Question

report 13 C NMR, DEPT, observed bp. Evidence should be given that shows the reaction yeilded an ester product. Specific evidenceshould be given to support the identification of the product ester and starting alcohol.

find the starting alcohol and state product ester

Compare the IR spectrum to the IR spectrum of the starting material. Assign all the major peaks above the fingerprint region in your IR spectra. Assign the signals in the carbon and Dept NMR spectra.

what evidence do yiu have that your experiment did or did not give the expected product?

1738.47 556.77565,35572.83605.87 1064.21030.10 1365.37 2961.01 2875.54 1458.78 950.34 - 5336853943 4000 3000 Nov 15 09:18:11 2019 (GMT-06:00) ND PEAKS: Spectrum: Unknown Ester 4 Region: 4000.00 400.00 Absolute threshold: 0.009 Sensitivity: 50 Peak list: Position: 528.45 Intensity: Position: 533.68 Intensity: Position: 539.43 Intensity: Position: 556.77 Intensity: Position: 565.35 Intensity: Position: 572.83 Intensity: Position: 605.87 Intensity: Position: 631.82 Intensity: Position: 738.48 Intensity Position: 950.34 Intensity Position: 1030.10 Intensity Position: 1064.23 Intensity: Position: 1228.12 Intensity: Position: 1365.37 Intensity: Position: 1458.78 Intensity: Position: 1738.47 Intensity: 2000 1000 Wavenumbers (cm-1) Collection time: Fri Nov 15 09:18:00 2015 Number of sample scans: 16 Number of background scans: 16 Resolution: 2.000 Sample gain: 1.0 Optical velocity: 0.4747 Aperture: 100.00 0.143 0.0998 Detector: DTGS KB 0.102 Beamsplitter: KBr 0.0658 Source: IR 0.0682 0.0642 0.103 0.0613 0.0436 0.0632 0.168 0.121 0.383 0.120 0.0507 0.308 1387

prepare an ester from acetic acid and a C-4 or C-5 alcohol. To determine the alcohol, you will obtain and interpret the 13C NMR spectra of the data.

the alcohols can be:

1-butanol, 2- butanol, 2- methyl-1- propanol, 3-methyl-1- butanol, 1- penatnol, 2 -pentanol, 3-pentanol, cyclopentanol

Answer 1

1) In the IR spectrum broad peak 3300 -2500 of acid will disapper and new peak of ester will appear at 1750-1735.

2) 13C spectrum will give all the peaks corresponding to structure of ester. which will be confirmed by DEPT experiment.