CHEMISTRY-TEXT
8th Edition
ISBN: 9780134856230
Author: Robinson
Publisher: PEARSON
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Chapter 11, Problem 11.38SP
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When an unknown amine reacts with an unknown acid chloride, an amide with a molecular mass of 163 g/mol (M* = 163 m/z)
is formed. In the infrared spectrum, important absorptions appear at 1661, 750 and 690 cm. The 13C NMR and DEPT spectra
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13C NMR
DEPT 90
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DEPT 135
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Identify the unknown compound from its IR and proton NMR spectra.
C4H6O:
'H NMR: 82.43 (1H, t, J = 2 Hz); 8 3.41 (3H, s); 8 4.10 (2H, d, J = 2 Hz)
IR: 2125, 3300 cm¹
The C4H6O compound liberates a gas when treated with C2H5 MgBr.
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Chapter 11 Solutions
CHEMISTRY-TEXT
Ch. 11 - Prob. 11.1PCh. 11 - The normal boiling point of water is 100.0 C, and...Ch. 11 - PRACTICE 11.1 The boiling point of ethanol is 78.4...Ch. 11 - APPLY 11.2 Chloroform CHCl3 has Hvap=29.2kJ/mol...Ch. 11 - How much heat is required to convert15.0 g of...Ch. 11 - APPLY 11.4 What is the sign and magnitude of q...Ch. 11 - Look at the phase diagram of H2O in Figure 11.7,...Ch. 11 - Prob. 11.8ACh. 11 - Why was a new solvent needed for extracting...Ch. 11 - A fire extinguisher containing carbon dioxide has...
Ch. 11 - Look at the phase diagram of CO2 in Figure11.13,...Ch. 11 - Liquid carbon dioxide is also used as non-toxic...Ch. 11 - For the phase transition CO2(s)CO2(g), predict the...Ch. 11 - A sample of supercritical carbon dioxide was...Ch. 11 - Assume that you have a liquid in a cylinder...Ch. 11 - The phase diagram of a substance is shown below....Ch. 11 - Prob. 11.17CPCh. 11 - Prob. 11.18CPCh. 11 - The following compound undergoes a phase...Ch. 11 - A magnetized needle gently placed on the surface...Ch. 11 - Water flows quickly through the narrow neck of a...Ch. 11 - Predict which substance in each pair has the...Ch. 11 - Prob. 11.23SPCh. 11 - The chemical structure for oleic acid, the primary...Ch. 11 - Prob. 11.25SPCh. 11 - Prob. 11.26SPCh. 11 - The vapor pressure of SiCI4 is 100 mm Hg at 5.4 C,...Ch. 11 - What is the vapor pressure of CS2 in mm Hg at 20.0...Ch. 11 - What is the vapor pressure of SiCI4 in mm Hg at...Ch. 11 - Dichloromethane, CH2CI2, is an organic solvent...Ch. 11 - Prob. 11.31SPCh. 11 - Use the plot you made in Problem 11.30 to find a...Ch. 11 - Prob. 11.33SPCh. 11 - Prob. 11.34SPCh. 11 - Prob. 11.35SPCh. 11 - Prob. 11.36SPCh. 11 - Acetone,acommon laboratorysolvent,has...Ch. 11 - Why is Hvap usually larger than Hfusion ?Ch. 11 - Why is the heat of sublimation, Hsubl, equal to...Ch. 11 - Naphthalene, better known as "mothballs," has bp =...Ch. 11 - Prob. 11.41SPCh. 11 - Prob. 11.42SPCh. 11 - Prob. 11.43SPCh. 11 - Prob. 11.44SPCh. 11 - Prob. 11.45SPCh. 11 - How much energy in kilojoules is needed to heat...Ch. 11 - Prob. 11.47SPCh. 11 - How much energy in kilojoules is released when...Ch. 11 - How much energy in kilojoules is released when...Ch. 11 - Prob. 11.50SPCh. 11 - Prob. 11.51SPCh. 11 - Prob. 11.52SPCh. 11 - Prob. 11.53SPCh. 11 - Prob. 11.54SPCh. 11 - Look at the phase diagram of H2O in Figure 11.7,...Ch. 11 - Prob. 11.56SPCh. 11 - Oxygen has Tt=54.3K,Pt=1.14mmHg,Tc=154.6K, and...Ch. 11 - Prob. 11.58SPCh. 11 - Prob. 11.59SPCh. 11 - Prob. 11.60SPCh. 11 - Prob. 11.61SPCh. 11 - Benzene has a melting point of 5.53 C and a...Ch. 11 - Prob. 11.63SPCh. 11 - How many phase transitions did you pass through in...Ch. 11 - Prob. 11.65SPCh. 11 - Prob. 11.66SPCh. 11 - Prob. 11.67SPCh. 11 - Prob. 11.68SPCh. 11 - Prob. 11.69SPCh. 11 - Prob. 11.70SPCh. 11 - Prob. 11.71SPCh. 11 - Prob. 11.72SPCh. 11 - Prob. 11.73SPCh. 11 - For each of the following substances, identify the...Ch. 11 - The chlorofluorocarbon refrigerant...Ch. 11 - Prob. 11.76MPCh. 11 - Prob. 11.77MP
