Molecular rearrangements. III. Thermal decomposition of some selected thioesters

1982 ◽  
Vol 60 (22) ◽  
pp. 2870-2875 ◽  
Author(s):  
Aboel-Magd A. Abdel-Wahab ◽  
Ahmed M. El-Khawaga ◽  
Mohamed T. Ismail
Keyword(s):  
Thermal Decomposition ◽  
Acetic Acid ◽  
Benzoic Acid ◽  
Phenylacetic Acid ◽  
Coupling Reactions ◽  
Phenyl Acetic Acid ◽  
Molecular Rearrangements ◽  
Homolytic Fission

Four selected thioesters (1–4) were prepared and pyrolyzed in the absence of promoters either alone or in isoquinoline solvent. These esters include benzyl thiobenzoate (1), phenyl phenylthioacetate (2), benzyl phenylthioacetate (3), and phenyl thiobenzoate (4). Pyrolysis of 1 gave mainly 2,3,4,5-tetraphenylthiophene in addition to benzene, biphenyl, benzyl thiol, and benzoic acid. Thermal decomposition of 1 under nitrogen gave benzaldehyde, benzil, and only a trace of benzoic acid in addition to the former products. Compound 2 afforded essentially toluene and dibenzyl in addition to benzene, biphenyl, phenyl sulphide, thiophenol, and phenyl acetic acid. Thermolysis of 3 gave toluene and stilbene beside small quantities of benzyl thiol and phenylacetic acid. Finally, thermal decomposition of 4 in isoquinoline gave benzene, biphenyl, phenyl sulphide, thianthrene, thiophenol, benzoic acid, and 1-phenylisoquinoline. H2S and CO are also produced in all cases. In these rearrangements, the C—S bonds undergo homolytic fission either simultaneously or selectively. No isomer redistribution precedes the coupling reactions. Plausible mechanisms for the above facts are proposed.

Reactions of {4-[Bis(2-chloroethyl)amino]phenyl}acetic Acid (Phenylacetic Acid Mustard) with 2′-Deoxyribonucleosides

2007 ◽  
Vol 4 (3) ◽  
pp. 406-423 ◽  
Author(s):  
Diana Florea-Wang ◽  
Inna Ijäs ◽  
Kristo Hakala ◽  
Jorma Mattinen ◽  
Juhani Vilpo ◽  
...  
Keyword(s):  
Acetic Acid ◽  
Phenylacetic Acid ◽  
Phenyl Acetic Acid ◽  
Phenylacetic Acid Mustard

On-Demand Guest Release from MOF-5 Sealed with Nitrophenylacetic Acid Photocapping Groups

2019 ◽  
Author(s):  
Jingjing Yan ◽  
Rick Homan ◽  
Corrianna Boucher ◽  
Prem N. Basa ◽  
Katherine Fossum ◽  
...  
Keyword(s):  
Acetic Acid ◽  
Crystal Violet ◽  
Dye Molecules ◽  
Phenyl Acetic Acid ◽  
On Demand ◽  
Crystal Violet Dye ◽  
Dye Diffusion ◽  
Triphenylacetic Acid

Recently, we demonstrated that triphenylacetic acid could be used to seal dye molecules within MOF-5, but guest release required digestion of the framework by treatment with acid. We prepared the sterically bulky photocapping group [bis-(3-nitro-benzyl)-amino]-(3-nitro-phenyl)-acetic acid (PC1) can prevent Crystal violet dye diffusion from inside MOF-5 until removed by photolysis.

On-Demand Guest Release from MOF-5 Sealed with Nitrophenylacetic Acid Photocapping Groups

2019 ◽  
Author(s):  
Jingjing Yan ◽  
Rick Homan ◽  
Corrianna Boucher ◽  
Prem N. Basa ◽  
Katherine Fossum ◽  
...  
Keyword(s):  
Acetic Acid ◽  
Crystal Violet ◽  
Dye Molecules ◽  
Phenyl Acetic Acid ◽  
On Demand ◽  
Crystal Violet Dye ◽  
Dye Diffusion ◽  
Triphenylacetic Acid

Recently, we demonstrated that triphenylacetic acid could be used to seal dye molecules within MOF-5, but guest release required digestion of the framework by treatment with acid. We prepared the sterically bulky photocapping group [bis-(3-nitro-benzyl)-amino]-(3-nitro-phenyl)-acetic acid (PC1) can prevent Crystal violet dye diffusion from inside MOF-5 until removed by photolysis.

