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2,6-Dimethyl-4-nitroaniline, with the molecular formula C8H10N2O2, is a yellow solid chemical compound. It is insoluble in water but readily soluble in organic solvents. 2-6-DIMETHYL-4-NITROANILINE is primarily recognized for its role as an intermediate in the synthesis of dyes and pigments, and it also serves in the production of various other organic compounds. Due to its toxic nature, it poses a risk if ingested, inhaled, or absorbed through the skin, necessitating careful handling. Additionally, it is categorized as an environmental hazard, mandating proper disposal to prevent soil and water contamination.

16947-63-0

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16947-63-0 Usage

Uses

Used in Dye and Pigment Production:
2,6-Dimethyl-4-nitroaniline is utilized as an intermediate in the production of dyes and pigments, contributing to the coloration of various materials and products. Its chemical properties make it a valuable component in the synthesis of these colorants.
Used in Organic Compound Synthesis:
Beyond its role in dye and pigment production, 2,6-Dimethyl-4-nitroaniline is also employed in the manufacturing of a range of other organic compounds. Its versatility in chemical reactions allows it to be a key ingredient in the creation of different organic substances for various applications across multiple industries.

Check Digit Verification of cas no

The CAS Registry Mumber 16947-63-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,6,9,4 and 7 respectively; the second part has 2 digits, 6 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 16947-63:
(7*1)+(6*6)+(5*9)+(4*4)+(3*7)+(2*6)+(1*3)=140
140 % 10 = 0
So 16947-63-0 is a valid CAS Registry Number.
InChI:InChI=1/C8H10N2O2/c1-5-3-7(10(11)12)4-6(2)8(5)9/h3-4H,9H2,1-2H3

16947-63-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,6-Dimethyl-4-nitroaniline

1.2 Other means of identification

Product number -
Other names 2,6-dimethyl-4-nitroaniline

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:16947-63-0 SDS

16947-63-0Relevant academic research and scientific papers

PLASMA KALLIKREIN INHIBITORS AND USES THEREOF

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, (2021/03/19)

The present invention provides compounds and compositions thereof which are useful as inhibitors of plasma kallikrein and which exhibit desirable characteristics for the same.

Conformational control of bis-urea self-assembled supramolecular pH switchable low-molecular-weight hydrogelators

Chippindale, Ann M.,Christie, William,Gavriel, Alexander G.,German, Ian M.,Hayes, Wayne,O'Donnell, Adam D.

, (2021/11/03)

We report the synthesis and investigation into the structure-property relationships of eight different low molecular weight hydrogelators based on a bisaromatic urea core unit, all of which form gels as the pH of the solution is lowered. The low molecular weight hydrogelators are functionalized with carboxylic acid moieties on one aromatic ring, and the other aromatic ring features a nitro functional group either in the meta- or paraposition relative to the urea linkage. Ortho-methyl substituents were installed on the aromatic rings to enforce a non-coplanar arrangement between the phenyl and urea moieties. Gel formation was triggered by the addition of a mineral acid or the ring-opening hydrolysis of glucono-δ-lactone. The low molecular weight hydrogelators were studied by a variety of analytical techniques, including NMR spectroscopy and rheology. In addition, their ability to uptake a dye, methylene blue, was determined by UV-vis spectroscopy. (Figure Presented)

Method and using tracer charged ion channel

-

, (2018/08/20)

The invention provides compounds, compositions, methods, and kits for the treatment of pain, itch, and neurogenic inflammation.

Development of 2, 4-diaminoquinazoline derivatives as potent PAK4 inhibitors by the core refinement strategy

Hao, Chenzhou,Huang, Wanxu,Li, Xiaodong,Guo, Jing,Chen, Meng,Yan, Zizheng,Wang, Kai,Jiang, Xiaolin,Song, Shuai,Wang, Jian,Zhao, Dongmei,Li, Feng,Cheng, Maosheng

, p. 1 - 13 (2017/03/16)

Upon analysis of the reported crystal structure of PAK4 inhibitor KY04031 (PAK4 IC50?=?0.790?μM) in the active site of PAK4, we investigated the possibility of changing the triazine core of KY04031 to a quinazoline. Using KY04031 as a starting

NOVEL KCNQ POTASSIUM CHANNEL AGONIST, AND PREPARATION METHOD THEREFOR AND USE THEREOF

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, (2017/03/21)

The present invention provides a compound represented by general formula I or a pharmaceutical acceptable salt thereof, the preparation method therefor and the use thereof in preparing a medicine for treating a neurological disease, such as epilepsy, conv

