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(2-amino-6-methylphenyl)methanol, with the molecular formula C8H11NO, is a white solid organic compound characterized by a molecular weight of 137.18 g/mol. It features an amino group and a hydroxyl group attached to a benzene ring, making it a versatile intermediate for the synthesis of pharmaceuticals, agrochemicals, and other fine chemicals. The presence of both amine and hydroxyl functional groups endows (2-amino-6-methylphenyl)methanol with a wide range of applications in the pharmaceutical and chemical industries.

65658-16-4

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65658-16-4 Usage

Uses

Used in Pharmaceutical Industry:
(2-amino-6-methylphenyl)methanol is used as a key intermediate in the synthesis of various pharmaceutical compounds due to its ability to form stable bonds with other molecules. Its presence of both amine and hydroxyl groups allows for the creation of diverse chemical structures, contributing to the development of new drugs with potential therapeutic benefits.
Used in Agrochemical Industry:
(2-amino-6-methylphenyl)methanol is utilized as a building block in the production of agrochemicals, such as pesticides and herbicides. Its chemical properties enable the formation of active ingredients that can effectively control pests and weeds, thereby enhancing crop protection and yield.
Used in Fine Chemicals Synthesis:
(2-amino-6-methylphenyl)methanol serves as an essential intermediate in the synthesis of fine chemicals, including fragrances, dyes, and other specialty chemicals. Its unique structure and functional groups facilitate the creation of a variety of chemical compounds with specific properties and applications in different industries.

Check Digit Verification of cas no

The CAS Registry Mumber 65658-16-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,5,6,5 and 8 respectively; the second part has 2 digits, 1 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 65658-16:
(7*6)+(6*5)+(5*6)+(4*5)+(3*8)+(2*1)+(1*6)=154
154 % 10 = 4
So 65658-16-4 is a valid CAS Registry Number.

65658-16-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-amino-6-methylbenzyl alcohol

1.2 Other means of identification

Product number -
Other names 2-Amino-6-methyl-benzylalkohol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:65658-16-4 SDS

65658-16-4Relevant academic research and scientific papers

Facile Access to Triazole-Fused 3,1-Benzoxazines Enabled by Metal-Free Base-Promoted Intramolecular C-O Coupling

Beletskaya, Irina P.,Kotovshchikov, Yury N.,Latyshev, Gennadij V.,Lukashev, Nikolay V.,Tatevosyan, Stepan S.

supporting information, (2021/10/21)

A convenient approach to assemble 1,2,3-triazole-fused 4 H -3,1-benzoxazines has been developed. Diverse alcohol-tethered 5-iodotriazoles, readily accessible by a modified protocol of Cu-catalyzed (3+2)-cycloaddition, were utilized as precursors of the target fused heterocycles. The intramolecular C-O coupling proceeded efficiently under base-mediated transition-metal-free conditions, furnishing cyclization products in yields up to 96%. Suppression of the competing reductive cleavage of the C-I bond was achieved by the use of Na 2CO 3in acetonitrile at 100 °C. This practical and cost-effective procedure features a broad substrate scope and valuable functional group tolerance.

METHOD FOR PRODUCING DIFLUOROMETHYLENE COMPOUND

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, (2020/07/07)

The present invention provides a method for producing a difluoromethylene compound and an intermediate thereof, which are useful in the field of pharmaceuticals. Specifically provided is a method for producing a difluoromethylene compound, including a step of allowing a compound represented by formula (6): [wherein L1 represents a halogen atom, a cyano group, a lower alkyl group, a halo-lower alkyl group, a cycloalkyl group, a lower alkoxy group, a halo-lower alkoxy group, or a hydroxy lower alkyl group; R1 represents a lower alkyl group, a halogen atom, a halo-lower alkyl group, a cycloalkyl group, a cyano group, or a hydroxy lower alkyl group; and W represents a nitrogen atom or a methine group] to react with a compound represented by formula (7): [wherein R2 represents a lower alkyl group, a halo-lower alkyl group, a cycloalkyl group, a lower alkenyl group, or an aralkyl group; and R3 represents a chlorine atom, a bromine atom, or an iodine atom].

Red phosphorescent compound and organic electroluminescent device using same

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Paragraph 0064-0066, (2020/01/03)

The invention discloses a red phosphorescent compound and an organic electroluminescent device using the same. In the organic electroluminescent device comprising an anode, a hole injection layer, a hole transport layer, a light emitting layer, an electron transport layer, an electron injection layer and a cathode which are sequentially deposited, a phosphorescent compound as shown in a followingformula I can be used as a dopant of the light emitting layer, wherein R1, R2, R3, R4, R5 and R6 are independently selected from one of H, C1-C6 alkyls and C5-C8 cycloalkyls. The red phosphorescent material is high in efficiency, high in color purity and narrow in spectral effect.

COMPOUNDS AND METHODS FOR REGULATING INSULIN SECRETION

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Page/Page column 105, (2018/10/19)

Disclosed herein are methods for inducing insulin secretion in a glucose-dependent manner and compounds for use in these methods.

