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An efficient and inexpensive device for undergraduate chemistry classes aiming teaching the photolytic synthesis concepts

Quim. Nova 2014, 37(1), 164-167,  2014

Um reator fotoquímico barato e eficiente para experimentos de química

Ramon Kenned Sousa AlmeidaI; Cláudia MartelliI; Gilson Herbert Magalhães DiasI; Julio Cesar Araujo da SilvaII, *

An efficient and inexpensive device for undergraduate chemistry classes aiming teaching the photolytic synthesis concepts. This device presents simplicity, low costs, class-compatible reaction times and good yields.

Ramon Kenned Sousa Almeidaa , Cláudia Martellia , Gilson Herbert Magalhães Diasa e Julio Cesar Araujo da Silvab,* a Instituto de Química, Universidade Estadual de Campinas, 13083-970 Campinas – SP, Brasil b Instituto Federal de Ciência e Tecnologia de Santa Catarina, Estrada do Senadinho, s/no , Centro, 88625-000 Urupema – SC, Brasil

A CHEAP AND EFFICIENT PHOTOCHEMICAL REACTOR FOR CHEMICAL EXPERIMENTS. In this work, we present an efficient and inexpensive device for undergraduate chemistry classes aimed at teaching and learning the photolytic synthesis concepts. A photochemical reactor was tested for the synthesis of the organometallic compound enneacarbonyldiiron from iron pentacarbonyl in acetic acid, and its formation evidenced by FTIR analysis. Although similar devices have been described in other studies, none of these offered the simplicity, low cost, class-compatible reaction times and good yields afforded by the procedure reported herein.

Keywords: photochemistry; reactor; enneacarbonyldiiron.

 

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Instituto de Química, Universidade Estadual de Campinas

 

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Instituto Federal de Ciência e Tecnologia de Santa Catarina, Estrada do Senadinho

Campus Palhoça-Bilingue. Atualizado por Rafael Batista. O Instituto Federal de Educação, Ciência e Tecnologia de Santa Catarina …

 

 

Aberto o concurso do Instituto Federal de Educação, Ciência e Tecnologia de Santa Catarina (IFSC). A seleção visa prover um total de 145 vagas.

 

Instituto Federal de Educação, Ciência e Tecnologia – Campus Rio do Sul – Cantagalo

Synthesis of 1H-benzoxazine-2,4-diones from heterocyclic anhydrides: evaluation of antioxidant and antimicrobial activities

Quim. Nova 2014, 37(8), 1297-1301

Synthesis of 1H-benzoxazine-2,4-diones from heterocyclic anhydrides: evaluation of antioxidant and antimicrobial activities

Juan I. Sarmiento-SánchezI,*; Julio Montes-AvilaII; Adrián Ochoa-TeránIII; Francisco Delgado-VargasII; Victor Wilson-CorralI; Sylvia P. Díaz-CamachoII; Fernando García-PáezI; Pedro Bastidas-BastidasIV
IFaculty of Engineering, Autonomous University of Sinaloa, Blvd. of the Americas S/N, 80040, Campus Culiacán, Culiacán, Sinaloa, México IIFaculty of Chemical-Biological Sciences, Autonomous University of Sinaloa, Blvd. of the Americas S/N, 80040, Campus Culiacán, Culiacán, Sinaloa, México IIICentro de Graduados e Investigación en Química, Instituto Tecnológico de Tijuana, Blvd. Alberto Limón Padilla S/N, 22500, Tijuana, B.C., México IVLaboratorio de Análisis de Residuos de Plaguicidas, Centro de Investigación en Alimentación y Desarrollo, A.C., Unidad Culiacán, México

In this work we reported the synthesis of benzoxazine-2,4-diones derivatives and their evaluation of antioxidant and antimicrobial activities.

http://dx.doi.org/10.5935/0100-4042.20140201

http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422014000800006&lng=en&nrm=iso

A facile one-step synthesis of 1H-benzoxazine-2,4-diones from heterocyclic anhydrides and TMSA was described. This paper determines their antimicrobial activity against nine human bacterial pathogens by the broth microdilution method; antioxidant activity by DPPH• inactivation and a ferric-reducing power assay; and toxicity by a brine shrimp, Artemia salina, assay. The 1H-benzoxazine-2,4-dione yields were in the range of 57 to 98%. The novel compound 1H-pyrazino[2,3-][1,3]oxazine-2,4-dione 4cshowed the highest antioxidant capacity (DPPH 35.4% and FRAP 0.063 µmol TEs/µmol).

Keywords: 1H-benzoxazine-2,4-dione; antimicrobial activity; antioxidant activity; toxicity.

1H-3,1-benzoxazine-2,4-quinone   1H-[3,1]benzoxazine-2,4-dione 2H-3,1-benzoxazine-2,4(1H)-dione 1H-3,1-benzoxazine-2,4-dione 1H-3,1-benzoxazin-2,4-dion 1H-3,1-ベンゾキサジン-2,4-ジオン

SMILES   O=C1NC2=C(C=CC=C2)C(=O)O1

Synthesis Reference(s) for 1H-3,1-benzoxazine-2,4-quinone
Organic Syntheses, Coll. Vol. 3, p. 488, 1955

The Journal of Organic Chemistry, 48, p. 2, 1983

1H-3,1-benzoxazine-2,4-quinone (4a). (For full characterization see lit.);28,29 CAS number: 118-48-9; yield 85%; white solid; Rf0.58 (petroleum ether/EtOAc 1:1 v/v);

1H-NMR (200 MHz, DMSO-d6): δ 11.74 (br s, 1H), 7.91 (dd, J1=8.07, J2=1.1 Hz, 1H), 7.74 (td, J1=7.79, J2=1.28 Hz, 1H), 7.25 (m, 2H);

13C-NMR (50 MHz, DMSO-d6): δ 159.9, 147.1, 141.4, 136.9, 128.9, 123.5, 115.3;

CG-MS m/z: 164 [M+H]+

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Centro de Investigación en Alimentación y Desarrollo

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University of Sinaloa

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Instituto Tecnológico de Tijuana

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