𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Kinetic study of base-promoted elimination reactions of some 1,1,1-trihalo-2,2-bis(dimethoxyphenyl)ethanes in alcoholic solutions

✍ Scribed by Gianfranco Fontana; Vincenzo Frenna; Michelangelo Gruttadauria; Maria Concetta Natoli; Renato Noto

Publisher
John Wiley and Sons
Year
1998
Tongue
English
Weight
94 KB
Volume
11
Category
Article
ISSN
0894-3230

No coin nor oath required. For personal study only.

✦ Synopsis

The base-promoted elimination reactions of 1,1,1-trichloro-2,2-bis(dimethoxyphenyl)ethanes were investigated. The bis(3,4-dimethoxyphenyl)ethane was found to be more reactive than the bis(2,5-dimethoxyphenyl)ethane and the latter more reactive than the bis(2,4-dimethoxyphenyl)ethane. Kinetic data relative to 1,1,1trihalo(chloro or bromo)-2,2-bis(3,4-dimethoxyphenyl)ethanes show that the tribromo reacts faster than trichloro derivative and that the reactions are general-base promoted with Brønsted b values of about 0.6. A kinetic isotope effect, with k H /k D ratio ranging from 3.5 to 5.7, for the base-promoted elimination reaction of 1,1,1-trichloro-2,2bis(3,4-dimethoxyphenyl)ethane was found. Tunneling occurs for methoxide and ethoxide ion-promoted eliminations. Activation parameters for alkoxy-promoted elimination show a similar trend for chloride and bromide derivatives. The data collected seem to confirm that there is contiguity between E1cB irr and E2 mechanisms.

📜 SIMILAR VOLUMES

Kinetics of elimination reactions of 1,2
Kinetics of elimination reactions of 1,2-diphenyl ethyl substrates in acetonitrile: A mechanistic change in the presence of a strong base
✍ D. Santhosh Kumar; S. Balachandran 📂 Article 📅 2008 🏛 John Wiley and Sons 🌐 English ⚖ 120 KB

## Abstract Kinetics of elimination of methanesulfonic acid from 1,2‐diphenylethylmethane sulfonate and its 1‐__p__‐methylphenyl‐ and 1‐__p__‐chlorophenyl‐substituted derivatives is studied. The results show that the elimination reaction is unimolecular (E1) as reported in the case of 1‐chloro‐1‐(4

Picosecond laser photolysis studies on p
Picosecond laser photolysis studies on photochromic reactions of 1,2-bis(2,4,5-trimethyl-3-thienyl)maleic anhydride in solutions
✍ Hiroshi Miyasaka; Shigeru Araki; Akihiro Tabata; Takahiro Nobuto; Noboru Malaga; 📂 Article 📅 1994 🏛 Elsevier Science 🌐 English ⚖ 636 KB

Picosecond laser photolysis and transient absorption spectroscopy were applied to the direct observation of the photochromic reactions, such as ring-closure and ring-opening processes, of 1,2-bis(2,4,5-trimethyl-3-thienyl)maleic anhydride in solutions. Both in the ring-closure and the ring-opening