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4,6-DINITRORESORCINOL is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

616-74-0

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616-74-0 Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 53, p. 5568, 1988 DOI: 10.1021/jo00258a039

Check Digit Verification of cas no

The CAS Registry Mumber 616-74-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,1 and 6 respectively; the second part has 2 digits, 7 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 616-74:
(5*6)+(4*1)+(3*6)+(2*7)+(1*4)=70
70 % 10 = 0
So 616-74-0 is a valid CAS Registry Number.
InChI:InChI=1/C6H4N2O6/c9-5-2-6(10)4(8(13)14)1-3(5)7(11)12/h1-2,9-10H

616-74-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 4,6-Dinitroresorcinol

1.2 Other means of identification

Product number -
Other names 4,6-dinitrobenzene-1,3-diol

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:616-74-0 SDS

616-74-0Relevant academic research and scientific papers

Nitration of deactivated aromatic compounds via mechanochemical reaction

Wu, Jian-Wei,Zhang, Pu,Guo, Zhi-Xin

supporting information, (2021/05/05)

A variety of deactivated arenes were nitrated to their corresponding nitro derivatives in excellent yields under high-speed ball milling condition using Fe(NO3)3·9H2O/P2O5 as nitrating reagent. A radical involved mechanism was proposed for this facial, eco-friendly, safe, and effective nitration reaction.

Synthesis and Electronic Properties of Novel 5,7-Diazapentacene Derivatives

Lunchev, Andrey V.,Morris, Samuel A.,Ganguly, Rakesh,Grimsdale, Andrew C.

, p. 1819 - 1823 (2019/01/14)

A route to the synthesis of novel 5,7-diazapentacenes and some preliminary studies on their properties is reported. A single crystal X-ray diffraction study of the dihexyl derivative showed it had formed a dimer during the analysis. The materials possess lower lying frontier orbitals than pentacene and may have potential applications in organic electronic devices. This synthetic method may be applicable to the synthesis of other azaacenes.

A 4, 6 - dinitro resorcinol preparation method

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Paragraph 0035-0038, (2019/07/04)

The present invention provides a 4, 6 - dinitro resorcinol preparation method, comprising: under the action of a catalyst, the reaction raw material in the water to perform hydrolysis reaction, thereby obtaining a reaction product; the reaction product of extraction, the organic solution; to the organic solution to the nitration reaction, to obtain the 4, 6 - dinitroresorcinol resorcinol. This invention uses the methylacetylene comprising diflufenican in the synthesis of by-product as the raw material, by-product effective resource, high yield high-quality synthesis of 4, 6 - dinitroresorcinol resorcinol. The method of the invention the synthesis step is simple, easy to operate, potential safety hazards are reduced; not only can be valuable, but the synthetic route is simple easy to implement very high industrial value.

Synthesis and Detonation Properties of 5-Amino-2,4,6-trinitro-1,3-dihydroxy-benzene

Zhang, Xingcheng,Xiong, Hualin,Yang, Hongwei,Cheng, Guangbin

, p. 447 - 451 (2017/06/23)

5-Amino-4,6-dinitro-1,3-dihydroxy-benzene (6) was synthesized through the ring-opening reaction of macrocyclic compound 4 with the aid of VNS (vicarious nucleophilic substitution of hydrogen) reaction conditions. The mechanism of ring opening of macrocyclic compound 4 was studied. 5-Amino-2,4,6-trinitro-1,3-dihydroxy-benzene (8) was obtained after the nitration of 6 in KNO3 and concentrated sulfuric acid. The thermal stability, sensitivity, and other detonation performances of 6 or 8 were compared to commercially used 1,3,5-triamino-2,4,6-trinitrobenzene (TATB) or 1,3,5-trinitrotriazacyclohexane (RDX), respectively. All target compounds were characterized by using single-crystal X-ray diffraction, NMR spectroscopy, elemental analysis, and differential scanning calorimetry. The sensitivities were determined by using BAM methods (drop-hammer and friction tests). Performance parameters, including heats of formation and detonation properties, were calculated by using Gaussian 03 and EXPLO5 v6.01 programs, respectively. It is worth pointing out that compound 8 has a remarkable measured density of 2.078 g cm?3 at 298 K. In addition, compound 8 is more insensitive than RDX (compound 8: IS=11 J; RDX: IS=7 J; IS is the impact sensitivity).

