Nitrous and nitric acid ionisation equilibria and nitrous acid-catalysed nitration of 4-fluorophenol, in aqueous trifluoroacetic acid

被引：18

作者：

Beake, BD ^{[1
]}

Moodie, RB ^{[1
]}

机构：

[1] Univ Exeter, Dept Chem, Exeter EX4 4QD, Devon, England

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1998年 / 01期

关键词：

D O I：

10.1039/a707021g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The acidity dependencies of the equilibria between nitrous acid and nitrosonium ion, and between nitrate ion and nitric acid in aqueous trifluoroacetic acid (TFA) have been investigated, The decomposition of nitrous acid in air-saturated aqueous TFA has been studied and is considerably faster than in dilute HCl, Nitrous acid and 4-fluorophenol in TFA react to give quantitatively 4-fluoro-2-nitrophenol. The kinetics are shown to be consistent with the mechanism previously proposed for similar substrates in dilute aqueous acid.

引用

页码：1 / 5

页数：5

共 26 条

[1] THE NITROUS ACID-CATALYZED NITRATION OF PARA-NITROPHENOL IN AQUEOUS NITRIC-ACID - KINETIC EVIDENCE FOR REACTION THROUGH THE PARA-NITROPHENOXYL RADICAL [J].

ALI, M ;

RIDD, JH .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1986, (02) :327-331

[2] THE NITROUS ACID-CATALYZED NITRATION OF PHENOL [J].

ALOBAIDI, U ;

MOODIE, RB .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1985, (03) :467-472

[3]

ALOBAIDI U, 1986, THESIS U EXETER

[4]

[Anonymous], 1958, INTRO MULTIVARIATE S

[5] SPECTROPHOTOMETRY OF SODIUM NITRITE SOLUTIONS IN AQUEOUS SULPHURIC AND PERCHLORIC ACIDS AND EQUILIBRIUM BETWEEN NITROSONIUM ION AND NITROUS ACID [J].

BAYLISS, NS ;

WATTS, DW ;

DINGLE, R ;

WILKIE, RJ .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1963, 16 (06) :933-&

[6] ROLE OF THE REACTION OF NITRIC-OXIDE WITH OXYGEN IN THE DECOMPOSITION OF NITROUS-ACID IN AQUEOUS ACID-SOLUTION [J].

BEAKE, BD ;

MOODIE, RB .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1995, (06) :1045-1048

[7] THE KINETICS AND MECHANISM OF REACTION OF NITROUS-ACID WITH 4-SUBSTITUTED PHENOLS IN AQUEOUS ACID-SOLUTION [J].

BEAKE, BD ;

CONSTANTINE, J ;

MOODIE, RB .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1992, (10) :1653-1654

[8] NITRATION AND OXIDATION OF 4-METHOXYPHENOL BY NITROUS-ACID IN AQUEOUS ACID-SOLUTION [J].

BEAKE, BD ;

CONSTANTINE, J ;

MOODIE, RB .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1994, (02) :335-340

[9] THE KINETICS AND MECHANISM OF OXIDATION OF HYDROQUINONE AND CHLOROHYDROQUINONE IN THE PRESENCE OF NITROUS-ACID IN AQUEOUS ACID-SOLUTION [J].

BEAKE, BD ;

MOODIE, RB ;

SANDALL, JPB .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1994, (05) :957-960

[10] OXIDATION OF ASCORBIC-ACID BY NITROUS-ACID - CONDITIONS WHERE AUTOXIDATION OF NITRIC-OXIDE IS RATE-DETERMINING [J].

BEAKE, BD ;

MOODIE, RB ;

SMITH, D .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1995, (07) :1251-1252

← 1 2 3 →