51762-67-5 Usage
Description
3-Nitrophthalonitrile is a light yellow powder that belongs to the class of nitrile derivatives. It is an important intermediate in the synthesis of various compounds, including nitrophthalocyanine, nitrometallophthalocyanine, and other phthalocyanine derivatives.
Uses
Used in Solar Cells:
3-Nitrophthalonitrile is used as a key component in the development of solar cells due to its ability to enhance the efficiency and performance of these energy-harvesting devices.
Used in Dyes and Metabolites:
3-Nitrophonitrile serves as an intermediate in the production of various dyes and metabolites, contributing to the diversity and functionality of these compounds in different industries.
Used in Pesticide Industry:
3-Nitrophthalonitrile is used as a pesticide intermediate, playing a crucial role in the development of effective and environmentally friendly pest control solutions.
Used in Pharmaceutical Industry:
3-Nitrophthalonitrile is utilized as a pharmaceutical intermediate, contributing to the synthesis of various drugs and medications that address a wide range of health issues.
Preparation
The synthesis of 3-nitrophthalonitrile started with the nitration in position 3 of phthalimide followed by the formation of 3-nitrophthalamide; then dehydration by the thionyl chloride in N, N-dimethylformamide leads to 3-nitrophthalonitrile.Synthesis of 3-Nitrophthalonitrile
Synthesis Reference(s)
Journal of Heterocyclic Chemistry, 32, p. 495, 1995 DOI: 10.1002/jhet.5570320219
Check Digit Verification of cas no
The CAS Registry Mumber 51762-67-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,1,7,6 and 2 respectively; the second part has 2 digits, 6 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 51762-67:
(7*5)+(6*1)+(5*7)+(4*6)+(3*2)+(2*6)+(1*7)=125
125 % 10 = 5
So 51762-67-5 is a valid CAS Registry Number.
InChI:InChI=1/C8H3N3O2/c9-4-6-2-1-3-8(11(12)13)7(6)5-10/h1-3H
51762-67-5Relevant articles and documents
Water-induced fluorescence quenching of mono- and dicyanoanilines
Oshima, Juro,Yoshihara, Toshitada,Tobita, Seiji
, p. 306 - 311 (2008/02/13)
Photophysical properties of monocyano- (2-, 3-, and 4-cyano) and dicyano- (3,4-, 3,5-, 2,3-, 2,4-, 2,5-, and 2,6-dicyano) anilines are investigated by fluorescence measurements. All the monocyanoanilines are virtually nonfluorescent in water (quantum yield 0.01); however, in nonaqueous solvents (cyclohexane, acetonitrile and ethanol), the fluorescence quantum yield is enhanced substantially. In contrast, dicyanoanilines investigated are highly fluorescent both in aqueous and nonaqueous environments. The photophysical data and MO calculations suggest that conformational changes in the amino group and variation of hydrogen-bonding interactions between the solute and solvent water upon electronic excitation are responsible for the water quenching in the monocyanoanilines.
Synthesis of 3-Nitrophthalonitrile and Tetra-α-substituted
George, Robert D.,Snow, Arthur W.
, p. 495 - 498 (2007/10/02)
An efficient synthesis of phthalocyanines prepared from ortho-substituted phthalonitriles is described.The precursor to these phthalocyanines, 3-nitrophthalonitrile, is a key reagent for syntheses of phthalonitriles substituted at the 3-position by means of nucleophilic aromatic substitutions.An example of this type of phthalocyanine, prepared from 3-(4-cumylphenoxy)phthalonitrile, is compared with the phthalocyanine derived from 4-(4-cumylphenoxy)phthalonitrile.Substitution of the phthalocyanine at this more sterically crowded site causes a 20 nm bathochromic shift of the Q-band (?-?* transition).