4 - [6 - (methylthio) benzo [1,2-d:5,4-d '] b [1,3] oxazole-2-yl] benzoic acid and its preparation method

-

Paragraph 0017; 0018; 0023-0026, (2017/02/28)

The invention discloses 4-[6-(methylthio) benzo [1, 2-d: 5, 4-d']-di-[1, 3] oxaxole-2-yl] benzoic acid and a preparation method thereof. The preparation method comprises the steps as follows: resorcinol is taken as a raw material and subjected to sulfonation, nitration, hydrolysis and reduction to obtain 4-amino-6-nitroresorcinol hydrochloride; ANR*HCl and p-methoxycarbonyl benzoyl chloride (MBC) are subjected to condensation, cyclization and dehydration to obtain 4-(6-hydroxy-5-nitrobenzo[d]oxazole-2-yl) methyl benzoate; NHABE is subjected to hydrogenation reduction under the action of a Pd/C catalyst to obtain 4-(6-hydroxy-5-aminobenzo[d]oxazole-2-yl) methyl benzoate; AHABE and CS2 are subjected to cyclization under the alkaline condition to obtain 4-(6-(mercapto)benzo[1, 2-d:5, 4-d']-di-(oxazole)-2-yl) benzoic acid; and dimethyl methyl sulfate is compounded to the target compound 4-[6-(methylthio) benzo [1, 2-d: 5, 4-d']-di-[1, 3] oxaxole-2-yl] benzoic acid. According to the invention, a novel compound is obtained, the method is simple and convenient, and the product yield is high.

Design and synthesis of urea-linked aromatic oligomers-a route towards convoluted foldamers

Mousseau, James J.,Xing, Liyan,Tang, Nathalie,Cuccia, Louis A.

supporting information; experimental part, p. 10030 - 10038 (2010/06/15)

Herein we report the design and synthesis of crescent-shaped and helical urea-based foldamers, the curvature of which is controlled by varying the constituent building blocks and their connectivity. These oligomers are comprised of two, three or five alternating aromatic heterocycles (pyridazine, pyrimidine or pyrazine) and methyl-substituted aromatic carbocycles (tolyl, o-xylyl or m-xylyl) connected together through urea linkages. A crescent-shaped conformational preference is encoded within these π-conjugated urea-linked oligomers based on intramolecular hydrogen bonding and steric interactions; the degree of curvature is tuned by the urea connectivity to the heterocycles and the aryl groups. NMR characterization of these foldamers confirms the intramolecular hydrogen-bonded conformation expected (Z,E configuration of the urea bond) in both the pyridazyl and pyrimidyl foldamers in solution. An X-ray crystal structure of the N3,N6-diisobutylpyridazine-4,6- diamine-o-tolyl urea-linked foldamer (4) confirms the presence of N-H...N hydrogen bonds between the heterocyclic nitrogen atom and the free hydrogen of the urea linkage. Additionally, the tolyl methyl group interacts unfavourably with the urea carbonyl oxygen, thus destabilising the alternate planar conformation.

An efficient synthesis of 2,6-disubstituted benzobisoxazoles: New building blocks for organic semiconductors

Mike, Jared F.,Makowski, Andrew J.,Jeffries-El, Malika

supporting information; experimental part, p. 4915 - 4918 (2009/05/31)

(Chemical Equation Presented) 2,6-Disubstituted benzobisoxazoles have been synthesized by a highly efficient reaction of diaminobenzene diols with various orthoesters. The scope of this new reaction for the synthesis of substituted benzobisoxazoles has been investigated using four different orthoesters. The utility of these compounds as building blocks for the synthesis of conjugated polymers is demonstrated.

Synthesis and characterization of 2,7-bis(2-pyridyl)-1,8-diazaanthraquinone - A redox-active ligand designed for the construction of supramolecular grids

Jain, Rajsapan,Caldwell, Sharon L.,Louie, Anika S.,Hicks, Robin G.

, p. 1263 - 1267 (2008/01/27)

Double condensation of 2-acetylpyridine with 1,3-diaminobenzene-4,6- dicarboxaldehyde affords 2,7-bis(2-pyridyl)-1,8-diazaanthracene, which was subsequently oxidized to the corresponding quinone. Electrochemical studies indicate two reversible reduction processes corresponding to semiquinone and hydroquinonate formation. Electron-withdrawing pyridine groups and the nitrogen atoms make this somewhat more easily reduced than anthraquinone. This compound is redox-active and can be reduced to its radical anion, a potential spin-bearing ligand for the construction of [2 x 2] metallo-grid structures.

Overcoming regioselectivity issues inherent in bis-Troeger's base preparation

Havlik, Martin,Kral, Vladimir,Dolensky, Bohumil

, p. 4867 - 4870 (2007/10/03)

(Figure Presented) Bis-Troeger's base derivatives are a new family of molecular tweezers. A major drawback to their study is a lack of commercially available precursors, ortho-nitrocarboxylic acids. A reverse synthetic strategy starting from known dinitrodicarboxylic acids, which circumvents this problem, is presented. Via this methodology regioisomeric bis-TB derivatives can be prepared selectively, using only common aromatic amines that are typically commercially available.

Aromatic oligoureas: Enforced folding and assisted cyclization

Zhang, Aimin,Han, Yaohua,Yamato, Kazuhiro,Zeng, Xiao Cheng,Gong, Bing

, p. 803 - 806 (2007/10/03)

Aromatic oligoureas are forced into well-defined conformation by incorporated intramolecular hydrogen bonds. Shape-persistent tetraureas macrocycles were obtained in a one-step [2 + 2] reaction in good yields.

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