Organic Chemistry
5th Edition
ISBN: 9780078021558
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
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Question
Chapter 7, Problem 7.11P
Interpretation Introduction
Interpretation: The molecules that contain good leaving groups are to be identified.
Concept Introduction: In nucleophilic substitution reaction, nucleophile takes the position of leaving group by attacking on the electron deficient carbon atom. The good leaving groups are weak base whose conjugate acids have low
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Write the complete common (not IUPAC) name of each molecule below.
Note: if a molecule is one of a pair of enantiomers, be sure you start its name with D- or L- so we know which enantiomer it is.
molecule
Ο
C=O
common name
(not the IUPAC
name)
H
☐
H3N
CH₂OH
0-
C=O
H
NH3
CH₂SH
H3N
☐
☐
X
G
(Part A) Provide structures of the FGI products and missing reagents (dashed box)
1 eq Na* H*
H
-H
B1
B4
R1
H2 (gas)
Lindlar's
catalyst
A1
Br2
MeOH
H2 (gas)
Lindlar's
catalyst
MeO.
OMe
C6H1402
B2
B3
A1
Product carbons' origins
Draw a box around product
C's that came from A1.
Draw a dashed box around
product C's that came from B1.
Classify each of the amino acids below.
Note for advanced students: none of these amino acids are found in normal proteins.
X
CH2
H3N-CH-COOH3N-CH-COO-
H3N-CH-COO
CH2
CH3-C-CH3
CH2
NH3
N
NH
(Choose one) ▼
(Choose one)
S
CH2
OH
(Choose one) ▼
+
H3N-CH-COO¯
CH2
H3N CH COO H3N-CH-COO
CH2
오오
CH
CH3
CH2
+
O
C
CH3
O=
O_
(Choose one)
(Choose one) ▼
(Choose one)
G
Chapter 7 Solutions
Organic Chemistry
Ch. 7 - Problem 7.1 Telfairine, a naturally occurring...Ch. 7 - Give the IUPAC name for each compound. a. b. c. d.Ch. 7 - Prob. 7.3PCh. 7 - An sp3 hybridized CCl bond is more polar than an...Ch. 7 - Prob. 7.5PCh. 7 - Problem 7.6 Identify the nucleophile and leaving...Ch. 7 - Prob. 7.7PCh. 7 - Prob. 7.8PCh. 7 - What neutral nucleophile is needed to convert...Ch. 7 - Prob. 7.10P
Ch. 7 - Prob. 7.11PCh. 7 - Does the equilibrium favor the reactants or...Ch. 7 - Prob. 7.13PCh. 7 - Classify each solvent as protic or aprotic. a. b....Ch. 7 - Prob. 7.15PCh. 7 - Prob. 7.16PCh. 7 - Prob. 7.17PCh. 7 - Prob. 7.18PCh. 7 - Prob. 7.19PCh. 7 - Draw the product of each SN2 reaction and indicate...Ch. 7 - Prob. 7.21PCh. 7 - Prob. 7.22PCh. 7 - What happens to the rate of an SN1 reaction under...Ch. 7 - Draw the products of each SN1 reaction and...Ch. 7 - Classify each carbocation as 1,2, or 3. a. b. c....Ch. 7 - Prob. 7.26PCh. 7 - Prob. 7.27PCh. 7 - Prob. 7.28PCh. 7 - Prob. 7.29PCh. 7 - Problem 7.30 For each alkyl halide and...Ch. 7 - Prob. 7.31PCh. 7 - Prob. 7.32PCh. 7 - Prob. 7.33PCh. 7 - Prob. 7.34PCh. 7 - Prob. 7.35PCh. 7 - Prob. 7.36PCh. 7 - Prob. 7.37PCh. 7 - Prob. 7.38PCh. 7 - Prob. 7.39PCh. 7 - Give the IUPAC name for each compound, including...Ch. 7 - Draw the products formed when each alkyl halide is...Ch. 7 - Give the IUPAC name for each compound. a. c. e. b....Ch. 7 - Prob. 7.43PCh. 7 - Draw the eight constitutional isomers having the...Ch. 7 - Which compound in each pair has the higher boiling...Ch. 7 - Draw the products of each nucleophilic...Ch. 7 - Prob. 7.47PCh. 7 - Rank the species in each group in order of...Ch. 7 - Which of the following nucleophilic substitution...Ch. 7 - Rank the species in each group in order of...Ch. 7 - Prob. 7.51PCh. 7 - Prob. 7.52PCh. 7 - 7.53 Consider the following reaction.