Catalytic Synthesis of Indolines by Hydrogen Atom Transfer to Cobalt(III)–Carbene Radicals

Karns, Alexander S.,Goswami, Monalisa,de Bruin, Bas

supporting information, p. 5253 - 5258 (2017/12/15)

We report a new method for the synthesis of indolines from o-aminobenzylidine N-tosylhydrazones proceeding through a cobalt(III)–carbene radical intermediate. This methodology employs the use of inexpensive commercially available reagents and allows for the transformation of easily derivatized benzaldehyde-derived precursors to functionalized indoline products. This transformation takes advantage of the known propensity of radicals to undergo rapid intramolecular 1,5-hydrogen atom transfer (1,5-HAT) to form more stabilized radical intermediates. Computational investigations using density functional theory identify remarkably low barriers for 1,5-HAT and subsequent radical rebound displacement, providing support for the proposed mechanism. We explore the effect of a variety of nitrogen substituents, and highlight the importance of adequate resonance stabilization of radical intermediates to the success of the transformation. Furthermore, we evaluate the steric and electronic effects of substituents on the aniline ring. This transformation is the first reported example of the synthesis of nitrogen-containing heterocycles from cobalt(III)–carbene radical precursors.

A [4 + 3] Annulation Reaction of aza- o-Quinone Methides with Arylcarbohydrazonoyl Chlorides for Synthesis of 2,3-Dihydro-1 H-benzo[ e][1,2,4]triazepines

Guo, Zhenyan,Jia, Hao,Liu, Honglei,Wang, Qijun,Huang, Jiaxing,Guo, Hongchao

supporting information, p. 2939 - 2943 (2018/05/28)

An unprecedented [4 + 3] annulation reaction of aza-ortho-quinone methides with arylcarbohydrazonoyl chlorides has been achieved under mild conditions. The annulation underwent a sequential conjugate addition/intramolecular annulation/rearrangement, providing a useful method for the synthesis of biologically interesting 2,3-dihydro-1H-benzo[e][1,2,4]triazepine.

Pd-Catalyzed Three-Component Domino Reaction of Vinyl Benzoxazinanones for Regioselective and Stereoselective Synthesis of Allylic Sulfone-Containing Amino Acid Derivatives

Hao, Jiping,Xu, Yi,Xu, Zhongliang,Zhang, Zhiqiang,Yang, Weibo

supporting information, p. 7888 - 7892 (2019/01/04)

A Pd-catalyzed, highly regioselective and stereoselective three-component domino allylic substitution/N-H carbene insertion reaction under mild conditions is described. This reaction demonstrates a wide substrate scope and satisfactory functional group tolerance, providing a broad range of allylic sulfone-containing amino acid derivatives. Moreover, DBU mediates highly diastereoselective cross-dehydrogenative coupling annulation of allylic sulfones without using peroxides or any metal oxidants. This developed protocol affords 7-membered ring heterocyclic compounds incorporating both sulfone-containing amino acid esters and one quaternary carbon center. Mechanistic studies indicate that an unusual umpolung of glycine occurred in this annulation.

NOVEL FUNGICIDAL CARBAMATE COMPOUNDS

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Page/Page column 58, (2018/08/20)

An object of the present invention is to provide a carbamate compound or a salt thereof that controls diseases. The present invention provides a carbamate compound represented by Formula (1), or a salt thereof, wherein R1, R3 and R6 are identical or different and each represents hydrogen, or the like; R2 represents hydrogen, halogen, or C1-6 alkyl; R4 and R5 are identical or different and each represents hydrogen, or the like; R7 represents hydrogen, or the like; R8 represents hydrogen, or C1-6 alkyl; X and Χ1 independently represent oxygen, or sulfur; Y represents oxygen, or sulfur; Z represents oxygen/ or sulfur; l is an integer of 0 to 2; m is an integer of 0 to 3; n is an integer of 0 to 4; and when l, m or n is more than one, the l, m or n may be the same or different.

Amphoteric 2-(sulfonylamino)benzaldehydes, secondary amines and isocyanides in the multicomponent synthesis of elusive N-alkyl-2,3-diaminoindoles

Giustiniano, Mariateresa,Pelliccia, Sveva,Sangaletti, Luca,Meneghetti, Fiorella,Amato, Jussara,Novellino, Ettore,Tron, Gian Cesare

supporting information, p. 4264 - 4268 (2017/10/11)

A novel interrupted Ugi reaction between ortho-sulfonylaminated aryl aldehydes, secondary amines, and isocyanides affords in good to high yields N-alkyl-2,3-diaminoindoles, providing access to a so far unexplored area of the indole chemical space. With only one single chemical operation, this novel reaction affords a broad gamma of substituted 2,3-diaminoindoles with five points of diversity. The success of this novel multicomponent transformation lies in presence of the amphoteric sulfonylamino group, which sequentially acts as a Br?nsted acids and as a nucleophile the lack of need for additional catalysts and the high atom economy, with the loss of only one molecule of water, renders this approach a very effective one.

Tandem [3 + 2] cycloaddition/1,4-addition reaction of azomethine ylides and aza-o-quinone methides for asymmetric synthesis of imidazolines

Jia, Hao,Liu, Honglei,Guo, Zhenyan,Huang, Jiaxing,Guo, Hongchao

supporting information, p. 5236 - 5239 (2017/11/06)

An enantioselective synthesis of biologically important imidazolidines has been achieved via a tandem [3 + 2] cycloaddition/1,4-addition reaction of azomethine ylide and aza-o-quinone methides. With the use of this tool, various imidazolidine derivatives are obtained in good yields with excellent diastereoselectivities and enantioselectivities.

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