PQ-13. An unknown reacts with PCC and gives this 'H NMR spectrum. Which structure is consistent with this data? (A) 5 is (B) H 3 2 PPM OH OH (D)
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- Reaction of p-cresol with two equivalents of 2-methylprop-1-ene affordsBHT, a preservative with molecular formula C15H24O. BHT gives thefollowing 1H NMR spectral data: 1.4 (singlet, 18 H), 2.27 (singlet, 3 H), 5.0(singlet, 1 H), and 7.0 (singlet, 2 H) ppm. What is the structure of BHT?Draw a stepwise mechanism illustrating how it is formed.1H NMR Spectroscopy Spectra run at 60 MHz 70 SPECI 4 50 30 20 Explain the main features of the 1 H NMR spectrum of crotonic acid (4), Spec. 4. Deduce the stereochemistry of the carboxylic acid (CO2H peak not shown).Anethole, C10H12O, a major constituent of the oil of anise, has the 1H NMR spectrum shown. On oxidation with Na2Cr2O7, anethole yields p-methoxybenzoic acid. What is the structure of anethole? Assign all peaks in the NMR spectrum, and account for the observed splitting patterns.
- Addition of m-xylene to the strongly acidic solvent HF/SbF5 at 45C gives a new species, which shows 1H-NMR resonances at 2.88 (3H), 3.00 (3H), 4.67 (2H), 7.93 (1H), 7.83 (1H), and 8.68 (1H). Assign a structure to the species giving this spectrum.Acid-catalyzed hydrolysis of HOCH2CH2C(CH3)2CN forms compound A (C6H10O2). A shows a strong peak in its IR spectrum at 1770 cm-1 and the following signals in its 1H NMR spectrum: 1.27 (singlet, 6 H), 2.12 (triplet, 2 H), and 4.26 (triplet, 2 H) ppm. Draw the structure for A and give a stepwise mechanism that accounts for its formation.Treatment of 1-pentene with H2SO4/H2O gave product D. The MS spectrums of Compound D is shown below. Note that the molecular ion, m/z 88 is not detected in the spectrum. Identify the structure of product D. Provide explanation for your answer.
- Reaction of p-cresol with two equivalents of 2-methylprop-1-ene affords BHT, a preservative with molecular formula C15H24O. BHT gives the following 1H NMR spectral data: 1.4 (singlet, 18 H), 2.27 (singlet, 3 H), 5.0 (singlet, 1 H), and 7.0 (singlet, 2 H) ppm. What is the structure of BHT? Draw a stepwise mechanism illustrating how it is formed.Deduce the identity of the following compound from the spectral data given. C8H10: 1H NMR, 6 1.20 (3H, triplet), 2.60 (2H, quartet), 7.12 (5H, singlet) (ppm); IR, 3050, 2970, 1600 cm-1; MS, m/z 91(b) The 1H-NMR spectrum of compound B, C5 H10 O2, consists of the following signals: 8 1.2 (d, 6H), 2.0 (s, 3H), and 5 (septet, 1H); contains an ester. Draw the structural formula of compound B. • You do not have to consider stereochemistry. • Explicitly draw all H atoms. ୫) C n ? ChemDoodle ® Show Hint
- Provide a structure for the given compound. molecular mass 101; -1. IR: 3397, 3200, 1655, 1622 cm¯¹; 13C NMR: 8 27.5, 838.0 (weak), 8 180.5 (weak). Draw the compound. Select / ||1||| Draw C H N Templates O MoreAccount for the presence of peaks at mlz 135 and 107 in the mass spectrum of 4-me- thoxybenzoic acid (p-anisic acid). H,CO- -COH 4-Methoxybenzoic acidCalculate the IHD of C7H6XNO and explain (elucidate) the structure using the 1H and 13C NMR data.