Science News
from research organizations

Capturing the acid-base reactions in alcohol

Date:
March 21, 2016
Source:
Ulsan National Institute of Science and Technology (UNIST)
Summary:
A new study has been regarded as "very important" because it offers a new framework for understanding reactions in organic chemistry. In their study, the team addressed the cooperative role of alcohols, the simplest organic protic compounds, in one of elementary reactions in chemistry, the acid-base reaction, in a quantitative manner.
Share:
FULL STORY

A new research, affiliated with Ulsan National Institute of Science and Technology (UNIST), Korea, has been featured as a 'Hot Article' on the front cover of the March issue of Chemistry: A European Journal. This study has been regarded as "very important" because it offers a new framework for understanding reactions in organic chemistry.

The team, made up of five Korean scientists and experts from the IBS Center for Soft and Living Matter, the Korea Advanced Institute of Science and Technology (KAIST), and Ulsan National Institute of Science and Technology (UNIST), reported the basicity enhancement of an alcohol by hydrogen-bonded clustering.

In their study, the team addressed the cooperative role of alcohols, the simplest organic protic compounds, in one of elementary reactions in chemistry, the acid-base reaction, in a quantitative manner.

According to Prof. Oh-Hoon Kwon (Department of Chemistry, UNIST), the corresponding author of this study, "The motivation of this work, in particular, was the observation that the photoinduced proton transfer can also occur in alcohol with a properly chosen photoacid."

The formation of an alkyl oxonium ion has long been proposed as a key reaction intermediate in alcohol dehydration. This was examined by time-resolved fluorescence quenching of a strong photoacid in their study.

Through their analysis, the research team revealed, for the first time, that the collaboration of two alcohol molecules through hydrogen bonding is critical to enhancing their reactivity and promotes the resulting alcohol cluster to form an effective Brønsted base when reacting with an acid as strong as sulfuric acid.

Prof. Kwon states, "This finding addresses, as in water, the cooperative role of protic solvent molecules to facilitate nonaqueous acid-base reactions." He continues, "However, further systematic investigation on the size variation of clusters formed from diverse alcohols of different basicity and photoacids of different acidity is currently underway."


Story Source:

Materials provided by Ulsan National Institute of Science and Technology (UNIST). Original written by Joo Hyeon Heo. Note: Content may be edited for style and length.


Journal Reference:

  1. Sun-Young Park, Young Min Lee, Kijeong Kwac, Yousung Jung, Oh-Hoon Kwon. Alcohol Dimer is Requisite to Form an Alkyl Oxonium Ion in the Proton Transfer of a Strong (Photo)Acid to Alcohol. Chemistry - A European Journal, 2016; 22 (13): 4301 DOI: 10.1002/chem.201600695

Cite This Page:

Ulsan National Institute of Science and Technology (UNIST). "Capturing the acid-base reactions in alcohol." ScienceDaily. ScienceDaily, 21 March 2016. <www.sciencedaily.com/releases/2016/03/160321091417.htm>.
Ulsan National Institute of Science and Technology (UNIST). (2016, March 21). Capturing the acid-base reactions in alcohol. ScienceDaily. Retrieved May 23, 2017 from www.sciencedaily.com/releases/2016/03/160321091417.htm
Ulsan National Institute of Science and Technology (UNIST). "Capturing the acid-base reactions in alcohol." ScienceDaily. www.sciencedaily.com/releases/2016/03/160321091417.htm (accessed May 23, 2017).

RELATED STORIES