Use of 1H NMR in Assigning Carbohydrate Configuration in the Organic Laboratory
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Bibliographic record
Abstract
This article describes a laboratory experiment suitable for an advanced undergraduate organic laboratory class that combines synthetic organic chemistry and 1H NMR in the determination of the identity of a simple carbohydrate. The focus of the laboratory course is the application of modern organic techniques and training in the use of high-resolution NMR in the undergraduate organic laboratory. The experiment described herein combines the cumulative knowledge of both lab technique and NMR sample preparation with data processing. Students are asked to acetylate an unknown methyl glycoside, to purify the product of the reaction by column chromatography, and to prepare and submit a sample for 1H NMR spectroscopy. Each student is required to process the raw FID data to determine the identity of their unknown sugar. The experiment demonstrates the use of the coupling constant in the determination of an unknown structure.
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Full frame distilled prediction
Teacher imitationNot calibrated prevalence, not ground truth. Human validation pending. Learned from the 10,348 direct Codex labels and 10,348 direct Gemma labels. Candidate is the union of thresholded teacher heads; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels or direct frontier model labels.
Codex and Gemma teacher scores by category
| Category | Codex | Gemma |
|---|---|---|
| Metaresearch | 0.000 | 0.001 |
| Meta-epidemiology (narrow) | 0.000 | 0.000 |
| Meta-epidemiology (broad) | 0.000 | 0.000 |
| Bibliometrics | 0.000 | 0.000 |
| Science and technology studies | 0.000 | 0.000 |
| Scholarly communication | 0.000 | 0.000 |
| Open science | 0.000 | 0.000 |
| Research integrity | 0.000 | 0.000 |
| Insufficient payload (model declined to judge) | 0.000 | 0.000 |
Machine scores (provisional)
The two teacher heads of the student model, read on this work. A score orders the frame for review; it never asserts a category, and the validation status ships verbatim with every row.
Baseline scores from an immature model (maturity gate not passed, 7 training rounds). Scores rank; they never assert a category.
score_only:v0-immature-baseline · verbatim from the scoring run: score_only means the number may rank works, and no category label ships from it