𝔖 Bobbio Scriptorium
✦   LIBER   ✦

KINETICS AND MECHANISM OF THE AMINOLYSIS OF CYCLOALKYLMETHYL ARENESULFONATES

✍ Scribed by Hyuck Keun Oh; Se Jeong Song; Dong-Soo Jo; Ikchoon Lee

Publisher
John Wiley and Sons
Year
1997
Tongue
English
Weight
134 KB
Volume
10
Category
Article
ISSN
0894-3230

No coin nor oath required. For personal study only.

✦ Synopsis

Nucleophilic substitution reactions of cycloalkylmethyl arenesulfonates (C m H 2n Οͺ 1 CH 2 OSO 2 C 6 H 4 Z) with anilines (XC 6 H 4 NH 2 ) in methanol at 65.0 Β°C were studied. The reactivity order (n =4>6>7>5) reflects largely the order of steric effect of the ring size (SEs term) except for n = 5, which exhibits the least reactivity. This reversal of the order for n =5 is considered to result from large rate retardation due to polar effect of the ** term. Application of the Taft equation to the rate data for n = 5 and 6 gives * = 17β€’4 and S = 2β€’3 with correlation coefficient of 0β€’90. The * values for n = 4 and 7 are estimated to be Οͺ 0β€’23 and Οͺ 0β€’11, respectively. The positive XZ values of ca 0β€’3 are consistent with previous results for the reactions at primary reaction centers.

πŸ“œ SIMILAR VOLUMES

Kinetics and mechanism of the aminolysis
Kinetics and mechanism of the aminolysis of p-nitrophenyl N-phenylcarbamates
✍ Han Joong Koh; Ok Sun Kim; Hai Whang Lee; Ikchoon Lee πŸ“‚ Article πŸ“… 1997 πŸ› John Wiley and Sons 🌐 English βš– 108 KB πŸ‘ 1 views

Kinetic studies of the reactions of p-nitrophenyl N-phenylcarbamates with benzylamines were carried out in acetonitrile at 25β€’0 Β°C. Second-order (k 2 ) and third-order (k 3 ) rate constants were observed for all the Y-substituted carbamates except for Y = m Οͺ Cl. The relatively large magnitude of X

Kinetics and mechanism of aminolysis of
Kinetics and mechanism of aminolysis of aliphatic esters in aprotic solvents
✍ Agu-TΓ΅nis Talvik; Ants Tuulmets; Evi Vaino πŸ“‚ Article πŸ“… 1999 πŸ› John Wiley and Sons 🌐 English βš– 52 KB πŸ‘ 1 views

Kinetic studies were carried out on the aminolysis reactions of substituted aliphatic esters in a variety of aprotic solvents. The reaction rate is strongly affected by inductive and steric effects of substituents in the acyl group, rising more than 10 4 -fold from cyanoacetate to trifluoroacetate.

Kinetics and mechanism of the aminolysis
Kinetics and mechanism of the aminolysis of O-ethyl S-aryl dithiocarbonates in acetonitrile
✍ Hyuck Keun Oh; Jun Yong Lee; Jeong Hwan Yun; Young Sook Park; Ikchoon Lee πŸ“‚ Article πŸ“… 1998 πŸ› John Wiley and Sons 🌐 English βš– 139 KB πŸ‘ 1 views

The aminolysis reactions of O-ethyl S-(Z-phenyl) dithiocarbonates ( H, Z Ο­ p-CH , 3 p-Cl, and p-NO 2 ) with anilines (AN) and N,N-dimethylanilines (DMA) in acetonitrile at 30.0ЊC are investigated. Relatively small values of and for ␀ (␀ ,0.4 ca. 0.7) ␀ (␀ Οͺ0.1 ca. Οͺ0.4) X n u c Z l g both ANs and DM

Kinetics and mechanism of the aminolysis
Kinetics and mechanism of the aminolysis of O-ethyl S-aryl thiocarbonates in acetonitrile
✍ Hyuk Keun Oh; Yun Ho Lee; Ikchoon Lee πŸ“‚ Article πŸ“… 2000 πŸ› John Wiley and Sons 🌐 English βš– 51 KB πŸ‘ 1 views

The kinetics and mechanism of the reactions of O-ethyl S-(Z)aryl thiocarbonates with (X)benzylamines in acetonitrile at 45.0ЊC are studied. Relatively small values of ␀ X (␀ nuc ) Ο­ 0.6 Ο³ 0.8 and ␀ Z (␀ lg ) Ο­ Οͺ0.5 Ο³ Οͺ0.7 together with a negative cross-interaction constant XZ (Ο­ Οͺ0.47) and failure o