Synthesis of 1,5-diaminonaphthalene by electrochemical reduction

Ying Zi Liu; Ai Jian Zhang; Huan Wang; Li Zhang; Jia Xing Lu

Synthesis of 1,5-diaminonaphthalene by electrochemical reduction

Ying Zi Liu, Ai Jian Zhang, Huan Wang, Li Zhang, Jia Xing Lu

School of Chemistry and Molecular Engineering

East China Normal University

Research output: Contribution to journal › Article › peer-review

5 Scopus citations

Abstract

Electrosynthesis of 1,5-diaminonaphthalene from 1,5-dinitronaphthalene was studied. At room temperature, the electrochemical reduction behavior of 1,5-dinitronaphathlene has been studied on a Cu electrode by cycle voltammertry in DMF-water solution. It was an irreversible reaction controlled by diffusion. 1,5-Dinitronaphthalene exhibited two successive waves in the DMF-water solution which were corresponding to the two nitro-group electroreduction. The transfer coefficients of the reaction were calculated. The values of α₁ and α₂ were between 0.275-0.335 and 0.360-0.437, respectively. Influence of electrolysis potential (E), the concentration of 1,5-dinitronaphthalene (c₁), the concentration of sulfuric acid (c₂), the passed charge (Q) and volume ratio of solvent to water (Y) was investigated to optimize the electrolytic conditions, with the maximal yield to be 77%.

Original language	English
Pages (from-to)	804-809
Number of pages	6
Journal	Chinese Journal of Organic Chemistry
Volume	28
Issue number	5
State	Published - May 2008

Keywords

1,5-Diaminonaphthalene
1,5-Dinitronaphthalene
Constant-potential electrolysis
Electrochemical reduction

Cite this

@article{a4f5f6521f314e6bbaa622056aff953b,

title = "Synthesis of 1,5-diaminonaphthalene by electrochemical reduction",

abstract = "Electrosynthesis of 1,5-diaminonaphthalene from 1,5-dinitronaphthalene was studied. At room temperature, the electrochemical reduction behavior of 1,5-dinitronaphathlene has been studied on a Cu electrode by cycle voltammertry in DMF-water solution. It was an irreversible reaction controlled by diffusion. 1,5-Dinitronaphthalene exhibited two successive waves in the DMF-water solution which were corresponding to the two nitro-group electroreduction. The transfer coefficients of the reaction were calculated. The values of α1 and α2 were between 0.275-0.335 and 0.360-0.437, respectively. Influence of electrolysis potential (E), the concentration of 1,5-dinitronaphthalene (c1), the concentration of sulfuric acid (c2), the passed charge (Q) and volume ratio of solvent to water (Y) was investigated to optimize the electrolytic conditions, with the maximal yield to be 77\%.",

keywords = "1,5-Diaminonaphthalene, 1,5-Dinitronaphthalene, Constant-potential electrolysis, Electrochemical reduction",

author = "Liu, \{Ying Zi\} and Zhang, \{Ai Jian\} and Huan Wang and Li Zhang and Lu, \{Jia Xing\}",

year = "2008",

month = may,

language = "英语",

volume = "28",

pages = "804--809",

journal = "Chinese Journal of Organic Chemistry",

issn = "0253-2786",

publisher = "Science Press ",

number = "5",

}

TY - JOUR

T1 - Synthesis of 1,5-diaminonaphthalene by electrochemical reduction

AU - Liu, Ying Zi

AU - Zhang, Ai Jian

AU - Wang, Huan

AU - Zhang, Li

AU - Lu, Jia Xing

PY - 2008/5

Y1 - 2008/5

N2 - Electrosynthesis of 1,5-diaminonaphthalene from 1,5-dinitronaphthalene was studied. At room temperature, the electrochemical reduction behavior of 1,5-dinitronaphathlene has been studied on a Cu electrode by cycle voltammertry in DMF-water solution. It was an irreversible reaction controlled by diffusion. 1,5-Dinitronaphthalene exhibited two successive waves in the DMF-water solution which were corresponding to the two nitro-group electroreduction. The transfer coefficients of the reaction were calculated. The values of α1 and α2 were between 0.275-0.335 and 0.360-0.437, respectively. Influence of electrolysis potential (E), the concentration of 1,5-dinitronaphthalene (c1), the concentration of sulfuric acid (c2), the passed charge (Q) and volume ratio of solvent to water (Y) was investigated to optimize the electrolytic conditions, with the maximal yield to be 77%.

AB - Electrosynthesis of 1,5-diaminonaphthalene from 1,5-dinitronaphthalene was studied. At room temperature, the electrochemical reduction behavior of 1,5-dinitronaphathlene has been studied on a Cu electrode by cycle voltammertry in DMF-water solution. It was an irreversible reaction controlled by diffusion. 1,5-Dinitronaphthalene exhibited two successive waves in the DMF-water solution which were corresponding to the two nitro-group electroreduction. The transfer coefficients of the reaction were calculated. The values of α1 and α2 were between 0.275-0.335 and 0.360-0.437, respectively. Influence of electrolysis potential (E), the concentration of 1,5-dinitronaphthalene (c1), the concentration of sulfuric acid (c2), the passed charge (Q) and volume ratio of solvent to water (Y) was investigated to optimize the electrolytic conditions, with the maximal yield to be 77%.

KW - 1,5-Diaminonaphthalene

KW - 1,5-Dinitronaphthalene

KW - Constant-potential electrolysis

KW - Electrochemical reduction

UR - https://www.scopus.com/pages/publications/46449086726

M3 - 文章

AN - SCOPUS:46449086726

SN - 0253-2786

VL - 28

SP - 804

EP - 809

JO - Chinese Journal of Organic Chemistry

JF - Chinese Journal of Organic Chemistry

IS - 5

ER -

Synthesis of 1,5-diaminonaphthalene by electrochemical reduction

Abstract

Keywords

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