis of the impurities in diafenthiuron production. And the impurities are controlled within a safe and reasonable limit range, so that the quality standard of the diafenthiuron can be improved, and important guiding significance is provided for safe medication of the masses.

Synthesis method of diafenthiuron impurities A and B

The invention provides a preparation method of the diafenthiuron impurities A and B. 2, 6-isopropylaniline, phenol, triphosgene, tert-butylamine and tert-butyl formamidine hydrochloride are used as raw materials, a material basis is provided for normatively researching the impurities, and the method can also be used for qualitative and quantitative analysis of the impurities in diafenthiuron production. And the impurities are controlled within a safe and reasonable limit range, so that the quality standard of the diafenthiuron can be improved, and important guiding significance is provided for safe medication of the masses.

London Dispersion Interactions Rather than Steric Hindrance Determine the Enantioselectivity of the Corey–Bakshi–Shibata Reduction

The well-known Corey–Bakshi–Shibata (CBS) reduction is a powerful method for the asymmetric synthesis of alcohols from prochiral ketones, often featuring high yields and excellent selectivities. While steric repulsion has been regarded as the key director of the observed high enantioselectivity for many years, we show that London dispersion (LD) interactions are at least as important for enantiodiscrimination. We exemplify this through a combination of detailed computational and experimental studies for a series of modified CBS catalysts equipped with dispersion energy donors (DEDs) in the catalysts and the substrates. Our results demonstrate that attractive LD interactions between the catalyst and the substrate, rather than steric repulsion, determine the selectivity. As a key outcome of our study, we were able to improve the catalyst design for some challenging CBS reductions.

Development of effective bidentate diphosphine ligands of ruthenium catalysts toward practical hydrogenation of carboxylic acids

Hydrogenation of carboxylic acids (CAs) to alcohols represents one of the most ideal reduction methods for utilizing abundant CAs as alternative carbon and energy sources. However, systematic studies on the effects of metal-to-ligand relationships on the catalytic activity of metal complex catalysts are scarce. We previously demonstrated a rational methodology for CA hydrogenation, in which CA-derived cationic metal carboxylate [(PP)M(OCOR)]+ (M = Ru and Re; P = one P coordination) served as the catalyst prototype for CA self-induced CA hydrogenation. Herein, we report systematic trial- and-error studies on how we could achieve higher catalytic activity by modifying the structure of bidentate diphosphine (PP) ligands of molecular Ru catalysts. Carbon chains connecting two P atoms as well as Ar groups substituted on the P atoms of PP ligands were intensively varied, and the induction of active Ru catalysts from precatalyst Ru(acac)3 was surveyed extensively. As a result, the activity and durability of the (PP)Ru catalyst substantially increased compared to those of other molecular Ru catalyst systems, including our original Ru catalysts. The results validate our approach for improving the catalyst performance, which would benefit further advancement of CA self-induced CA hydrogenation.

Preparation method of halogen-substituted alkylaniline

The invention relates to a preparation method of halogen-substituted alkylaniline, and particularly discloses a method for obtaining halogen-substituted alkylaniline by taking alkylaniline as a raw material to react with hydrobromic acid and hydrogen peroxide in a micro-channel reactor. According to the technical scheme, by adopting the modular micro-channel reaction device, the mass transfer andheat transfer efficiency is improved, and the method has the characteristics of simplicity and safety in operation, high yield and less three wastes, and is suitable for industrial production.

Linear Hydroaminoalkylation Products from Alkyl-Substituted Alkenes

The regioselective conversion of alkyl-substituted alkenes into linear hydroaminoalkylation products represents a strongly desirable synthetic transformation. In particular, such conversions of N-methylamine derivatives are of great scientific interest, because they would give direct access to important amines with unbranched alkyl chains. Herein, we present a new one-pot procedure that includes an initial alkene hydroaminoalkylation with an α-silylated amine substrate and a subsequent protodesilylation reaction that delivers linear hydroaminoalkylation products with high selectivity from simple alkyl-substituted alkenes. For that purpose, new titanium catalysts have been developed, which are able to activate the α-C?H bond of more challenging α-silylated amine substrates. In addition, a direct relationship between the ligand structure of the new catalysts and the obtained regioselectivity is described.

COMPOUNDS AND COMPOSITIONS FOR TREATING CONDITIONS ASSOCIATED WITH NLRP ACTIVITY

In one aspect, compounds of Formula A, or a pharmaceutically acceptable salt thereof, are featured (Formula A) or a pharmaceutically acceptable salt thereof, wherein the variables shown in Formula A can be as defined anywhere herein.

SULFONAMIDE DERIVATIVES AND USES THEREOF

The present disclosure relates to compounds of Formula (I) or (II): and to their prodrugs, pharmaceutically acceptable salts, pharmaceutical compositions, methods of use, and methods for their preparation. The compounds disclosed herein are useful for inhibiting the maturation of cytokines of the IL-1 family by inhibiting inflammasomes and may be used in the treatment of disorders in which inflammasome activity is implicated, such as inflammatory, autoinflammatory and autoimmune diseases and cancers.

Aryl-Diadamantyl Phosphine Ligands in Palladium-Catalyzed Cross-Coupling Reactions: Synthesis, Structural Analysis, and Application

Synthesis, temperature-dependent NMR structure investigation and utilization of a new, stable and easily accessible aryl-diadamantylphosphine ligand family is reported. The bulky and electron-rich phosphorus center of the ligand enhances the catalytic activity of palladium in cross-coupling reactions of sterically demanding ortho-substituted aryl halides. In our study, we demonstrated the synthetic applicability of the new phosphine ligands in Buchwald-Hartwig and tosyl hydrazone coupling reactions.