1151-97-9 Usage
Description
2-(2,4-DINITROBENZYL)PYRIDINE is an organic compound characterized by its white to yellow to green powder or crystalline appearance. It is a derivative of pyridine with a 2,4-dinitrobenzyl group attached to the 2nd position, which imparts unique chemical properties to the molecule.
Uses
Used in Organic Synthesis:
2-(2,4-DINITROBENZYL)PYRIDINE is used as a building block in the synthesis of various organic compounds. Its unique structure allows it to participate in a range of chemical reactions, making it a valuable component in the creation of complex organic molecules.
Used in Pharmaceutical Intermediates:
In the pharmaceutical industry, 2-(2,4-DINITROBENZYL)PYRIDINE serves as an intermediate in the development of new drugs. Its chemical properties can be exploited to create novel drug candidates with potential therapeutic applications.
Chemical Properties:
The compound is known for its white to yellow to green powder or crystalline form, which is indicative of its solid-state structure. The presence of the 2,4-dinitrobenzyl group on the pyridine ring endows the molecule with specific reactivity and stability characteristics, making it suitable for use in various chemical and pharmaceutical applications.
Preparation
Synthesis of 2-(2,4-Dinitrobenzyl)pyridineA solution of sulfuric acid (15 mL) is placed in an ice bath along with a magnetic stirrer.Benzylpyridine (2.4 mL) is added dropwise, maintaining a temperature below 10°C. This process is then repeated for fuming nitric acid (3.0 mL), once again maintaining the temperature. After addition mixture is allowed to stand at room temperature for 30minutes. Once completed reaction mixture is heated in an 80°C water bath for 20 minutes. Mixture is then poured into a conical flask containing crushed ice (50 cm3) which is stirred in an ice bath. Using a separating funnel aqueous ammonia is added (50 – 100 mL) until the pH rises to ~9 – 10 and filter using a Buchner funnel. Ethyl acetate (40mL) & sodium hydroxide (40mL) is added to the solid and stirred using a magnetic stirrer until dissolved.Dry the organic layer using magnesium sulfate as the drying agent which is then followed by a rotary evaporator (40°C, vacuum). Product is then washed using cold methylated spirit and left to recrystalise.
Check Digit Verification of cas no
The CAS Registry Mumber 1151-97-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,1,5 and 1 respectively; the second part has 2 digits, 9 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 1151-97:
(6*1)+(5*1)+(4*5)+(3*1)+(2*9)+(1*7)=59
59 % 10 = 9
So 1151-97-9 is a valid CAS Registry Number.
InChI:InChI=1/C12H9N3O4/c16-14(17)11-5-4-9(12(8-11)15(18)19)7-10-3-1-2-6-13-10/h1-6,8H,7H2
1151-97-9Relevant articles and documents
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Popovich,Hummel
, p. 21,25 (1967)
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TAUTOMERISM OF 2-(2,4-DINITROBENZYL)PYRIDINE
O'Ferrall, Rory A. More,Quirke, Anne P.
, p. 4885 - 4888 (1989)
The Equilibrium constans for imine-enamine and aci-nitro tautomerism of 2-(2,4-dinitrobenzyl)pyridine have been determined as 7.5E-9 and 3E-14 respectively.
Vicarious nucleophilic substitution of (chloroalkyl)heterocycles with nitroarenes
Florio, Saverio,Lorusso, Patrizia,Luisi, Renzo,Granito, Catia,Ronzini, Ludovico,Troisi, Luigino
, p. 2118 - 2124 (2007/10/03)
The vicarious nucleophilic substitution of potassium carbanions of the (chloromethyl)pyridines 1a and 1b, (chloromethyl)benzothiazole 1c, (chloromethyl)thiazole 1d, (chloroethyl)thiazole 1e and (chloroethyl) benzothiazole 1f wit nitroarenes, leading to ni
Long-lived Photoinduced Proton Transfer Processes
Eichen, Yoav,Lehn, Jean-Marie,Scherl, Michael,Haarer, Dietrich,Casalegno, Roger,et al.
, p. 713 - 714 (2007/10/02)
Irradiation of the phenanthroline-dinitrobenzyl compound 3 generates, via a photoinduced proton transfer process, a long-lived tautomer having a lifetime about 5*103 times longer than that of the parent compound 1a.