611-24-5

Basic information

• Product Name: 2-METHYLAMINOPHENOL
• Synonyms: 2-METHYLAMINOPHENOL;o-(methylamino)phenol;2-Methylaminophenol,97%;2-(Methylamino)phenol,N-Methyl-2-aminophenol, N-Methyl-2-hydroxyaniline;N-Methyl-2-hydroxyaniline;2-Hydroxy-N-methylaniline;N-Methyl-o-hydroxyaniline;NSC 245030
• CAS NO: 611-24-5
• Molecular Formula: C₇H₉NO
• Molecular Weight: 123.15
• EINECS: 210-263-5
• Mol File: 611-24-5.mol

Chemical Properties

• Melting Point: 85-88 °C
• Boiling Point: 229.26°C (rough estimate)
• Flash Point: 122.1 °C
• Appearance: brown very fine crystalline powder
• Density: 1.0877 (rough estimate)
• Vapor Pressure: 0.0384mmHg at 25°C
• Refractive Index: 1.5730 (589.3 nm 33℃)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 10.62±0.10(Predicted)
• BRN: 970951
• CAS DataBase Reference: 2-METHYLAMINOPHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYLAMINOPHENOL(611-24-5)
• EPA Substance Registry System: 2-METHYLAMINOPHENOL(611-24-5)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• WGK Germany: 3
• Hazardous Substances Data: 611-24-5(Hazardous Substances Data)

Usage

Chemical Properties

brown very fine crystalline powder

InChI:InChI=1/C7H9NO/c1-8-6-4-2-3-5-7(6)9/h2-5,8-9H,1H3

Upstream product

• 6380-12-7 N-methyl-N-(2-methoxyphenyl)-4-methylbenzenesulfonamide 
• 10541-78-3 2-methoxy-N-methylaniline 
• 273-53-0 benzoxazole 
• 2843-27-8 N-(2-hydroxyphenyl)formamide 
• 87271-56-5 2-(N-methylureido)phenol 
• 7647-01-0 hydrogenchloride 
• 573-27-3 2-(N-acetyl-N-methylamino)phenol 
• 468055-55-2 formic acid-(2-hydroxy-N-methyl-anilide) 
• 51301-44-1 3-Methylbenzoxazolium iodide 
• 95-55-6 2-amino-phenol 
• 141814-27-9 2-(2-Methoxyethoxy)ethyl methyl carbonate 
• 59-49-4 2-Benzoxazolinone 
• 91-23-6 2-Nitroanisole 
• 614-00-6 N-methyl-N-nitrosoaniline 

Downstream Products

• 861295-38-7 2-(N-methylacetamido)phenyl acetate 
• 102469-49-8 2-(N-methylbenzamido)phenyl benzoate 
• 41064-77-1 (2-hydroxy-phenyl)-methyl-carbamic acid phenyl ester 
• 97025-73-5 2-(N-methyl-2,4-dinitro-anilino)-phenol 
• 832734-13-1 2-(2,4-dinitro-phenoxy)-N-methyl-aniline 
• 872797-85-8 [1]naphthoic acid-(2-hydroxy-N-methyl-anilide) 
• 27225-84-9 3-chloro-5-methyl-5H-benzo[b]pyridazino[4,3-e][1,4]oxazine 
• 64978-75-2 2-(3-methyl-3H-benzooxazol-2-ylidene)-1-phenyl-ethanethione 
• 106384-36-5 3-methyl-2-phenyl-2,3-dihydro-benzo[1,3,2]oxazaborole 
• 573-27-3 2-(N-acetyl-N-methylamino)phenol 
• 110809-22-8 N-methyl-N-(p-toluoyl)-o-aminophenol 
• 77901-22-5 4-methyl-3,4-dihydro-2H-benzo[b][1,4]oxazine 
• 99989-39-6 N-methyl-2-(3-nitro-[4]pyridyloxy)-aniline 
• 503112-74-1 4,4-dimethyl-cyclohex-1-enecarboxylic acid (2-hydroxy-phenyl)-methyl-amide 

Relevant articles and documents

PROCESS FOR MONO N-ALKYLATION OF AMINOPHENOL

The invention relates to a process for the preparation of a compound represented by formula (I) wherein X is selected from the group consisting of -H, -halogen, linear or branched C1-C7 alkyl group, linear or branched C1-C5 alkoxy group, - NO2

Diethylenetriamine-Mediated Direct Cleavage of Unactivated Carbamates and Ureas

Diethylenetriamine is effective for the direct cleavage of unactivated carbamates and ureas without additional reagents and catalysts. Various carbamates and ureas were cleaved to afford products in good yield, and the reactions were not affected by air or moisture. Unique chemoselective cleavage of carbamate and urea in the presence of amides was also achieved.

