Supramolecular structure of the 1:2 complex of 1,4-dimethylpiperazine mono-betaine with squaric acid

Dega‐Szafran, Z.; Katrusiak, Andrzej; Komasa, Anna; Szafran, M.

doi:10.1080/10610278.2013.792342

Cited by 12 publications

(1 citation statement)

References 54 publications

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“…Synthesis and characterization of BHA Betaine can form two-or three-component complexes with an acid or base, such as pyridine, piperazine, boric acid, HCl, HNO 3 , HBF 4 , H 2 SO 4 , etc. [31][32][33] For example, BHA is a three-component complex composed of betaine, HCl and NH 2 OH. It was synthesized and characterized using FTIR and NMR spectra.…”

Section: Resultsmentioning

confidence: 99%

A novel and stable hydroxylamine salt generated from betaine hydrochloride and its application in the synthesis of cyclohexanone oxime

Ren

Yang

Wang

et al. 2021

J of Chemical Tech & Biotech

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BACKGROUND: Hydroxylamine (NH 2 OH) is an important chemical raw material, which is widely used in large-scale synthesis of cyclohexanone oxime (COX) for nylon 6 manufacture. At present, inorganic acids are usually employed to stabilize NH 2 OH to form solid hydroxylamine salts. However, most of these hydroxylamine salts suffer from the problems of serious equipment corrosion, environmental pollution and difficult recovery of the inorganic acids. To address these issues, herein, a novel betaine hydrochloride hydroxylamine (BHA) was formulated and applied for the production of COX.RESULTS: The structure of BHA was identified using experimental analysis and density functional theory calculation. During the synthesis of COX from cyclohexanone (CYC), the BHA exhibited much higher reactivity than that of traditional NH 2 OH•HCl. Moreover, oximation reaction of CYC and BHA can also be conducted in CH 3 CN solution. And an almost 100% yield of COX was obtained under the conditions of 30°C, 0.5 h and 1:1 molar ratio of BHA to CYC. Furthermore, the betaine hydrochloride released from BHA can be easily separated and recycled after the reaction, achieving a green route for the synthesis of COX. CONCLUSIONS: A novel BHA was successfully prepared. It shows great advantage for use as an eco-friendly and green carrier of NH 2 OH for preparing COX and forming a virtuous cycle.

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Section: Resultsmentioning

confidence: 99%

A novel and stable hydroxylamine salt generated from betaine hydrochloride and its application in the synthesis of cyclohexanone oxime

Ren

Yang

Wang

et al. 2021

J of Chemical Tech & Biotech

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Structural, spectroscopic and computational studies of the 2:1 complex of nipecotic acid with squaric acid

et al. 2014

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Crystal structure, vibrational and optical properties of a new Bi(III) halide complex: [C6H16N2]5Bi2Br10(BiBr6)2·2H2O

Essid

Aloui

Ferretti

et al. 2017

Inorganica Chimica Acta

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Supramolecular structure of the 1:2 complex of 1,4-dimethylpiperazine mono-betaine with squaric acid

Abstract: (2) is dominated by electrostatic attraction between NH(4) þ and HSQ 2 , whereas in the other (3) squaric acid interacts with a zwitterionic MBPZ through the OZH· · ·O and OZH· · ·N hydrogen bonds.

Cited by 12 publications

References 54 publications

A novel and stable hydroxylamine salt generated from betaine hydrochloride and its application in the synthesis of cyclohexanone oxime

A novel and stable hydroxylamine salt generated from betaine hydrochloride and its application in the synthesis of cyclohexanone oxime

Structural, spectroscopic and computational studies of the 2:1 complex of nipecotic acid with squaric acid

Crystal structure, vibrational and optical properties of a new Bi(III) halide complex: [C6H16N2]5Bi2Br10(BiBr6)2·2H2O

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