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Chem 30CL-Lecture 5b

Chem 30CL-Lecture 5b - 0.176 0.346 0.510 Water solubility...

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Click to edit Master subtitle style 8/6/11 Chromatography on Chiral Stationary Phases Lecture 5b
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8/6/11 Chiral stationary phase are used in gas-liquid chromatography (GC/GLC) and liquid-solid chromatography (HPLC) Commonly used chiral stationary phases Amino acid derivatives i.e. Chirasil-Val Metal complexes i.e. L-hydroxyproline-Cu2+ Carbohydrate derivatives i.e. cyclodextrins Chiral GC columns are frequently used in pharmaceutical research, quality control of nature products, etc. Introduction
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8/6/11 There are three commonly used cyclodextrins Cyclodextrins α -form β -form γ -form Number of Glucose units 6 7 8 Number of chiral centers 30 35 40 External diameter (pm) ~1420 ~1530 ~1720 Internal diameter (pm) 470-520 600-650 750-850 Volume of Cavity (nm3)
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Unformatted text preview: 0.176 0.346 0.510 Water solubility 14.5 1.85 23.2 Melting or decomposition point (in K/oC) 551/278 572/299 540/267 α β γ 8/6/11 GC simulation The area of the peaks can be estimated by A=height*half-width= h * w Epoxide I alkene epoxides aldehyde A B C D 8/6/11 The two peaks that belong to the two epoxides have identical mass spectra The aldehyde/ketone peak has the same [M]+-peak but a different fragmentation pattern as discussed earlier The alkene peak show a [M]+-peak that is 16 amu lower than the ones above Peaks that exhibit larger than [M]+-peak are usually due to chlorination products (Hint: check for halogen clusters!) Epoxide II...
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