
Organic Chemistry
4th Edition
ISBN: 9780073402772
Author: Janice G. Smith
Publisher: MCG
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Chapter 20, Problem 20.78P
Interpretation Introduction
Interpretation: The synthesis of
Concept introduction: The substitution reaction involves the replacement of one
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Please draw the structure in the box that is consistent with all the spectral data and
alphabetically label all of the equivalent protons in the structure (Ha, Hb, Hc....) in order to assign all
the proton NMR peaks. The integrations are computer generated and approximate the number of
equivalent protons. Molecular formula: C13H1802
14
13
12
11
10
11 (ppm)
Structure with assigned H peaks
2.08
3.13
A 0.10 M solution of acetic acid (CH3COOH, Ka = 1.8 x 10^-5) is titrated with a 0.0250 M solution of magnesium hydroxide (Mg(OH)2). If 10.0 mL of the acid solution is titrated with 10.0 mL of the base solution, what is the pH of the resulting solution?
Firefly luciferin exhibits three rings. Identify which of the rings are aromatic. Identify which lone pairs are involved in establishing aromaticity. The lone pairs are labeled A-D below.
Chapter 20 Solutions
Organic Chemistry
Ch. 20 - Prob. 20.1PCh. 20 - Which carbonyl groups in the anticancer drug taxol...Ch. 20 - Prob. 20.3PCh. 20 - Prob. 20.4PCh. 20 - Problem 20.5 What aldehyde or ketone is needed to...Ch. 20 - Prob. 20.6PCh. 20 - Problem 20.7 Draw the products formed when is...Ch. 20 - Prob. 20.8PCh. 20 - Prob. 20.9PCh. 20 - Prob. 20.10P
Ch. 20 - Draw the structure of both an acid chloride and an...Ch. 20 - Problem 20.12 Draw the products formed from ...Ch. 20 - Prob. 20.13PCh. 20 - Prob. 20.14PCh. 20 - What product is formed when...Ch. 20 - Prob. 20.16PCh. 20 - Problem-20.16 Review the oxidation reactions using...Ch. 20 - Problem-20.17 Write the step(s) needed to convert ...Ch. 20 - Problem-20.18 Oct-1-yne reacts rapidly with ,...Ch. 20 - Draw the product formed when each organometallic...Ch. 20 - Draw the product of each reaction. a.c. b.d.Ch. 20 - Draw the products including stereochemistry of the...Ch. 20 - What Grignard reagent and carbonyl compound are...Ch. 20 - Problem 20.24 Linalool (the Chapter 9 opening...Ch. 20 - Problem 20.25 What Grignard reagent and carbonyl...Ch. 20 - Prob. 20.26PCh. 20 - Draw the products formed when each compound is...Ch. 20 - What ester and Grignard reagent are needed to...Ch. 20 - What organocuprate reagent is needed to convert...Ch. 20 - What reagent is needed to convert (CH3)2CHCH2CHO...Ch. 20 - Prob. 20.31PCh. 20 - What carboxylic acid formed from each alkyl halide...Ch. 20 - Prob. 20.33PCh. 20 - Prob. 20.34PCh. 20 - Problem 20.35 Synthesize each compound from...Ch. 20 - Prob. 20.36PCh. 20 - 20.37 Devise a synthesis of each alcohol from...Ch. 20 - 20.38 Draw the products formed when pentanal is...Ch. 20 - Prob. 20.39PCh. 20 - Draw the product formed when CH3CH2CH2MgBr is...Ch. 20 - Draw the product formed when (CH3CH2CH2CH2)2CuLi...Ch. 20 - The stereochemistry of the products of reduction...Ch. 20 - Prob. 20.43PCh. 20 - What reagent is needed to convert...Ch. 20 - What reagent is needed to convert...Ch. 20 - Draw the products or each reduction reaction. a....Ch. 20 - Prob. 20.47PCh. 20 - Draw all stereoisomers formed in each reaction. a....Ch. 20 - Prob. 20.49PCh. 20 - 20.46 Treatment of ketone A with ethynylithium...Ch. 20 - 20.47 Explain why metal hydride reduction gives an...Ch. 20 - Prob. 20.52PCh. 20 - 20.49 Identify the lettered compounds in the...Ch. 20 - Prob. 20.54PCh. 20 - Draw a stepwise mechanism for each reaction. a. b.Ch. 20 - Prob. 20.56PCh. 20 - 20.54 Draw a stepwise mechanism for the following...Ch. 20 - What Grignard reagent and aldehyde or ketone are...Ch. 20 - Prob. 20.59PCh. 20 - What ester and Grignard reagent are needed to...Ch. 20 - What organolithium reagent and carbonyl compound...Ch. 20 - 20.59 What epoxide and organometallic reagent are...Ch. 20 - Prob. 20.63PCh. 20 - 20.61 Propose two different methods to synthesize...Ch. 