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- 1,4-Dimethyl-1,3-cyclohexadiene can undergo 1,2- or 1,4-addition with hydrogen halides. (a) 1,2-Addition i. Draw the carbocation intermediate(s) formed during the 1,2-addition of hydrobromic acid to 1,4-dimethyl-1,3-cyclohexadiene. ii. What is the major 1,2-addition product formed during the reaction in (i)? (b) 1,4-Addition i. Draw the carbocation intermediate(s) formed during the 1,4-addition of hydrobromic acid to 1,4-dimethyl-1,3-cyclohexadiene. ii. What is the major 1,4-addition product formed from the reaction in (i)? (c) What is the kinetic product from the reaction of one mole of hydrobromic acid with 1,4-dimethyl-1,3-cyclohexadiene? Explain your reasoning. (d) What is the thermodynamic product from the reaction of one mole of hydrobro-mic acid with 1,4-dimethyl-1,3-cyclohexadiene? Explain your reasoning. (e) What major product will result when 1,4-dimethyl-1,3-cyclohexadiene is treated with one mole of hydrobromic acid at - 78 deg * C ? Explain your reasoning.arrow_forwardGive the product of the bimolecular elimination from each of the isomeric halogenated compounds. Reaction A Reaction B. КОВ CH₂ HotBu +B+ ко HOIBU +Br+ Templates More QQQ Select Cv Templates More Cras QQQ One of these compounds undergoes elimination 50x faster than the other. Which one and why? Reaction A because the conformation needed for elimination places the phenyl groups and to each other Reaction A because the conformation needed for elimination places the phenyl groups gauche to each other. ◇ Reaction B because the conformation needed for elimination places the phenyl groups gach to each other. Reaction B because the conformation needed for elimination places the phenyl groups anti to each other.arrow_forwardFive isomeric alkenes. A through each undergo catalytic hydrogenation to give 2-methylpentane The IR spectra of these five alkenes have the key absorptions (in cm Compound Compound A –912. (§), 994 (5), 1643 (%), 3077 (1) Compound B 833 (3), 1667 (W), 3050 (weak shoulder on C-Habsorption) Compound C Compound D) –714 (5), 1665 (w), 3010 (m) 885 (3), 1650 (m), 3086 (m) 967 (5), no aharption 1600 to 1700, 3040 (m) Compound K Match each compound to the data presented. Compound A Compound B Compound C Compound D Compoundarrow_forward
- 7. The three sets of replicate results below were accumulated for the analysis of the same sample. Pool these data to obtain the most efficient estimate of the mean analyte content and the standard deviation. Lead content/ppm: Set 1 Set 2 Set 3 1. 9.76 9.87 9.85 2. 9.42 9.64 9.91 3. 9.53 9.71 9.42 9.81 9.49arrow_forwardDraw the Zaitsev product famed when 2,3-dimethylpentan-3-of undergoes an El dehydration. CH₂ E1 OH H₁PO₁ Select Draw Templates More QQQ +H₂Oarrow_forwardComplete the clean-pushing mechanism for the given ether synthesia from propanol in concentrated sulfurica140°C by adding any mining aloms, bands, charges, nonbonding electron pairs, and curved arrows. Draw hydrogen bonded to cayan, when applicable. ore 11,0 HPC Step 1: Draw curved arrows Step 2: Complete the intend carved Q2Q 56 QQQ Step 3: Complete the intermediate and add curved Step 4: Modify the structures to draw the QQQ QQQarrow_forward
- 6. In an experiment the following replicate set of volume measurements (cm3) was recorded: (25.35, 25.80, 25.28, 25.50, 25.45, 25.43) A. Calculate the mean of the raw data. B. Using the rejection quotient (Q-test) reject any questionable results. C. Recalculate the mean and compare it with the value obtained in 2(a).arrow_forwardA student proposes the transformation below in one step of an organic synthesis. There may be one or more reactants missing from the left-hand side, but there are no products missing from the right-hand side. There may also be catalysts, small inorganic reagents, and other important reaction conditions missing from the arrow. • Is the student's transformation possible? If not, check the box under the drawing area. • If the student's transformation is possible, then complete the reaction by adding any missing reactants to the left-hand side, and adding required catalysts, inorganic reagents, or other important reaction conditions above and below the arrow. • You do not need to balance the reaction, but be sure every important organic reactant or product is shown. + T G OH де OH This transformation can't be done in one step.arrow_forwardMacmillan Leaming Draw the major organic product of the reaction. 1. CH3CH2MgBr 2. H+ - G Select Draw Templates More H о QQarrow_forward
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