Larvicidal and ovicidal activities of phenyl acetic acid isolated from Streptomyces collinus against Culex quinquefasciatus Say and Aedes aegypti L. (Diptera: Culicidae)

2021 ◽  
pp. 108120
Author(s):  
Appadurai Daniel Reegan ◽  
Pachaiyappan Saravana Kumar ◽  
Antony Cruz Asharaja ◽  
Chitra Devi ◽  
Sithi Jameela ◽  
...  
Keyword(s):  
Acetic Acid ◽  
Aedes Aegypti ◽  
Culex Quinquefasciatus ◽  
Phenyl Acetic Acid ◽  
Streptomyces Collinus

THE IONIZATION CONSTANTS OF p-NITROPHENYLACETIC AND PHENYLMALONIC ACIDS

1933 ◽  
Vol 8 (5) ◽  
pp. 447-449 ◽  
Author(s):  
Steward Basterfield ◽  
James W. Tomecko
Keyword(s):  
Benzoic Acid ◽  
Nitro Group ◽  
Malonic Acid ◽  
Phenylacetic Acid ◽  
Ionization Constants ◽  
Side Chain ◽  
Cooh Group ◽  
Conductivity Data ◽  
Nitrobenzoic Acid ◽  
Phenylmalonic Acid

The ionization constants of p-nitrophenylacetic and phenylmalonic acids have been determined from conductivity data. The value of K for p-nitrophenylacetic acid at 25 °C. is 1.04 × 10−4, about twice that of phenylacetic acid. The nitro group in the nucleus has not as powerful an effect on the ionization when the COOH group is in the side chain as it has when both nitro group and COOH are in the nucleus. K for p-nitrobenzoic acid is six times as great as K for benzoic acid. K for phenylmalonic acid is 2. 77 × 10−3 as compared with 1.6 × 10−3 for malonic acid.

scholarly journals Metallkomplexe in Anorganischen Matrices, 5 [1] / Metal Complexes in Inorganic Matrices, 5 [1]

1991 ◽  
Vol 46 (6) ◽  
pp. 783-788 ◽  
Author(s):  
Christian Egger ◽  
Ulrich Schubert
Keyword(s):  
Acetic Acid ◽  
Metal Complexes ◽  
Phenylacetic Acid ◽  
Sol Gel ◽  
Rhodium Complex ◽  
Gel Processing ◽  
Inorganic Matrices

A heterogenized rhodium complex, prepared by sol-gel processing of Rh(CO)Cl[PPh2CH2CH2Si(OEt)3]2 and Si(OEt)4, is shown to catalyze the conversion of the silanes H4-nSiPh„ (n = 1 - 3) or (HMe2Si)2O to (poly)siloxanes by air or water. Using THF as a solvent, the silanoles Ph3SiOH or Ph2Si(OH)2 are obtained instead. The reaction of phenylacetic acid or acetic acid with HSiPh3 to give silyl esters is catalyzed by the same compound.

Preparations, sulphinate coordination, and thermal decomposition of some bismuth triarenesulphinates

1972 ◽  
Vol 25 (10) ◽  
pp. 2107 ◽  
Author(s):  
GB Deacon ◽  
GD Fallon
Keyword(s):  
Thermal Decomposition ◽  
Acetic Acid ◽  
Sulphur Dioxide ◽  
Glacial Acetic Acid ◽  
The Other

Bismuth triarenesulphinates, Bi(02SR)3 [R = Ph, p-MeC6H4, p-ClC6H4, 2,4,6-(Me2CH)3C6H2, and p-MeCONHC6H4], have been prepared by reaction of bismuth triacetate with the appropriate arenesulphinio acids in glacial acetic acid, and the first two compounds have also been obtained by reaction of triphenyl-bismuth with the appropriate mercuric arenesulphinates. The sulphur-oxygen stretching frequencies of the bismuth sulphinates are indicative of O-sulphinate coordination, and the compounds are considered to be polymeric with bridging O-sulphinate groups and six-coordinate bismuth. Thermal decomposition of Bi(O2SR)3 (R = Ph, p-MeC6H4, or p-CIC6H4) under vacuum gave the corresponding triarylbismuth compounds and sulphur dioxide, the preparation of tri-p-chlorophenylbismuth being accompanied by formation of di-p-chlorophenyl sulphone and S-p-chlorophenyl p-chlorobenzenethiosulphonate. Pyrolysis of the other triarenesulphinates did not yield organobismuth compounds.

scholarly journals Interaction of homo-aza-steroidal ester of [p -[bis-(2-chloroethyl) amino]phenyl]acetic acid (ASE) with DNA of Ehrlich ascites tumor cells

FEBS Letters ◽  
1983 ◽  
Vol 153 (1) ◽  
pp. 194-198 ◽  
Author(s):  
A. Papageorgiou ◽  
I.G. Ivanov ◽  
G.G. Markov ◽  
S.I. Koliais ◽  
L. Boutis ◽  
...  
Keyword(s):  
Acetic Acid ◽  
Tumor Cells ◽  
Ehrlich Ascites Tumor ◽  
Ehrlich Ascites Tumor Cells ◽  
Ascites Tumor ◽  
Phenyl Acetic Acid ◽  
Ehrlich Ascites
Sign in / Sign up

Export Citation Format

Share Document