(R)-10-Hydroxystearic Acid: Crystals vs. Organogel
Abstract
:1. Introduction
2. Results
2.1. (R)-10-HSA Behavior in Paraffin Oil, Cyclohexane, and Acetonitrile
2.2. IR Spectra
2.3. X-ray Single Crystal Structure
2.4. Powder Diffraction Analysis
3. Discussion
Polymorphs of (R)-10-HSA
4. Materials and Methods
4.1. Synthesis of (R)-10-Hydroxystearic Acid
4.2. Synthesis of (R)-9-Hydroxystearic Acid
4.3. Gel Preparation
4.4. Circular Dichroism Measurements
4.5. IR Spectroscopy
4.6. Optical Microscopy
4.7. Single-Crystal X-ray Diffraction
4.8. X-ray Powder Diffraction
Supplementary Materials
Author Contributions
Funding
Conflicts of Interest
References
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(R)-10-Hsa Crystals | (R)-10-Hsa Heat-Treated | (R)-9-Hsa Crystals | (R)-9-Hsa Heat-Treated | |
---|---|---|---|---|
OH stretching | 3411, 3354 | 3306, 3206 | 3408, 3349 | 3326, 3234 |
C=O stretching | 1715, 1702 | 1699 | 1716, 1698 | 1702 |
CH2 scissoring | 1470 | 1471 | 1470 | 1470 |
C–O stretching and COH in plane bending | 1430 | 1440 | 1431 | 1438 |
COH out of plane deformation | 930 | 910 | 929 | - |
CH2 rocking | 720 | 720 | 722 | 720 |
O–C=O bending | 685 | - | 685 | - |
O–C=O wagging | 590 | - | 592 | - |
(R)-10-HSA from Petroleum Ether/Ethyl Acetate | |
---|---|
Empirical formula | C18H36O3 |
Formula weight | 300.47 |
Temperature (K) | 100(2) |
Wavelength (Å) | 0.7 |
Crystal system | Triclinic |
Space group | P 1 |
Unit cell dimensions (Å, °) | a = 4.835(2), a = 83.097(6) |
b = 9.150(1), β = 89.85(2) | |
c = 20.725(3), g = 83.097(6) | |
Volume (Å3) | 901.1(4) |
Z | 2 |
ρcalc (g/cm3) | 1.107 |
μ (mm−1) | 0.07 |
F(000) | 336 |
Reflections collected | 31,174 |
Independent Reflections | 9878 |
restraints/parameters | 3/386 |
GooF | 1.04 |
Final R indices (I > 2σ(I)) | R1 = 0.0278, wR2 = 0.0801 |
R indices (all data) | R1 = 0.0278, wR2 = 0.0801 |
CCDC code | 2025781 |
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Asaro, F.; Boga, C.; Zorzi, R.D.; Geremia, S.; Gigli, L.; Nitti, P.; Semeraro, S. (R)-10-Hydroxystearic Acid: Crystals vs. Organogel. Int. J. Mol. Sci. 2020, 21, 8124. https://doi.org/10.3390/ijms21218124
Asaro F, Boga C, Zorzi RD, Geremia S, Gigli L, Nitti P, Semeraro S. (R)-10-Hydroxystearic Acid: Crystals vs. Organogel. International Journal of Molecular Sciences. 2020; 21(21):8124. https://doi.org/10.3390/ijms21218124
Chicago/Turabian StyleAsaro, Fioretta, Carla Boga, Rita De Zorzi, Silvano Geremia, Lara Gigli, Patrizia Nitti, and Sabrina Semeraro. 2020. "(R)-10-Hydroxystearic Acid: Crystals vs. Organogel" International Journal of Molecular Sciences 21, no. 21: 8124. https://doi.org/10.3390/ijms21218124