ChemInform Abstract: INTRAMOLECULAR GENERAL-BASE CATALYSIS OF SCHIFF-BASE HYDROLYSIS BY TERTIARY AMINO GROUPS

1982 ◽  
Vol 13 (21) ◽  
Author(s):  
T. OKUYAMA ◽  
H. SHIBUYA ◽  
T. FUENO
Keyword(s):  
Schiff Base ◽  
Base Catalysis ◽  
Base Hydrolysis ◽  
Amino Groups ◽  
General Base ◽  
Tertiary Amino

Intramolecular general-base catalysis of Schiff-base hydrolysis by tertiary amino groups

1982 ◽  
Vol 104 (3) ◽  
pp. 730-736 ◽  
Author(s):  
Tadashi Okuyama ◽  
Hiroshi Shibuya ◽  
Takayuki Fueno
Keyword(s):  
Schiff Base ◽  
Base Catalysis ◽  
Base Hydrolysis ◽  
Amino Groups ◽  
General Base ◽  
Tertiary Amino

Intramolecular Catalysis of Dialkyl ω-Aminoalkylphosphonate Hydrolysis

1994 ◽  
Vol 47 (3) ◽  
pp. 545 ◽  
Author(s):  
DR Leslie ◽  
S Pantelidis
Keyword(s):  
Product Distribution ◽  
Base Catalysis ◽  
Additional Contribution ◽  
Amino Groups ◽  
Intramolecular Catalysis ◽  
General Base ◽  
Secondary Amino ◽  
Tertiary Amino ◽  
Ph Range ◽  
Hydrolysis Of

The influence that intramolecular catalysis of hydrolysis of O-alkyl S-[2-( dialkylamino )ethyl] alkylphosphonothioates by amino groups may have on the product distribution of the reaction is investigated by study of a series of model compounds. The hydrolysis of diethyl [ω-( ethylamino )alkyl] phosphonates and diethyl [ω-( diethylamino )alkyl] phosphonates has been investigated at 75°C over the pH range 8.21-11.45. Contributions to hydrolysis of the ethoxy groups by intramolecular catalysis by the amino groups have been identified for [2-(amino)ethyl]- and [3-(amino) propyl ]- phosphonates. Secondary and tertiary amino groups assist hydrolysis through general base catalysis. An additional contribution to hydrolysis of the secondary amino compounds by intramolecular nucleophilic catalysis is also observed.

Biphenyl-Derivatives Possessing Tertiary Amino Groups as β-Secretase (BACE1) Inhibitors

2010 ◽  
Vol 7 (7) ◽  
pp. 507-515
Author(s):  
Simone Bertini ◽  
Elisa Ghilardi ◽  
Valentina Asso ◽  
Carlotta Granchi ◽  
Filippo Minutolo ◽  
...  
Keyword(s):  
Amino Groups ◽  
Tertiary Amino

Kinetics of cyclization of S-ethoxycarbonylmethylisothiouronium chloride to 2-imino-4-thiazolidone

1979 ◽  
Vol 44 (3) ◽  
pp. 912-917 ◽  
Author(s):  
Vladimír Macháček ◽  
Said A. El-bahai ◽  
Vojeslav Štěrba
Keyword(s):  
Hydrochloric Acid ◽  
Dilute Hydrochloric Acid ◽  
Base Catalysis ◽  
General Base ◽  
Rate Limiting Step ◽  
Limiting Step ◽  
Kinetics Of Formation ◽  
Acid Catalyzed ◽  
Rate Limiting ◽  
Kinetics Of

Kinetics of formation of 2-imino-4-thiazolidone from S-ethoxycarbonylmethylisothiouronium chloride has been studied in aqueous buffers and dilute hydrochloric acid. The reaction is subject to general base catalysis, the β value being 0.65. Its rate limiting step consists in acid-catalyzed splitting off of ethoxide ion from dipolar tetrahedral intermediate. At pH < 2 formation of this intermediate becomes rate-limiting; rate constant of its formation is 2 . 104 s-1.

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