Reaction of 2-hydroxy-2-propyl radical with maleic and fumaric acids in aqueous solution: pH dependence

L. Wojnárovits, E. Takács, Salvatore S. Emmi

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

2-Hydroxy-2-propyl radical reacts with highly different rate coefficients (k) with the three protonation forms of maleic and fumaric acids. With protonated fumaric acid k is high, (2.1 ± 0.4) × 109 mol-1 dm3 s-1 due to the nucleophilic character of IP reaction and the electron withdrawing -COOH groups. With mono- and dianion molecules the k′s are smaller, (6.6 ± 0.7) × 108 and (3.1 ± 3.0) × 107 mol-1 dm3 s-1. In maleic acid k for the monoanion is higher ((1.34 ± 0.03) × 109 mol-1 dm3 s-1) than for protonated and dianion species, (5.6 ± 0.6) × 108 and (3.5 ± 3.1) × 107 mol-1 dm3 s-1. The high k is interpreted in terms of cyclic structure and charge localization between carboxylic groups.

Original languageEnglish
Pages (from-to)224-228
Number of pages5
JournalChemical Physics Letters
Volume438
Issue number4-6
DOIs
Publication statusPublished - Apr 20 2007

Fingerprint

aqueous solutions
acids
Protonation
Molecules
Electrons
coefficients
maleic acid
fumaric acid
molecules
electrons

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Spectroscopy
  • Atomic and Molecular Physics, and Optics
  • Surfaces and Interfaces
  • Condensed Matter Physics

Cite this

Reaction of 2-hydroxy-2-propyl radical with maleic and fumaric acids in aqueous solution : pH dependence. / Wojnárovits, L.; Takács, E.; Emmi, Salvatore S.

In: Chemical Physics Letters, Vol. 438, No. 4-6, 20.04.2007, p. 224-228.

Research output: Contribution to journalArticle

@article{4648cbeb3b6a490fa0d62f7b80b395a5,
title = "Reaction of 2-hydroxy-2-propyl radical with maleic and fumaric acids in aqueous solution: pH dependence",
abstract = "2-Hydroxy-2-propyl radical reacts with highly different rate coefficients (k) with the three protonation forms of maleic and fumaric acids. With protonated fumaric acid k is high, (2.1 ± 0.4) × 109 mol-1 dm3 s-1 due to the nucleophilic character of IP reaction and the electron withdrawing -COOH groups. With mono- and dianion molecules the k′s are smaller, (6.6 ± 0.7) × 108 and (3.1 ± 3.0) × 107 mol-1 dm3 s-1. In maleic acid k for the monoanion is higher ((1.34 ± 0.03) × 109 mol-1 dm3 s-1) than for protonated and dianion species, (5.6 ± 0.6) × 108 and (3.5 ± 3.1) × 107 mol-1 dm3 s-1. The high k is interpreted in terms of cyclic structure and charge localization between carboxylic groups.",
author = "L. Wojn{\'a}rovits and E. Tak{\'a}cs and Emmi, {Salvatore S.}",
year = "2007",
month = "4",
day = "20",
doi = "10.1016/j.cplett.2007.03.015",
language = "English",
volume = "438",
pages = "224--228",
journal = "Chemical Physics Letters",
issn = "0009-2614",
publisher = "Elsevier",
number = "4-6",

}

TY - JOUR

T1 - Reaction of 2-hydroxy-2-propyl radical with maleic and fumaric acids in aqueous solution

T2 - pH dependence

AU - Wojnárovits, L.

AU - Takács, E.

AU - Emmi, Salvatore S.

PY - 2007/4/20

Y1 - 2007/4/20

N2 - 2-Hydroxy-2-propyl radical reacts with highly different rate coefficients (k) with the three protonation forms of maleic and fumaric acids. With protonated fumaric acid k is high, (2.1 ± 0.4) × 109 mol-1 dm3 s-1 due to the nucleophilic character of IP reaction and the electron withdrawing -COOH groups. With mono- and dianion molecules the k′s are smaller, (6.6 ± 0.7) × 108 and (3.1 ± 3.0) × 107 mol-1 dm3 s-1. In maleic acid k for the monoanion is higher ((1.34 ± 0.03) × 109 mol-1 dm3 s-1) than for protonated and dianion species, (5.6 ± 0.6) × 108 and (3.5 ± 3.1) × 107 mol-1 dm3 s-1. The high k is interpreted in terms of cyclic structure and charge localization between carboxylic groups.

AB - 2-Hydroxy-2-propyl radical reacts with highly different rate coefficients (k) with the three protonation forms of maleic and fumaric acids. With protonated fumaric acid k is high, (2.1 ± 0.4) × 109 mol-1 dm3 s-1 due to the nucleophilic character of IP reaction and the electron withdrawing -COOH groups. With mono- and dianion molecules the k′s are smaller, (6.6 ± 0.7) × 108 and (3.1 ± 3.0) × 107 mol-1 dm3 s-1. In maleic acid k for the monoanion is higher ((1.34 ± 0.03) × 109 mol-1 dm3 s-1) than for protonated and dianion species, (5.6 ± 0.6) × 108 and (3.5 ± 3.1) × 107 mol-1 dm3 s-1. The high k is interpreted in terms of cyclic structure and charge localization between carboxylic groups.

UR - http://www.scopus.com/inward/record.url?scp=34047254335&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=34047254335&partnerID=8YFLogxK

U2 - 10.1016/j.cplett.2007.03.015

DO - 10.1016/j.cplett.2007.03.015

M3 - Article

AN - SCOPUS:34047254335

VL - 438

SP - 224

EP - 228

JO - Chemical Physics Letters

JF - Chemical Physics Letters

SN - 0009-2614

IS - 4-6

ER -