3H-INDOLE

被引：23

作者：

GUT, IG ^{[1
]}

WIRZ, J ^{[1
]}

机构：

[1] UNIV BASEL,INST PHYS CHEM,CH-4056 BASEL,SWITZERLAND

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1994年 / 33卷 / 11期

关键词：

D O I：

10.1002/anie.199411531

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Remarkable stability is shown by the recently observed 3H isomer 1 of indole (2) (τ ≅ 100 s at pH ≅ 9 and 25°C). The equilibrium constant pKT of the tautomerization of 2 to 1 is 5.8 ± 0.2; in other words, the equilibrium concentration of 1 lies in the range of 1 to 2 ppm. The tautomerization is catalyzed by acid and—less efficiently—by base. (Figure Presented.) Copyright © 1994 by VCH Verlagsgesellschaft mbH, Germany

引用

页码：1153 / 1156

页数：4

共 38 条

[1] DISSOCIATION CONSTANT OF PROTONATED ACID FORM OF 2-AMINO-2-(HYDROXYMETHYL)-1,3-PROPANEDIOL [TRISHYDROXYMETHYL)-AMINOMETHANE] AND RELATED THERMODYNAMIC QUANTITIES FROM 0 TO 50 DEGREE
BATES, RG
HETZER, HB
[J]. JOURNAL OF PHYSICAL CHEMISTRY, 1961, 65 (04) : 667 - &
[2] Benson S. W., 1976, THERMOCHEMICAL KINET
[3] LINEAR FREE ENERGY RELATIONSHIPS CONCERNING EQUILIBRIA IN MODERATELY CONCENTRATED MINERAL ACIDS - A SIMPLE METHOD FOR ESTIMATING PKS OF WEAK BASES
BUNNETT, JF
OLSEN, FP
[J]. CANADIAN JOURNAL OF CHEMISTRY, 1966, 44 (16): : 1899 - &
[4] GENERATION OF SIMPLE ENOLS IN SOLUTION
CAPON, B
GUO, BZ
KWOK, FC
SIDDHANTA, AK
ZUCCO, C
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 1988, 21 (04) : 135 - 140
[5] HETEROAROMATIC HYDROGEN-EXCHANGE REACTIONS .6. ISOTOPE-EFFECT FOR ACID-CATALYZED EXCHANGE OF SOME 3-H-21-INDOLES AND 3-H-31-INDOLES
CHALLIS, BC
MILLAR, EM
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1972, (11): : 1618 - &
[6] HETEROAROMATIC HYDROGEN-EXCHANGE REACTIONS .7. ISOTOPE-EFFECTS FOR BASE-CATALYZED EXCHANGE OF 3-H-21-INDOLES AND 3-H-31-INDOLES IN AQUEOUS SODIUM HYDROXIDE
CHALLIS, BC
MILLAR, EM
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1972, (11): : 1625 - &
[7] FLASH-PHOTOLYTIC GENERATION OF ACETOPHENONE ENOL - THE KETO ENOL EQUILIBRIUM-CONSTANT AND PKA OF ACETOPHENONE IN AQUEOUS-SOLUTION
CHIANG, Y
KRESGE, AJ
WIRZ, J
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (21) : 6392 - 6395
[8] Cox J.D., 1970, THERMOCHEMISTRY ORGA
[9] ORGANIC-REACTIONS IN SULFURIC-ACID - THE EXCESS ACIDITY METHOD
COX, RA
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 1987, 20 (01) : 27 - 31
[10] ACIDITY FUNCTIONS - AN UPDATE
COX, RA
YATES, K
[J]. CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1983, 61 (10): : 2225 - 2243

← 1 2 3 4 →