Issue 3, 1987

Vibrational spectra of potassium 4-pentenoate and potassium 5-hexenoate and conformational change on micellization

Abstract

Potassium 4-pentenoate (P4P) and potassium 5-hexenoate (P5H) have been synthesized and their infrared and Raman spectra were measured in the crystalline state and aqueous solutions. The two bands of the crystalline P4P at 623–625 and 558–560 cm–1 were assigned to the characteristic bands of skew and cis forms about the C—C single bond nearest to the C[double bond, length as m-dash]C double bond, respectively. The intensity of the 623–625 cm–1 band in the infrared spectra increases at 170 °C, compared to that of the 558–560 cm–1 band. For P5H the intensity of the 640–643 cm–1 band characteristic of skew increases at low temperature. From these observations, it was concluded that the skew from in the crystalline P4P and P5H is stabilized at low temperature.

On the basis of these observations and X-ray diffraction and Raman studies of unsaturated fatty acids by other workers, the following assumptions were made; the infrared bands of the crystalline P4P increasing in the intensity at –170 °C and the corresponding Raman bands arise from the TS form, and those of P5H are due to the TTS form. On these assumptions, normal mode analysis was made for possible rotational isomers. The calculated results successfully explain the vibrational bands of P4P and P5H.

The Raman spectra of P4P and P5H in aqueous solutions were measured at various concentrations. At higher concentration the TS form of P4P and the TTS form of P5H were found to be stabilized. The inflection in the plots of the relative Raman peak heights in the 1000–800 cm–1 region vs. the inverse concentrations is clearly observed. These observations show that micelle formation brings about the conformational change.

Article information

Article type
Paper

J. Chem. Soc., Faraday Trans. 1, 1987,83, 789-800

Vibrational spectra of potassium 4-pentenoate and potassium 5-hexenoate and conformational change on micellization

K. Tsukamoto, K. Ohshima, K. Taga, H. Okabayashi and H. Matsuura, J. Chem. Soc., Faraday Trans. 1, 1987, 83, 789 DOI: 10.1039/F19878300789

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Spotlight

Advertisements