Draw a...Ch. 7 - Prob. 7.54PCh. 7 - Draw the products of each SN2 reaction and...Ch. 7 - Prob. 7.56PCh. 7 - Prob. 7.57PCh. 7 - Consider the following SN1 reaction. a.Draw a...Ch. 7 - 7.59 Pick the reactant or solvent in each part...Ch. 7 - Draw the products of each SN1 reaction and...Ch. 7 - Prob. 7.61PCh. 7 - Prob. 7.62PCh. 7 - Prob. 7.63PCh. 7 - Fluticasone, the chapter-opening molecule, can be...Ch. 7 - Prob. 7.65PCh. 7 - 7.66 Diphenhydramine, the antihistamine in...Ch. 7 - Draw a stepwise, detailed mechanism for the...Ch. 7 - When a single compound contains both a nucleophile...Ch. 7 - Prob. 7.69PCh. 7 - Prob. 7.70PCh. 7 - Draw a stepwise, detailed mechanism f or the...Ch. 7 - Prob. 7.72PCh. 7 - Fill in the appropriate reagent or starting...Ch. 7 - Devise a synthesis of each compound from an alkyl...Ch. 7 - Suppose you have compounds A-D at y our disposal....Ch. 7 - Muscalure, the sex pheromone of the common...Ch. 7 - Prob. 7.77PCh. 7 - Prob. 7.78PCh. 7 - Draw a stepwise mechanism for the following...Ch. 7 - 7.80 As we will learn in Chapter 9, an epoxide is...Ch. 7 - Prob. 7.81PCh. 7 - In some nucleophilic substitutions under SN1...
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- Another standard reference electrode is the standard calomel electrode: Hg2Cl2(s) (calomel) + 2e2 Hg() +2 Cl(aq) This electrode is usually constructed with saturated KCI to keep the Cl- concentration constant (similar to what we discussed with the Ag-AgCl electrode). Under these conditions the potential of this half-cell is 0.241 V. A measurement was taken by dipping a Cu wire and a saturated calomel electrode into a CuSO4 solution: saturated calomel electrode potentiometer copper wire CuSO4 a) Write the half reaction for the Cu electrode. b) Write the Nernst equation for the Cu electrode, which will include [Cu2+] c) If the voltage on the potentiometer reads 0.068 V, solve for [Cu²+].arrow_forward2. (Part B). Identify a sequence of FGI that prepares the Synthesis Target 2,4-dimethoxy- pentane. All carbons in the Synthesis Target must start as carbons in either ethyne, propyne or methanol. Hint: use your analysis of Product carbons' origins (Part A) to identify possible structure(s) of a precursor that can be converted to the Synthesis Target using one FGI. All carbons in the Synthesis Target must start as carbons in one of the three compounds below. H = -H H = -Me ethyne propyne Synthesis Target 2,4-dimethoxypentane MeOH methanol OMe OMe MeO. OMe C₂H₁₂O₂ Product carbons' origins Draw a box around product C's that came from A1. Draw a dashed box around product C's that came from B1.arrow_forwardDraw the skeletal ("line") structure of the smallest organic molecule that produces potassium 3-hydroxypropanoate when reacted with KOH. Click and drag to start drawing a structure. Sarrow_forward
- draw skeletal structures for the minor products of the reaction.arrow_forward1. Provide missing starting materials, reagents, products. If a product cannot be made, write NP (not possible) in the starting material box. C7H12O Ph HO H 1) 03-78 C 2) Me₂S + Ph .H OH + 2nd stereoisomer OH Ph D + enantiomer cat OsO 4 NMO H2O acetonearrow_forwardPlease note that it is correct and explains it rightly:Indicate the correct option. The proportion of O, C and H in the graphite oxide is:a) Constant, for the quantities of functional groups of acids, phenols, epoxy, etc. its constants.b) Depending on the preparation method, as much oxidant as the graphite is destroyed and it has less oxygen.c) Depends on the structure of the graphic being processed, whether it can be more tridimensional or with larger crystals, or with smaller crystals and with more edges.arrow_forward
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