1118-61-2 Usage
Description
3-Aminocrotononitrile is an organic compound that serves as a versatile intermediate in the synthesis of various heterocycles, pharmaceuticals, and industrial materials. It is characterized by its yellowish flake appearance and is known for its reactivity in forming a range of chemical products.
Uses
Used in Pharmaceutical Industry:
3-Aminocrotononitrile is used as an intermediate for the production of various pharmaceuticals, such as sulfsomizole. It plays a crucial role in the synthesis of essential drugs, contributing to the development and manufacturing of life-saving medications.
Used in Dyestuff Industry:
In the dyestuff industry, 3-Aminocrotononitrile is utilized as a key intermediate for the synthesis of different types of dyes. Its unique chemical properties enable the creation of a wide array of colorants used in various applications, including textiles, plastics, and printing inks.
Used in Organic Synthesis:
3-Aminocrotononitrile is an important raw material and intermediate in organic synthesis, where it is employed in the production of heterocycles like pyridines and pyrimidines. These heterocycles are essential components in the development of various chemical compounds and materials.
Used in Agrochemicals:
3-Aminocrotononitrile also finds application in the agrochemical industry, where it is used as a starting material for the synthesis of various agrochemical products. Its versatility in chemical reactions allows for the development of effective solutions for agricultural needs.
Used in Polyurethane Production:
In the polymer industry, 3-Aminocrotononitrile is used in the production of polyurethane, a versatile polymer with a wide range of applications, including foams, elastomers, and coatings. Its use in this industry highlights its importance in creating durable and functional materials.
Used in the Synthesis of Ferrocenyl Pyridines:
3-Aminocrotononitrile reacts with ferrocenyl-1,2-enones to form ferrocenyl pyridines, which are valuable compounds in the field of organometallic chemistry and have potential applications in catalysis and material science.
Used in the Formation of 2-Arylhydrazono-3-ketobutyronitriles:
Through diazotization coupling reactions with p-substituted anilines, 3-Aminocrotononitrile is used to produce 2-arylhydrazono-3-ketobutyronitriles. These compounds have potential applications in the development of new chemical entities and materials.
Used in the Synthesis of Bis(trifluoromethyl)pyrimidinones:
As a bisnucleophilic reagent, 3-Aminocrotononitrile undergoes cyclocondensation with hexafluoroacetone(ethoxycarbonylimine) to form bis(trifluoromethyl)pyrimidinones, which are important intermediates in the synthesis of various pharmaceuticals and agrochemicals.
Biochem/physiol Actions
3-Aminocrotononitrile reacts with ferrocenyl-1,2-enones to form ferrocenyl pyridines. It undergoes diazotization coupling reaction with p-substituted anilines to give 2-arylhydrazone-3-ketimino-butyronitriles.
Check Digit Verification of cas no
The CAS Registry Mumber 1118-61-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,1,1 and 8 respectively; the second part has 2 digits, 6 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 1118-61:
(6*1)+(5*1)+(4*1)+(3*8)+(2*6)+(1*1)=52
52 % 10 = 2
So 1118-61-2 is a valid CAS Registry Number.
InChI:InChI=1/C4H6N2/c1-4(6)2-3-5/h2H,6H2,1H3/b4-2-
1118-61-2Relevant articles and documents
SYNTHESIS AND ANTICONVULSANT ACTIVITY OF 5-AMINOPYRAZOLES
Krokhina, N. F.,Polevoi, B. L.,Terekhina, I. A.,Belavin, I. Yu.,Baukov, Yu. I.
, p. 768 - 769 (1984)
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Microwave-assisted synthesis of chiral nopinane-annelated pyridines by condensation of pinocarvone oxime with enamines promoted by FeCl3 and CuCl2
Vasilyev, Eugene S.,Agafontsev, Alexander M.,Tkachev, Alexey V.
, p. 1817 - 1824 (2014)
Reaction of pinocarvone oxime with enamines and FeCl3 or CuCl2 resulted in annulation of nopinane carbon frame with pyridine and regioselective formation of chiral nopinane-annelated pyridines in 20-39% yields. Chemical structure of the pyridine derivatives were proved by precise NMR study.
Double-twist pyridine-carbonitrile derivatives yielding excellent thermally activated delayed fluorescence emitters for high-performance OLEDs
Li, Jiafang,Chen, Wen-Cheng,Liu, He,Chen, Zhanxiang,Chai, Danyang,Lee, Chun-Sing,Yang, Chuluo
, p. 602 - 606 (2020)
Possessing high photoluminescence quantum yield (PLQY) and fast reverse intersystem crossing (RISC) process are critical for obtaining efficient thermally activated delayed fluorescence (TADF) emitters. Herein, two donor-spacer-acceptor molecules, namely, 4-(4-(9,9-dimethylacridin-10(9H)-yl)phenyl)-2,6-dimethylpyridine-3,5-dicarbonitrile (Me-DMAC) and 4-(4-(10H-phenoxazin-10-yl)phenyl)-2,6-dimethylpyridine-3,5-dicarbonitrile (Me-PXZ), were developed via a double-twist design strategy. The large hindrance induces a twisted geometry, leading to small ΔEST values and fast RISC processes. The time-resolved photophysical measurements revealed the TADF emissions of these pyridine-3,5-dicarbonitrile-based molecules in doped thin films. High external quantum efficiency (EQE) values of 25.8% and 21.1% were achieved in organic light-emitting diodes (OLEDs) using green Me-DMAC and yellow Me-PXZ dyes, respectively, as emitters.
Acid-promoted rapid solvent-free access to substituted 1,4-dihydropyridines from β-ketothioamides
Li, Ming,Sun, Ke-Na,Wen, Li-Rong
, p. 21535 - 21539 (2016/03/08)
β-Ketothioamides (KTAs) have been used as building blocks with aldehydes and β-enaminonitriles for synthesis of 1,4-dihydropyridines in the presence of AcOH under solvent-free conditions within 5 min. This new strategy exhibits remarkable features such as high chemoselectivity, mild reaction conditions, easily available substrates, and good yields.
