CHEM XL-14A | |
Important Information: Dr. Robert Iafe, rgiafe@chem.ucla.edu |
Handouts: |
Lecture Notes: |
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CHEM 30A | |
VOH Website: link Course Syllabus: link Exam Keys: Old Exams: |
Handouts: Summaries
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CHEM 30B | |
Chem 30B Websites |
Review:
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Worksheets: NMR Practice:
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Practice Problems:
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CHEM 30BL | |
Quiz Central
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Histogram of Scores* Before the Final
*raw score. no dropped grades. |
Notes on pre-labs: Please include the IR spectrum of the compound that you are making in the lab for that day. A lot of people have forgotten to include it. Also, a list of pertinent peaks should be included in the Physical Properties section. The Physical Properties table should be COMPLETELY filled in (MW, amount, mmol, density, mp, bp, solubility). Treat your pre-lab as though it is the only information you have. The TA is not there to tell you whether you made your product or not. You should already know what the spectra should look like before you enter the lab. Also, please answer the questions for that week as thoroughly as possible. |
Notes on post-labs: Each post-lab should included a brief summary, calculations (percent yield, refractive index correction, etc.), physical properties of your product (IR, mp range, refractive index, etc), and a discussion. The discussion and summary should be written in 3rd person and not 1st person narrative. The discussion should include a summary of all physical properties reported and should comment on the purity or your product and percent yield. Sources of error and possible improvements should also be included. Finally, a copy of your spectrum that is fully labeled should be attached at the end of the report. The report should be signed and dated at the end with the reference |
CHEM 30C | |
30C Links
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Important Contacts:
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Quizzes
Robert Iafe's Schedule (Friday)
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Practice Problems:
Old Finals |
PEERS | |
Chem 30A: Room MS 3947; M, W 4:30-6:00 PM |
Worksheets: [1], [2], [3], [4], [5], [6], [8], [9], [10], [11], [12], [13] Answer Keys: [4], [6], [10], [11], [12], [13 page1], [13 page2] |
Exam Central 2005 Summer, Brown, Exam 1 Key 2006 Spring, Anderson, Exam 1 Key, Exam 2 Key, Final Key 2006 Summer, Brown, Exam 1 Key, Exam 2 Key, Final Key
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Exam Central 2006 Winter, Garrell, Final [Key] 2006 Fall, Chatterjee, Exam 1 [Key], Exam 2 [Key] 2008 Summer, Merlic, Final |
Density functional theory (B3LYP/6-31+G*) has revealed the origin of stereoselectivity in intramolecular Diels−Alder reactions of vinyl oxocarbenium ions. The cycloaddition has endo preference and occurs with remote stereocontrol syn to the substituent at the stereogenic center. Torsional steering, the preference for the staggered conformation about forming σ-bonds, dictates the preferred transition structure. (DOI: 10.1021/ol061085x) |
The organocatalytic transfer hydrogenation reactions of 3-phenyl-2-cyclopentenone with imidazolidinone catalysts are evaluated using the hybrid density functional (B3LYP/6-31G(d)) theory. The origin of the preference for the (E) iminium transition state is determined, and the stereoselectivity of hydride transfer is investigated. (DOI: 10.1021/ol901586t)
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Bifurcations on Potential Energy Surfaces of Organic Reactions. A single transition state may lead to multiple intermediates or products if there is a post-transition-state reaction pathway bifurcation. These bifurcations arise when there are sequential transition states with no intervening energy minimum. For such systems, the shape of the potential energy surface and dynamic effects, rather than transition-state energetics, control selectivity. This Minireview covers recent investigations of organic reactions exhibiting reaction pathway bifurcations. Such phenomena are surprisingly general and affect experimental observables such as kinetic isotope effects and product distributions. (DOI: 10.1002/anie.200800918) |
A series of intramolecular hetero-Diels-Alder reactions of iminium and imine dienophiles has been explored with density functional theory using the B3LYP functional and 6-31+G* basis set. Aqueous solvation energies were calculated with the CPCM method. DFT predicts that these reactions are concerted but involve highly asynchronous transition states. Stereochemical preferences of imine cycloaddition transition states arise from electron repulsion of the nitrogen lone pair with electron density from the butadiene moiety. Protonation of the nitrogen leads to a highly asynchronous transition state. The iminium dienophiles are predicted to have a 17 kcal/mol lower barrier than the corresponding imines, even in aqueous solution. (DOI: 10.1021/jo702576r) |
Recent Miller Publications:
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