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PRODUCTION METHOD FOR COMPOUND COMPRISING AMINO GROUP AND/OR HYDROXYL GROUP

Disclosed is a method for producing a compound having an amino group and/or a hydroxyl group from a substrate compound having an atomic group containing CO or CS by eliminating said atomic group. The substrate compound having an atomic group containing CO or CS (for example, an amide, a carbamate, or the like) is allowed to react with a compound expressed by formula (I) below, at a temperature of 120°C or lower, preferably in the presence of an ammonium salt, to eliminate said atomic group containing CO or CS. In formula (I) A may not be present, and in a case where A is present, A represents an alkyl group having 1 to 6 carbon atoms. ????????H2N-A-NH2?????(I)

Palladium-catalyzed ortho-acyloxylation of N-nitrosoanilines via direct sp2 C-H bond activation

The palladium-catalyzed N-nitroso-directed ortho-acyloxylation of N-nitrosoanilines has been demonstrated via sp2 C-H activation with a stoichiometric amount of PhI(OAc)2 as the oxidant and Ac2O/AcOH (1 : 1) or C2H5CO2H as the reaction medium. This protocol can be applied to various N-nitrosoanilines with both electron-donating and electron-withdrawing groups. In addition, the products can be further transformed to 2-(methylamino)phenols expediently by a simple reduction method.

Novel benzoxazine and benzothiazine derivatives as multifunctional antihyperlipidemic agents

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A highly efficient and widely functional-group-tolerant catalyst system for copper(I)-catalyzed S-arylation of thiols with aryl halides

A mild, general, and efficient copper-catalyzed system for C-S bond formation with high chemoselectivity and wide functional group tolerance is developed. With CuBr as catalyst and 1,2,3,4-tetrahydro-8-hydroxy-quinoline as ligand, the S-arylation of thiols with aryl halides performed well, the activated aryl iodides could take place even at room temperature, and the activated aryl bromides and chlorides give the corresponding products with good to excellent yields as well.

Mono-N-methylation of functionalized anilines with alkyl methyl carbonates over NaY faujasites. 4. Kinetics and selectivity

(Chemical Equation Presented) In the presence of NaY faujasite as the catalyst, the reaction of bifunctional anilines (1-4: XC6H 4-NH2; X = OH, CO2H, CH2OH, and CONH2) with methyl alkyl carbonates [MeOCO2R′: R′ = Me or MeO(CH2)2O(CH2)2] proceeds with a very high mono-N-methyl selectivity (XC6H 4NHMe up to 99%), and chemoselectivity as well, with other nucleophilic functions (OH, CO2H, CH2OH, CONH2) fully preserved from alkylation and/or transesterification reactions. Aromatic substituents, however, modify the relative reactivity of amines 1-4: good evidence suggests that, not only steric and electronic effects, but, importantly, direct acid-base interactions between substituents and the catalyst are involved. Weakly acidic groups (OH, CH2OH, CONH2, pKa ≥ 10) may help the reaction, while aminobenzoic acids (pK a of 4-5) are the least reactive substrates. The solvent polarity also affects the reaction, which is faster in xylene than in the more polar diglyme. The mono-N-methyl selectivity is explained by the adsorption pattern of reagents within the zeolite pores: a BAl2 displacement of the amine on methyl alkyl carbonate should occur aided by the geometric features of the NaY supercavities. Different factors account for the reaction chemoselectivity. Evidence proves that the polarizability of the two nucleophilic terms (NH 2 and X groups) of anilines is relevant, although adsorption and confinement phenomena of reagents promoted by the zeolite should also be considered.

Synthesis of mono-N-substituted functionalized anilines

The present invention relates to a process for direct and selective synthesis of mono-N-substituted functionalized anilines by using alkylating agents selected from the class of organic carbonates, preferably of the dialkyl, dibenzyl and diallyl types, in the presence of suitable catalysts that are chemically related to the class of aluminosilicates.

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