20 - Synthesize each compound from cyclohexanol using...Ch. 20 - Prob. 20.66PCh. 20 - Prob. 20.67PCh. 20 - Devise three different methods to prepare each...Ch. 20 - Convert benzene into each compound. You may also...Ch. 20 - Design a synthesis of each compound from alcohols...Ch. 20 - Synthesize each compound from the given starting...Ch. 20 - 20.69 An unknown compound A (molecular formula )...Ch. 20 - 20.70 Treatment of compound C (molecular formula )...Ch. 20 - 20.71 Treatment of compound E (molecular formula )...Ch. 20 - 20.72 Reaction of butanenitrile () with methyl...Ch. 20 - 20.73 Treatment of isobutene with forms a...Ch. 20 - Prob. 20.77PCh. 20 - Prob. 20.78PCh. 20 - 20.76 Lithium tri-sec-butylborohydride, also known...Ch. 20 - Prob. 20.80PCh. 20 - Prob. 20.81PCh. 20 - Prob. 20.82PCh. 20 - 20.80 Draw a stepwise mechanism for the following...Ch. 20 - Prob. 20.84P
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Similar questions
- A 0.10 M solution of acetic acid (CH3COOH, Ka = 1.8 x 10^-5) is titrated with a 0.0250 M solution of magnesium hydroxide (Mg(OH)2). If 10.0 mL of the acid solution is titrated with 10.0 mL of the base solution, what is the pH of the resulting solution?arrow_forwardGiven a complex reaction with rate equation v = k1[A] + k2[A]2, what is the overall reaction order?arrow_forwardPlease draw the structure in the box that is consistent with all the spectral data and alphabetically label all of the equivalent protons in the structure (Ha, Hb, Hc....) in order to assign all the proton NMR peaks. The integrations are computer generated and approximate the number of equivalent protons. Molecular formula: C13H1802 14 13 12 11 10 11 (ppm) Structure with assigned H peaks 2.08 3.13arrow_forward
- CHEMICAL KINETICS. One of the approximation methods for solving the rate equation is the steady-state approximation method. Explain what it consists of.arrow_forwardCHEMICAL KINETICS. One of the approximation methods for solving the rate equation is the limiting or determining step approximation method. Explain what it consists of.arrow_forwardCHEMICAL KINETICS. Indicate the approximation methods for solving the rate equation.arrow_forward
- TRANSMITTANCE เบบ Please identify the one structure below that is consistent with the 'H NMR and IR spectra shown and draw its complete structure in the box below with the protons alphabetically labeled as shown in the NMR spectrum and label the IR bands, including sp³C-H and sp2C-H stretch, indicated by the arrows. D 4000 OH LOH H₂C CH3 OH H₂C OCH3 CH3 OH 3000 2000 1500 HAVENUMBERI-11 1000 LOCH3 Draw your structure below and label its equivalent protons according to the peak labeling that is used in the NMR spectrum in order to assign the peaks. Integrals indicate number of equivalent protons. Splitting patterns are: s=singlet, d=doublet, m-multiplet 8 3Hb s m 1Hd s 3Hf m 2Hcd 2Had 1He 鄙视 m 7 7 6 5 4 3 22 500 T 1 0arrow_forwardRelative Transmittance 0.995 0.99 0.985 0.98 Please draw the structure that is consistent with all the spectral data below in the box and alphabetically label the equivalent protons in the structure (Ha, Hb, Hc ....) in order to assign all the proton NMR peaks. Label the absorption bands in the IR spectrum indicated by the arrows. INFRARED SPECTRUM 1 0.975 3000 2000 Wavenumber (cm-1) 1000 Structure with assigned H peaks 1 3 180 160 140 120 100 f1 (ppm) 80 60 40 20 0 C-13 NMR note that there are 4 peaks between 120-140ppm Integral values equal the number of equivalent protons 10.0 9.0 8.0 7.0 6.0 5.0 4.0 3.0 2.0 1.0 0.0 fl (ppm)arrow_forwardCalculate the pH of 0.0025 M phenol.arrow_forward
- In the following reaction, the OH- acts as which of these? NO2-(aq) + H2O(l) ⇌ OH-(aq) + HNO2(aq)arrow_forwardUsing spectra attached, can the unknown be predicted? Draw the predicition. Please explain and provide steps. Molecular focrmula:C16H13ClOarrow_forwardCalculate the percent ionization for 0.0025 M phenol. Use the assumption to find [H3O+] first. K = 1.0 x 10-10arrow_forward
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