1151-97-9 Usage
Chemical Properties
White to Yellow to Green powder to crystal.
Uses
2-(2,4-Dinitrobenzyl)pyridine can be used in organic synthesis and pharmaceutical intermediates.
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.