Tailor-made synthesis of N,N,2,6-tetrasubstituted 4-nitroanilines by three-component ring transformation of dinitropyridone

Le, Song Thi,Asahara, Haruyasu,Nishiwaki, Nagatoshi

supporting information, p. 1203 - 1206 (2015/03/04)

The ring transformation of dinitropyridone afforded various kinds of 2,6-disubstituted-4-nitroanilines upon treatment with aliphatic ketones in the presence of ammonium acetate as a nitrogen source, wherein dinitropyridone behaved as the synthetic equival

Highly diastereo- And enantioselective aldol reactions in common organic solvents using N-arylprolinamides as organocatalysts with enhanced acidity

Moorthy, Jarugu Narasimha,Saha, Satajit

supporting information; experimental part, p. 739 - 748 (2009/07/19)

A broad set of N-arylprolinamides 1-8 with increasing NH acidity and steric crowding has been synthesized and its catalytic activity explored for enantioselective aldol reactions. In DMF containing 10 mol-% of TFA, all arylamides are found to catalyze the reaction between cyclohexanone and a variety of electrophilic aldehydes leading to aldols in excess of 90% yield and >95 % enantioselectivity. The per-fluorophenyl catalyst 8 is found to perform best with a broad substrate scope as compared to all other N-arylamides 1-7. It is shown that 8 can indeed be employed in highly nonpolar as well as polar solvents including brine to afford high yields of aldols with excellent diastereo- as well as enantio-selectivity. The results observed for 8 are amongst the best reported so far for prolinamides that do not contain additional stereogenic center(s) and hydrogen-bonding site(s). The molecular structures of 7 and 8, determined by X-ray crystallography and presumed to reflect the most stable conformations, reveal a notable difference in the conformations of the N-aryl rings; the aryl ring exhibits tendency to lie coplanar with the amide functionality in the case of 7, while the per- fluorophenyl ring twists almost orthogonally with respect to the plane of the amide of functionality in 8. The superior performance of the latter is attributed to, in addition to the enhanced NH acidity, the tendency of the perfluorophenyl ring to lie orthogonally to the amide group, which may facilitate a stronger binding of the electrophilic aldehyde via hydrogen bonding in the transition state.

2,6-Dimethyl-4-nitrobenzoic anhydride (DMNBA): An effective coupling reagent for the synthesis of carboxylic esters and lactones

Shiina, Isamu,Miyao, Ryo

experimental part, p. 1313 - 1328 (2009/07/05)

Various carboxylic esters are obtained at room temperature in excellent yields with high chemoselectivities from nearly equimolar amounts of carboxylic acids and alcohols using 2,6-dimethyl-4-nitrobenzoic anhydride with triethylamine by the promotion of 4-(dimethylamino)pyridine. The efficiency of the esterification is compared to those of other dehydrations using substituted benzoic anhydrides as coupling reagents. This method was successfully applied to the synthesis of threo-aleuritic acid lactone and the desired 17-membered ring compound was prepared in high yield at room temperature from the corresponding free trihydroxycarboxylic acid using 2,6-dimethyl-4-nitrobenzoic anhydride in the presence of 4-(dimethylamino)pyridine.

Substituent effects on aromatic stacking interactions

Cockroft, Scott L.,Perkins, Julie,Zonta, Cristiano,Adams, Harry,Spey, Sharon E.,Low, Caroline M. R.,Vinter, Jeremy G.,Lawson, Kevin R.,Urch, Christopher J.,Hunter, Christopher A.

, p. 1062 - 1080 (2007/12/27)

Synthetic supramolecular zipper complexes have been used to quantify substituent effects on the free energies of aromatic stacking interactions. The conformational properties of the complexes have been characterised using NMR spectroscopy in CDCl3, and by comparison with the solid state structures of model compounds. The structural similarity of the complexes makes it possible to apply the double mutant cycle method to evaluate the magnitudes of 24 different aromatic stacking interactions. The major trends in the interaction energy can be rationalised using a simple model based on electrostatic interactions between the π-faces of the two aromatic rings. However, electrostatic interactions between the substituents of one ring and the π-face of the other make an additional contribution, due to the slight offset in the stacking geometry. This property makes aromatic stacking interactions particularly sensitive to changes in orientation as well as the nature and location of substituents. This journal is The Royal Society of Chemistry.

SUBSTITUTED ANILINE DERIVATIVES

-

Page/Page column 55, (2008/06/13)

The present invention relates to aniline derivatives of the general formula (I) or salts thereof and their use, related to their KCNQ potassium ion channel opening activity.

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