54879-20-8

Basic information

• Product Name: 2-BROMO-3-METHYLANILINE 98
• Synonyms: 2-BROMO-3-METHYLANILINE 98;3-Amino-2-bromotoluene;2-broMo-3-MethylbenzenaMine;BenzenaMine, 2-broMo-3-Methyl-;2-BroMo-3-Methylaniline, 97+%;2-BROMO-3-METHYLANILIN
• CAS NO: 54879-20-8
• Molecular Formula: C₇H₈BrN
• Molecular Weight: 186.051
• Product Categories: Anilines, Amides & Amines;Bromine Compounds;Amines;C7;Nitrogen Compounds
• Mol File: 54879-20-8.mol

Chemical Properties

• Boiling Point: 48 °C0.03 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: Pale brown/Liquid
• Density: 1.489 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0298mmHg at 25°C
• Refractive Index: n20/D 1.605(lit.)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 2.66±0.10(Predicted)
• CAS DataBase Reference: 2-BROMO-3-METHYLANILINE 98(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-3-METHYLANILINE 98(54879-20-8)
• EPA Substance Registry System: 2-BROMO-3-METHYLANILINE 98(54879-20-8)

Safety Data

• Hazard Codes: Xn
• Statements: 22-43-36/37/38-20/21/22
• Safety Statements: 36/37-60-26-23-9
• RIDADR: 2810
• WGK Germany: 3
• HazardClass: 6.1
• Hazardous Substances Data: 54879-20-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-BROMO-3-METHYLANILINE 98 is used as a starting material for the synthesis of various pharmaceuticals, contributing to the development of new drugs and therapeutic agents.
Used in Agrochemical Industry:
In the agrochemical sector, 2-BROMO-3-METHYLANILINE 98 serves as a precursor in the production of agrochemicals, aiding in the creation of compounds that protect crops and enhance agricultural productivity.
Used in Dye Industry:
2-BROMO-3-METHYLANILINE 98 is employed as a starting material in the preparation of dyes, playing a crucial role in the coloration of textiles, plastics, and other materials.
Used in Fine Chemicals Production:
As an intermediate, 2-BROMO-3-METHYLANILINE 98 is instrumental in the manufacturing process of fine chemicals, which are essential in various specialized applications across different industries.
Used in Heterocyclic Compounds Synthesis:
2-BROMO-3-METHYLANILINE 98 is utilized as a reagent in the synthesis of heterocyclic compounds, which are vital in the creation of complex organic molecules with diverse applications in chemistry and biology.

InChI:InChI=1/C7H8BrN/c1-5-3-2-4-6(9)7(5)8/h2-4H,9H2,1H3

Upstream product

• 41085-43-2 2-bromo-3-nitrotoluene 
• 108-44-1 1-amino-3-methylbenzene 
• 59907-22-1 N-(2-methyl-6-nitrophenyl)acetamide 
• 570-24-1 2-Methyl-6-nitroaniline 
• 53663-39-1 3-methyl-2-bromobenzoic acid 

Downstream Products

• 98203-08-8 8-bromo-7-methylquinoline 
• 41085-43-2 2-bromo-3-nitrotoluene 
• 22061-78-5 2-bromo-3-methylphenol 
• 263159-64-4 2-bromo-3-methyl-benzonitrile 
• 621-09-0 N,N'-diphenylacetamidine 
• 767291-76-9 N,N-diallyl-2-bromo-3-methylaniline 
• 59907-13-0 2-bromo-1-fluoro-3-methylbenzene 
• 631909-35-8 3-methyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline 
• 54879-19-5 N-(2-bromo-3-methylphenyl)acetamide 
• 1379665-21-0 N-(2-bromo-5-methylphenyl)-N-methyl-2-fluoro-2-(2-chlorophenyl)acetamide 
• 1379665-37-8 (R)-3-fluoro-1,6-dimethyl-3-(2-chlorophenyl)-indolin-2-one 
• 1527711-93-8 N-(2-bromo-3-methylphenyl)pivalamide 

Relevant articles and documents

Novel method for preparing 3-iodo-2-bromotoluene

The invention discloses a novel method for preparing 2-bromo-3-iodotoluene, and belongs to the field of chemical synthesis. The method specifically comprises the following steps: a, reacting 2-amino-3-nitrotoluene serving as a raw material with a hydrobro

Design, Synthesis, and Evaluation of o-(Biphenyl-3-ylmethoxy)nitrophenyl Derivatives as PD-1/PD-L1 Inhibitors with Potent Anticancer Efficacy in Vivo

