Methyl Internal Rotation in Fruit Esters: Chain-Length Effect Observed in the Microwave Spectrum of Methyl Hexanoate
Abstract
:1. Introduction
2. Results
2.1. Quantum Chemical Calculations
2.2. Microwave Spectroscopy
2.2.1. Measurements
2.2.2. The C1 Conformer
2.2.3. The Cs Conformer
3. Discussion
4. Conclusions
Supplementary Materials
Author Contributions
Funding
Institutional Review Board Statement
Informed Consent Statement
Data Availability Statement
Acknowledgments
Conflicts of Interest
Sample Availability
References
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Conf. | A | B | C | μa | μb | μc | ϑ1 | ϑ2 | ϑ3 | ϑ4 | E |
---|---|---|---|---|---|---|---|---|---|---|---|
I | 3101.3 | 664.2 | 616.4 | –0.37 | 0.33 | –1.62 | –146.54 | 66.52 | 179.98 | 179.95 | 0.00 |
I a | 3598.9 | 626.6 | 584.6 | –0.83 | 0.58 | –9.11 | –166.18 | 69.11 | 179.53 | 179.90 | |
XIII | 6990.7 | 483.4 | 459.9 | 0.07 | –1.72 | 0.00 | 180.00 | 180.00 | 180.00 | 180.00 | 3.25 |
Exp. b | 3599.0 | 625.4 | 585.8 |
Par. a | Unit | I = C1 | XIII = Cs |
---|---|---|---|
A | MHz | 3599.03841(24) | 6987.3630(32) |
B | MHz | 625.35951(20) | 483.652(15) |
C | MHz | 585.83319(20) | 460.364(16) |
ΔJ | kHz | 0.17529(66) | 0.0393(91) |
ΔJK | kHz | −4.7630(45) | |
ΔK | kHz | 45.278(21) | 6.13(65) |
δJ | kHz | 0.01954(32) | 0.0027(11) |
δK | kHz | −0.824(82) | 27.8(76) |
V3 b | cm−1 | 415.15(13) | 416.890(96) |
∠(i,a) | ° | 134.280(79) | 158.82(12) |
∠(i,b) | ° | 133.80(40) | 68.82(12) |
∠(i,c) | ° | 79.46(95) | 90.0 c |
NA/NEd | 100/80 | 21/21 | |
σe | kHz | 4.0 | 4.4 |
Molecule | Cs Conformer | C1 Conformer |
---|---|---|
Methyl acetate [14] | 424.581(56) | |
Methyl propionate [16] | 422.801(22) a | |
Methyl butyrate [17] | 420.155(71) | 419.447(59) |
Methyl valerate [18] | 418.059(27) | 417.724(70) |
Methyl hexanoate b | 416.890(96) | 415.15(13) |
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Dang, N.-N.; Pham, H.-N.; Kleiner, I.; Schwell, M.; Grabow, J.-U.; Nguyen, H.V.L. Methyl Internal Rotation in Fruit Esters: Chain-Length Effect Observed in the Microwave Spectrum of Methyl Hexanoate. Molecules 2022, 27, 2639. https://doi.org/10.3390/molecules27092639
Dang N-N, Pham H-N, Kleiner I, Schwell M, Grabow J-U, Nguyen HVL. Methyl Internal Rotation in Fruit Esters: Chain-Length Effect Observed in the Microwave Spectrum of Methyl Hexanoate. Molecules. 2022; 27(9):2639. https://doi.org/10.3390/molecules27092639
Chicago/Turabian StyleDang, Nhu-Ngoc, Hoang-Nam Pham, Isabelle Kleiner, Martin Schwell, Jens-Uwe Grabow, and Ha Vinh Lam Nguyen. 2022. "Methyl Internal Rotation in Fruit Esters: Chain-Length Effect Observed in the Microwave Spectrum of Methyl Hexanoate" Molecules 27, no. 9: 2639. https://doi.org/10.3390/molecules27092639