66424-92-8

Basic information

• Product Name: 5-METHYL-2-NITROBENZYL ALCOHOL
• Synonyms: 5-METHYL-2-NITROBENZYL ALCOHOL;5-METHYL-2-NITROBENZYL ALCOHOL 99%;2-Nitro-5-methylbenzenemethanol;2-Nitro-5-methylbenzyl alcohol;(5-Methyl-2-nitrophenyl)methanol;Benzenemethanol, 5-methyl-2-nitro-
• CAS NO: 66424-92-8
• Molecular Formula: C₈H₉NO₃
• Molecular Weight: 167.16
• EINECS: 266-360-8
• Product Categories: Alcohols;C7 to C8;Oxygen Compounds
• Mol File: 66424-92-8.mol

Chemical Properties

• Melting Point: 66-67 °C(lit.)
• Boiling Point: 314.9 °C at 760 mmHg
• Flash Point: 141.4 °C
• Appearance: /
• Density: 1.272 g/cm³
• Vapor Pressure: 0.000191mmHg at 25°C
• Refractive Index: 1.585
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 14.04±0.10(Predicted)
• CAS DataBase Reference: 5-METHYL-2-NITROBENZYL ALCOHOL(CAS DataBase Reference)
• NIST Chemistry Reference: 5-METHYL-2-NITROBENZYL ALCOHOL(66424-92-8)
• EPA Substance Registry System: 5-METHYL-2-NITROBENZYL ALCOHOL(66424-92-8)

Safety Data

• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 66424-92-8(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
5-Methyl-2-nitrobenzyl alcohol is used as a starting material for the synthesis of various organic compounds, particularly in the pharmaceutical and chemical industries. Its oxidation to 5-methyl-2-nitrobenzaldehyde is a key step in the production of these compounds.
Used in Pharmaceutical Industry:
5-Methyl-2-nitrobenzyl alcohol is used as an intermediate in the synthesis of pharmaceutical compounds. The oxidation product, 5-methyl-2-nitrobenzaldehyde, can be further modified to produce active pharmaceutical ingredients with potential therapeutic applications.
Used in Chemical Research:
5-Methyl-2-nitrobenzyl alcohol is used as a research compound for studying the effects of different oxidizing agents and conditions on the oxidation process. This helps in understanding the reactivity and selectivity of various oxidants and can lead to the development of more efficient and environmentally friendly synthetic methods.
Used in Material Science:
The oxidation products of 5-Methyl-2-nitrobenzyl alcohol, such as 5-methyl-2-nitrobenzaldehyde, can be used in the development of new materials with specific properties, such as dyes, pigments, or polymers, depending on the application requirements.

InChI:InChI=1/C8H9NO3/c1-6-2-3-8(9(11)12)7(4-6)5-10/h2-4,10H,5H2,1H3

Upstream product

• 3113-72-2 5-methyl-2-nitrobenzoic acid 
• 218623-11-1 2-(5-methyl-2-nitro-benzyloxy)-tetrahydro-pyran 

Downstream Products

• 218623-11-1 2-(5-methyl-2-nitro-benzyloxy)-tetrahydro-pyran 
• 233755-15-2 methyl 3-[(2-tetrahydropyranyl)oxy]-2-[(-4-methoxybenzenesulfonyl)-(5-methyl-2-nitrobenzyl)amino]propionate 
• 34897-84-2 2-amino-5-methylbenzyl alcohol 
• 142141-39-7 2-amino-5-methyl-N-cyclohexylbenzamide 

Relevant articles and documents

Intramolecular Pd-catalyzed reductive amination of enolizable sp3-C-H bonds

A palladium-catalyzed reductive cyclization of nitroarenes has been designed to construct sp3-C-NHAr bonds from sp3-C-H bonds by using an enolizable nucleophile to intercept a nitrosoarene intermediate. Exposure of ortho-substituted nitroarenes to 5 mol ?% of Pd(OAc)2 and 10 mol ?% of phenanthroline under 2 atm of CO constructs partially saturated 5-, 6-, or 7-membered N-heterocycles using α-pyridyl carboxylates, malonates, 1,3-dimethylbarbituric acid, 1,3-diones, or difurans as the nucleophile.