Two series of novel o-(biphenyl-3-ylmethoxy)nitrophenyl compounds (A1-31 and B1-17) were designed as programmed cell death protein 1 (PD-1)/PD-ligand 1 (PD-L1) inhibitors. All compounds showed significant inhibitory activity with IC50 values ranging from 2.7 to 87.4 nM except compound A17, and compound B2 displayed the best activity. Further experiments showed that B2 bound to the PD-L1 protein without obvious toxicity in Lewis lung carcinoma (LLC) cells. Furthermore, B2 significantly promoted interferon-gamma secretion in a dose-dependent manner in vitro and in vivo. Especially, B2 exhibited potent in vivo anticancer efficacy in an LLC-bearing allograft mouse model at a low dose of 5 mg/kg, which was more active than BMS-1018 (tumor growth inhibition rate: 48.5% vs 17.8%). A panel of immunohistochemistry and flow cytometry assays demonstrated that B2 effectively counteracted PD-1-induced immunosuppression in the tumor microenvironment, thereby triggering antitumor immunity. These results indicate that B2 is a promising PD-1/PD-L1 inhibitor worthy of further development.

Nitrophenyl ether compounds, and preparation methods, pharmaceutical compositions and application thereof

The invention discloses nitrophenyl ether compounds, and preparation methods, pharmaceutical compositions and application thereof, belonging to the field of medicines. The invention particularly relates to the nitrophenyl ether compounds with structural c

Superior activity and selectivity of heterogenized cobalt catalysts for hydrogenation of nitroarenes

The development of improved catalysts for highly selective hydrogenation of nitroarenes is described. For this purpose Co nanoparticles were supported on ordered mesoporous carbon CMK-3 and characterized in detail. The optimal CMK-3-CoPc catalyst exhibits excellent hydrogenation activity for several (hetero)aromatic nitro compounds and yielded the corresponding anilines under mild conditions (40 °C, 20 bar H2).

Utilization of a Hydrogen Source from Renewable Lignocellulosic Biomass for Hydrogenation of Nitroarenes

Exploring of hydrogen source from renewable biomass, such as glucose in alkaline solution, for hydrogenation reactions had been studied since 1860s. According to proposed pathway, only small part of hydrogen source in glucose was utilized. Herein, the utilization of a hydrogen source from renewable lignocellulosic biomass, one of the most abundant renewable sources in nature, for a hydrogenation reaction is described. The hydrogenation is demonstrated by reduction of nitroarenes to arylamines in up to 95 % yields. Mechanism studies suggest that the hydrogenation occurs via a hydrogen transformation pathway.

Gold(I)-Catalyzed Cascade Cyclization Reactions of Allenynes for the Synthesis of Fused Cyclopropanes and Acenaphthenes

A gold-catalyzed reaction of phenylene-tethered allenynes with benzofurans gave 1-(naphth-1-yl)cyclopropa[b]benzofuran derivatives, whereas the reaction of 1-allenyl-2-ethynyl-3-methylbenzene derivatives in the absence of benzofurans gave acenaphthenes in good yields. These results can be rationalized by nucleophilic attack of the alkyne moiety on an activated allene to form a vinyl cation intermediate.

Axially Chiral Dibenzazepinones by a Palladium(0)-Catalyzed Atropo-enantioselective C?H Arylation

Atropo-enantioselective C?H functionalization reactions are largely limited to the dynamic kinetic resolution of biaryl substrates through the introduction of steric bulk proximal to the axis of chirality. Reported herein is a highly atropo-enantioselective palladium(0)-catalyzed methodology that forges the axis of chirality during the C?H functionalization process, enabling the synthesis of axially chiral dibenzazepinones. Computational investigations support experimentally determined racemization barriers, while also indicating C?H functionalization proceeds by an enantio-determining CMD to yield configurationally stable eight-membered palladacycles.

Metal-Free Reduction of Aromatic Nitro Compounds to Aromatic Amines with B2pin2 in Isopropanol

A metal-free reduction of aromatic nitro compounds to the corresponding amines has been achieved by a combination of B2pin2 and KOtBu in isopropanol. A series of nitro compounds containing various reducible functional groups were chemoselectively reduced in good to excellent yields.

Copper-catalyzed cross-coupling interrupted by an opportunistic smiles rearrangement: An efficient domino approach to dibenzoxazepinones

Unexpected Smiles! An unusual and highly regioselective synthesis of dibenzoxazepinones by a domino sequence assisted by an unexpected Smiles rearrangement is reported. The process is effective on electronically differentiated phenols and shows a high tolerance to variation in the benzamide substituents. A plausible path for the reaction, supported by preliminary mechanistic data, is offered. Copyright

Design of living ring-opening alkyne metathesis

It's alive: A ring-strained alkyne based on dibenzo[a,e][8]annulene undergoes ringopening metathesis polymerization (ROMP) to give a high-molecular-weight poly(ortho-phenylene) featuring alternating ethyl and ethynyl linkers along the polymer backbone. The molybdenumalkylidyne- based catalyst system discriminates between strained and unstrained alkynes to yield a living polymer with an unparalleled low polydispersity.