Question

Please interpret and record spectral data for base and acid catalyzed products of vanillin esterfication.

Base product name: Vanillyl acetate

Acid product name: 4-acetyloxy-3-methoxyphenyl methanediyl diacetate

HNMR acid

CHOM 237 Esterification of Vanilla Acid Catalyzed Product 7.6 7.5 7.4

CNMR acid

HNMR base

CNMR base

Answer 1

vanillyl acetate contain seven peaks , here enolic proton present hence a peak is seen at 9.96 ppm.

and in base catalysed product at peak is seen at 9.5 ppm value due to methanediyl protons.

please see attached file

NMR ACid vtmyvaniltyb aunre) 4 actyloxy 3-Muhoky phny 6.B H marnane diy le diautate 3.71 IH NR 2.20 C 2.09 HO 6.50 9-96 6.B1 72 3.03 we ger totl Seven Ki'nd of Photons, ar Seven utent chemical Shir valus. 7-1 7.3 Enalic proton ar d9.96 PPM Onu AroMah'c Hydrogen peak at meta lPeak at OrtD pesih'm er d 6.80o at pare d. 681 Shong peakA For 3 hydngerns ar 2.0g oF ester (cH3 sponz Peaka For 3 Hydvogen at d317 (-c-o- feak at S2 PPM due to 2 Hydhogen (Be^Zyic Pasipon 9.5 CH3 2.20 PP- 6.So PPm 2.20 9.5 PPM due to marhane diyle Photons Peak at Spung peak at z2.20 due to g Hydrogers-3cë-) Peak at indicete 3.03 13 NMR OF vanilyl actte 4 4@tyloxy-3 Meory Phenyl mernanadie di'acenke 13e NrIR C6.4 O147 113 2סר C- 124.7 47.7 HO "CH207 17o PP 124.e 207 Total o TYpes of carton at dunr chemicel Shitt OAMD-Mta and 1pso- pee Paslhon Casbors et Bezane einga are atmest at sam envikon mdvt Henu Veny closer pear fr tham.r KMow 13cR peaK for casbony & 17o12 Pfesester) PeakA For 4romatic Ringa ale asound 123.5 PM ang aliphahe peaK at Lower P values 40.8 Sina ISo 120 PP we lo.S 14a Pt 96.3 CH3 20.7 M3 T20.7 r2 Peax foy Shong peak at Shon peek 10.1 Pt duu o3 3(-8