Synthesis of Aryl-Substituted 3,3a,4,5-Tetrahydropyrrolo[1,2- A [ quinolin-1(2 H)-ones and 2,3,4,4a,5,6-Hexahydro-1 H-pyrido[1,2- A [quinolin-1-ones

A new route to the title benzo-fused angular tricyclic amides 3,3a,4,5-tetrahydropyrrolo- A nd 2,3,4,4a,5,6-hexahydro-1 H-pyrido[1,2- A [quinolin-1-ones is reported from 1-(tert-butyl) 6-ethyl 3-oxohexanedioate and 1-(tert-butyl) 7-ethyl 3-oxoheptanedioate. Alkylation of these β-keto diesters with a series of 2-nitrobenzyl bromides followed by acid hydrolysis and decarboxylation gives ethyl 6-(2-nitrophenyl)-4-oxohexanoates and ethyl 7-(2-nitrophenyl)-5-oxoheptanoates, respectively. Reductive amination under hydrogenation conditions followed by ester hydrolysis and condensative ring closure affords the final lactam products. The reactions proceed cleanly and only two chromatographic purifications are required.

JAK2 AND ALK2 INHIBITORS AND METHODS FOR THEIR USE

Compounds having activity as inhibitors of ALK2 kinase and/or JAK2 kinase are disclosed. The compounds have the following structure (I): [FORMULA SHOULD BE INSERTED HERE] including stereoisomers, tautomers, pharmaceutically acceptable salts and prodrugs thereof, wherein R1, R2, R3, R4, R5, R6, R7, R8, X, z and A are as defined herein. Methods associated with preparation and use of such compounds, as well as pharmaceutical compositions comprising such compounds, are also disclosed.

Rh2(II)-catalyzed selective aminomethylene migration from styryl azides

Rh2(II)-Carboxylate complexes were discovered to promote the selective migration of aminomethylenes in β,β-disubstituted styryl azides to form 2,3-disubstituted indoles. Mechanistic data are also presented that suggest that the migration occurs stepwise before diffusion of the iminium ion.

SUBSTITUTED 1H-INDAZOL-1-OL ANALOGS AS INHIBITORS OF BETA CATENIN/TCF PROTEIN-PROTEIN INTERACTIONS

In one aspect, the invention relates to substituted lH-benzo[d][l,2,3]triazol-l-ol analgoues, derivatives thereof, and related compound; synthetic methods for making the compounds; pharmaceutical compositions comprising the compounds; and methods of treating disorders, e.g. various tumors and cancers, associated with β-catenin/Tcf protein- protein interaction dysfunction using the compounds and compositions. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present invention.

Benzimidazole derivatives

A benzimidazole derivative or its medically acceptable salt, represented by the following formula (1), that is a human chymase activity inhibitor capable of being applied clinically: 1wherein, R1 and R2 represent a hydrogen atom, an alkyl group or an alkoxy group, etc., A represents an alkylene group or an alkenylene group, E represents —COOR3, —SO3R3, —CONHR3 or —SO2NHR3, etc., G represents an alkylene group, M represents a single bond or —S(O)m. J represents a heterocyclic group, and X represents —CH= or a nitrogen atom.

Solvent free tetrahydropyranylation of alcohols and phenols over sulfuric acid adsorbed on silica gel

Alcohols and phenols are tetrahydropyranylated in the presence of sulfuric acid adsorbed on silica gel in high to excellent yields in solvent free conditions and is expedited by microwave irradiation. Addition of methanol performs the complete deprotection.

Sulphuric acid adsorbed on silica gel: An efficient catalyst for the protection and deprotection of alcohols with dihydropyran

Alcohols are tetrahydropyranylated in the presence of sulphuric acid adsorbed on silica gel in dichloromethane in good to excellent yields. Addition of methanol brings about the complete deprotection.

5, 10-Dihydroimidazo[2,1-b]quinazolines and pharmaceutical compositions containing them

A 5,10-dihydroimidazo[2,1-b]quinazoline in which at least one ring carbon atom, other than the carbon atom in the 2-position, bears a substituent, or a pharmaceutically acceptable acid addition salt thereof is a useful cardiotonic agent and vasodilator in heart insufficiency and a blood platelet aggregation inhibitor.