Organic Chemistry: Principles And Mechanisms
Organic Chemistry: Principles And Mechanisms
2nd Edition
ISBN: 9780393630756
Author: KARTY, Joel
Publisher: W.w. Norton & Company,
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Chapter 16, Problem 16.33YT
Interpretation Introduction

Interpretation:

Values of the M+ and M + 1 peaks are to be plugged into equation 16 - 7 to verify the estimate of seven carbon atoms in unknown 3.

Concept introduction:

The total number of carbon atoms in a molecule can be computed from the intensity of the M + 1 peak relative to that of the M+ peak.

The equation Number of C atoms  Intensity of M + 1Intemsity of M+ × 100 %1.1 % is used to calculate the number of carbon atoms in a molecule from mass spectrum analysis.

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What is M+, M+1 and M+2? Label these on spectrum.     Calculate number carbons and nitrogen and using the equation. Start by assuming zero nitrogens; if the number of carbons does not come out to be a whole number, use the remainder to justify calculating number of nitrogens. This will not work out perfectly every time! Remember that these will be approximate depending on the signal intensity of the M+ peak and the presence of an [M-1]+ peak that can skew the isotope ratios. If this does not work out, use the value as an approximation to help guide your structure characterization.     Calculate the number of oxygens using the equation. If there is no M+2 peak, state this. If the value is too low to be accurate, use it as an indicator for presence/absence of oxygen. This will not work out every time but will be used as a guide to determine chemical formula.     Check the nitrogen rule – does it make sense with the M+ you observe and your calculations for N?     Check whether fragments…
Instruction: (a) Based on the information provided, determine the structures of compounds. (b) Assign all peaks in ¹H and ¹³C NMR spectra of compounds Compound 4: 4000 IR Spectrum (liquid film) 100k 80 60 of base peak % of 10 40 3000 Lind 13C NMR Spectrum (50.0 MHz, CDCI, solution) DEPT proton decoupled 9 200 ¹H NMR Spectrum (200 MHz, CDCI, solution) 91 80 120 160 m/e 8 2000 v (cm¹) 160 7 1600 expansion 3.0 M** 198/200 6 200 1200 120 800 Mass Spectrum 2.5 Resolves into two signals at higher field CgH₁1 Br 240 280 Resolves into two signals at higher field 10 solvent 80 ppm 0.0 0.5 1.0 1.5 3 absorbance 200 40 UV spectrum 5.30mg/10mis path length: 1.00 cm solvent: cyclohexane 250 2 expansions 2 (nm) 300 35.0 34.0 0 1 ppm 350 8 (ppm) TMS 0 8 (ppm)

Chapter 16 Solutions

Organic Chemistry: Principles And Mechanisms

Ch. 16 - Prob. 16.11PCh. 16 - Prob. 16.12PCh. 16 - Prob. 16.13PCh. 16 - Prob. 16.14PCh. 16 - Prob. 16.15PCh. 16 - Prob. 16.16PCh. 16 - Prob. 16.17PCh. 16 - Prob. 16.18PCh. 16 - Prob. 16.19PCh. 16 - Prob. 16.20PCh. 16 - Prob. 16.21PCh. 16 - Prob. 16.22PCh. 16 - Prob. 16.23PCh. 16 - Prob. 16.24PCh. 16 - Prob. 16.25PCh. 16 - Prob. 16.26PCh. 16 - Prob. 16.27PCh. 16 - Prob. 16.28PCh. 16 - Prob. 16.29PCh. 16 - Prob. 16.30PCh. 16 - Prob. 16.31PCh. 16 - Prob. 16.32PCh. 16 - Prob. 16.33PCh. 16 - Prob. 16.34PCh. 16 - Prob. 16.35PCh. 16 - Prob. 16.36PCh. 16 - Prob. 16.37PCh. 16 - Prob. 16.38PCh. 16 - Prob. 16.39PCh. 16 - Prob. 16.40PCh. 16 - Prob. 16.41PCh. 16 - Prob. 16.42PCh. 16 - Prob. 16.43PCh. 16 - Prob. 16.44PCh. 16 - Prob. 16.45PCh. 16 - Prob. 16.46PCh. 16 - Prob. 16.47PCh. 16 - Prob. 16.48PCh. 16 - Prob. 16.49PCh. 16 - Prob. 16.50PCh. 16 - Prob. 16.51PCh. 16 - Prob. 16.52PCh. 16 - Prob. 16.53PCh. 16 - Prob. 16.54PCh. 16 - Prob. 16.55PCh. 16 - Prob. 16.56PCh. 16 - Prob. 16.57PCh. 16 - Prob. 16.58PCh. 16 - Prob. 16.59PCh. 16 - Prob. 16.60PCh. 16 - Prob. 16.61PCh. 16 - Prob. 16.62PCh. 16 - Prob. 16.63PCh. 16 - Prob. 16.64PCh. 16 - Prob. 16.65PCh. 16 - Prob. 16.66PCh. 16 - Prob. 16.67PCh. 16 - Prob. 16.68PCh. 16 - Prob. 16.69PCh. 16 - Prob. 16.70PCh. 16 - Prob. 16.71PCh. 16 - Prob. 16.72PCh. 16 - Prob. 16.73PCh. 16 - Prob. 16.74PCh. 16 - Prob. 16.75PCh. 16 - Prob. 16.76PCh. 16 - Prob. 16.77PCh. 16 - Prob. 16.78PCh. 16 - Prob. 16.79PCh. 16 - Prob. 16.80PCh. 16 - Prob. 16.81PCh. 16 - Prob. 16.82PCh. 16 - Prob. 16.83PCh. 16 - Prob. 16.84PCh. 16 - Prob. 16.85PCh. 16 - Prob. 16.86PCh. 16 - Prob. 16.87PCh. 16 - Prob. 16.88PCh. 16 - Prob. 16.89PCh. 16 - Prob. 16.1YTCh. 16 - Prob. 16.2YTCh. 16 - Prob. 16.3YTCh. 16 - Prob. 16.4YTCh. 16 - Prob. 16.5YTCh. 16 - Prob. 16.6YTCh. 16 - Prob. 16.7YTCh. 16 - Prob. 16.8YTCh. 16 - Prob. 16.9YTCh. 16 - Prob. 16.10YTCh. 16 - Prob. 16.11YTCh. 16 - Prob. 16.12YTCh. 16 - Prob. 16.13YTCh. 16 - Prob. 16.14YTCh. 16 - Prob. 16.15YTCh. 16 - Prob. 16.16YTCh. 16 - Prob. 16.17YTCh. 16 - Prob. 16.18YTCh. 16 - Prob. 16.19YTCh. 16 - Prob. 16.20YTCh. 16 - Prob. 16.21YTCh. 16 - Prob. 16.22YTCh. 16 - Prob. 16.23YTCh. 16 - Prob. 16.24YTCh. 16 - Prob. 16.25YTCh. 16 - Prob. 16.26YTCh. 16 - Prob. 16.27YTCh. 16 - Prob. 16.28YTCh. 16 - Prob. 16.29YTCh. 16 - Prob. 16.30YTCh. 16 - Prob. 16.31YTCh. 16 - Prob. 16.32YTCh. 16 - Prob. 16.33YTCh. 16 - Prob. 16.34YT
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