EBK ORGANIC CHEMISTRY
7th Edition
ISBN: 9780133556186
Author: Bruice
Publisher: VST
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Textbook Question
Chapter 1.15, Problem 42P
Predict the approximate bond angles for
- a. the C—N—C bond angle in (CH3)2NH2.
- b. the C—N—H bond angle in CH3CH2NH2.
- c. the H—C—N bond angle in (CH3)2NH.
- d. the H—C—O bond angle in CH3OCH3.
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Predict the major products of this organic reaction:
HBr (1 equiv)
Δ
?
Some important notes:
• Draw the major product, or products, of this reaction in the drawing area below.
• You can draw the products in any arrangement you like.
• Pay careful attention to the reaction conditions, and only include the major products.
• Be sure to use wedge and dash bonds when necessary, for example to distinguish between major products that are enantiomers.
• Note that there is only 1 equivalent of HBr reactant, so you need not consider the case of multiple additions.
Explanation
Check
X
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For the structure below, draw the resonance structure that is indicated by the curved arrow(s). Be sure to include formal charges.
:ÖH
Modify the second structure given to draw the new resonance structure. Include lone pairs and charges in your structure. Use the +
and - tools to add/remove charges to an atom, and use the single bond tool to add/remove double bonds.
Using the table of Reactants and Products provided in the Hints section, provide the major product
(with the correct stereochemistry when applicable) for questions below by selecting the letter that
corresponds to the exact chemical structures for the possible product.
OH conc Hydrochloric
acid
40°C Temp
A/
Chapter 1 Solutions
EBK ORGANIC CHEMISTRY
Ch. 1.1 - Oxygen has three isotopes, 16O, 17O, and 18O. The...Ch. 1.1 - Chlorine has two isotopes, 35Cl and 37Cl; 75.77%...Ch. 1.2 - Prob. 3PCh. 1.2 - a. Write the ground-state electronic configuration...Ch. 1.2 - Look at the relative positions of each pair of...Ch. 1.3 - a. Find potassium (K) in the periodic table and...Ch. 1.3 - Which bond is more polar? a. b. c. d.Ch. 1.3 - Which of the following has a. the most polar bond?...Ch. 1.3 - Use the symbols + and to show the direction of...Ch. 1.3 - Explain why HCL has a smaller dipole moment than...
Ch. 1.3 - After examining the potential maps for LiH, HF,...Ch. 1.4 - An atom with a formal charge does not necessarily...Ch. 1.4 - Prob. 15PCh. 1.4 - a. Draw two Lewis structure for C2H6O. b. Draw...Ch. 1.4 - Draw the lone-pair electrons that are not shown in...Ch. 1.4 - Prob. 19PCh. 1.4 - Which of the atoms in the molecular models in...Ch. 1.4 - Prob. 21PCh. 1.5 - Draw the following orbitals: a. 3s orbital b. 4s...Ch. 1.6 - Prob. 23PCh. 1.6 - Indicate the kind of molecular orbital (, , , or )...Ch. 1.7 - What orbitals are used to form the 10 sigma bonds...Ch. 1.7 - Explain why a bond formed by overlap of s orbital...Ch. 1.9 - Put n number in each of the blanks: a. __ s...Ch. 1.11 - Predict the approximate bond angles in a. the...Ch. 1.11 - According to the potential map for the ammonium...Ch. 1.12 - Prob. 32PCh. 1.13 - a. What are the relative lengths and strengths of...Ch. 1.13 - Prob. 35PCh. 1.14 - Prob. 36PCh. 1.15 - Which of the bond in a carbon-oxygen double bond...Ch. 1.15 - Would you expect a CC bond formed by sp2sp2...Ch. 1.15 - Caffeine is a natural insecticide found in the...Ch. 1.15 - Prob. 41PCh. 1.15 - Predict the approximate bond angles for a. the CNC...Ch. 1.16 - If the dipole moment of CH3F is 1.847 D and the...Ch. 1.16 - Account for the difference in the shape and color...Ch. 1.16 - What of the following molecules would you expect...Ch. 1 - Prob. 46PCh. 1 - Prob. 47PCh. 1 - What is the hybridization of all the atoms (other...Ch. 1 - Draw the condensed structure of a compound that...Ch. 1 - Predict the approximate bond angles: a. the CNH...Ch. 1 - Prob. 51PCh. 1 - Draw a Lewis structure for each of the following:...Ch. 1 - 53. What is the hybridization of each of the...Ch. 1 - Rank the bonds from most polar. a. CO, CF, CN b....Ch. 1 - Draw a Lewis structure for each of the following:...Ch. 1 - What is the hybridization of the indicated atom in...Ch. 1 - Prob. 57PCh. 1 - Prob. 58PCh. 1 - Draw the missing lone-pair electrons and assigns...Ch. 1 - a. Which of the indicated bonds in each molecule...Ch. 1 - For each of the following molecules, indicate the...Ch. 1 - Draw a Lewis structure for each of the following:...Ch. 1 - Rank the following compounds from highest dipole...Ch. 1 - In which orbitals are the lone pairs in nicotine?Ch. 1 - Prob. 65PCh. 1 - Prob. 66PCh. 1 - a. Which of the species have bond angles of 109.5?...Ch. 1 - Prob. 68PCh. 1 - Which compound has a larger dipole moment: CH3Cl...Ch. 1 - Prob. 70PCh. 1 - Prob. 71PCh. 1 - Explain why CH3Cl has a greater dipole moment than...Ch. 1 - Prob. 73P
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