A Novel Synthesis of 3-Bromo-1,2-Propanediol from 3-Oxetanol

2013 ◽  
Vol 848 ◽  
pp. 219-222
Author(s):  
Jian Sun ◽  
Shan Shan Gong ◽  
Qi Sun
Keyword(s):  
Mild Condition ◽  
Ring Opening ◽  
Experimental Results ◽  
Carbon Tetrabromide ◽  
Reaction Condition ◽  
Novel Synthesis ◽  
Ring Opening Reaction ◽  
Efficient Route ◽  
Bromination Reaction

Treatment of 3-oxetanol with carbon tetrabromide (CBr4) and triphenylphosphine (PPh3) under mild condition provides an efficient route for synthesis of 3-bromo-1,2-propanediol. The experimental results showed that an unexpected ring-opening reaction was selectively achieved under the routine bromination reaction condition.

Efficient Ring-opening Reaction of Tetralin over Nanosized ZSM-5 Zeolite: Effect of SiO2/Al2O3 Ratio and Reaction Condition

2019 ◽  
Vol 33 (10) ◽  
pp. 9480-9490 ◽  
Author(s):  
Peipei Miao ◽  
Kang Li ◽  
Jiangtao Fan ◽  
Naiwen Xu ◽  
Xiaolin Zhu ◽  
...  
Keyword(s):  
Ring Opening ◽  
Reaction Condition ◽  
Ring Opening Reaction

Thermal intramolecular reactions of Δ1-1,2,4-triazolines with extended exocyclic unsaturation

1988 ◽  
Vol 66 (3) ◽  
pp. 385-390 ◽  
Author(s):  
Adrian L. Schwan ◽  
John Warkentin
Keyword(s):  
Ring Opening ◽  
Hydrolysis Product ◽  
Sigmatropic Rearrangement ◽  
Membered Ring ◽  
Ring Closure ◽  
Experimental Results ◽  
First Order ◽  
Ring Opening Reaction ◽  
Intramolecular Reactions

Fumaratotriazoline (1) and amidotriazoline (3) undergo thermal first-order transformations in solution at 65 °C. The former affords the isomeric pyrrole 5 and its hydrolysis product 6. A mechanism involving opening of the initial five-membered ring to form 8, followed by closure to a new five-membered ring (9), is proposed. Amidotriazoline (3) loses N2 on heating to form 19. The experimental results are best accommodated in terms of a novel mechanism involving an electrocyclic ring closure, a [3 + 2] cycloreversion to form an ylide, a sigmatropic rearrangement of the ylide, and, finally, an electrocyclic ring-opening reaction.

Covalent modification of graphite oxide with acetic anhydride to enhance dispersibility in organic solvents

2016 ◽  
Vol 09 (03) ◽  
pp. 1650044 ◽  
Author(s):  
Jingjing Li ◽  
Anwei Yang ◽  
Chen Zhang ◽  
Lei Zhang ◽  
Feifei Sun ◽  
...  
Keyword(s):  
Acetic Anhydride ◽  
Organic Solvents ◽  
Mild Condition ◽  
Graphite Oxide ◽  
Ring Opening ◽  
Covalent Modification ◽  
Alkyl Aryl ◽  
Aryl Chlorides ◽  
Ring Opening Reaction ◽  
Epoxy Groups

Graphite oxide (GO) was modified by acetic anhydride via a catalyzed ring-opening reaction of the attached epoxy groups at very mild condition. The dispersion of the modified GO is thus largely imporved in many organic solvents and the highest GO concentration reaches 2.0[Formula: see text]mg/mL in alkyl(aryl) chlorides, ethers, alcohols and cyclohexane, which is amongst the highest value for GO in organics.

scholarly journals Comment on: Synthesis of New Azo Compounds Based on N-(4-Hydroxyphenyl)maleimide and N-(4-Methylphenyl)maleimide. Molecules 2010, 15, 7498–7508

Molecules ◽  
2019 ◽  
Vol 24 (12) ◽  
pp. 2319
Author(s):  
John J. Morrison ◽  
Viktoria K. Brandt ◽  
Stephen G. Yeates
Keyword(s):  
Experimental Data ◽  
Spectral Data ◽  
Ring Opening ◽  
Analytical Data ◽  
Systematic Errors ◽  
Experimental Results ◽  
Enoic Acid ◽  
Azo Compounds ◽  
Ring Opening Reaction ◽  
Original Experimental Data

The synthesis of (E)-phenylazo-3-N-(4-hydroxyphenyl)maleimide (1) using a procedure previously reported in Molecules is deemed to be erroneous. A detailed re-investigation of the earlier work suggests that the spectral data for key intermediates and the final product, (1), was mis-assigned. We conclude that compound (1) was not synthesized, but rather an unusual ring opening reaction of the maleimide unit of the starting material, N-(4-hydroxyphenyl)maleimide (2) leading to the generation of (Z)-4-((4-hydroxyphenyl)amino)-4-oxobut-2-enoic acid, (3) was observed instead. Examination of the original experimental data reveals systematic errors in the reporting of all of the combustion microanalytical data. Overall, the present investigation suggests that errors in the interpretation of spectral data, falsification of analytical data and selective editing of experimental results raise questions over the veracity of the work presented in the original paper.

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