EBK ORGANIC CHEMISTRY AS A SECOND LANGU
4th Edition
ISBN: 9781119234715
Author: Klein
Publisher: VST
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Chapter 6, Problem 46ASP
Interpretation Introduction
Interpretation: The transition state of the given reaction is to be interpreted.
Concept introduction: A
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What is a protecting group in a multi synthesis reaction in organic chemistry?
Curved arrows are used to illustrate the flow of electrons. Follow the
arrows and draw the intermediate and product in this reaction. Include
all lone pairs. Ignore stereochemistry. Ignore inorganic byproducts.
H-O
:OCH₂
CH₂OH₂*
:0:
protonation
Draw Intermediate
CH3OH₂+
protonation
CH3OH
deprotonation
loss of H₂O
elimination
1
H₂C
CH₂OH
nucleophilic
addition
O-H
Draw Intermediate
CH3OH
n
deprotonatio
Draw Product
Draw a structural formula(s) for the major organic product(s) of the following reaction.
Br + CH3CH₂O™ Na*
ethanol
• Use the wedge/hash bond tools to indicate stereochemistry where it exists.
• You do not have to explicitly draw H atoms.
• If a group is achiral, do not use wedged or hashed bonds on it.
• Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner.
Separate multiple products using the + sign from the drop-down menu.
Chapter 6 Solutions
EBK ORGANIC CHEMISTRY AS A SECOND LANGU
Ch. 6.1 - Prob. 1LTSCh. 6.1 - Prob. 1PTSCh. 6.1 - Prob. 2ATSCh. 6.2 - Prob. 3CCCh. 6.3 - Prob. 4CCCh. 6.3 - Prob. 5CCCh. 6.4 - Prob. 6CCCh. 6.6 - Prob. 7CCCh. 6.7 - Prob. 2LTSCh. 6.7 - Prob. 8PTS
Ch. 6.7 - Prob. 9PTSCh. 6.7 - Prob. 10ATSCh. 6.8 - Prob. 3LTSCh. 6.8 - Prob. 11PTSCh. 6.8 - Prob. 12ATSCh. 6.9 - Prob. 4LTSCh. 6.9 - Prob. 13PTSCh. 6.9 - Prob. 14ATSCh. 6.10 - Prob. 5LTSCh. 6.10 - Prob. 15PTSCh. 6.10 - Prob. 16ATSCh. 6.11 - Prob. 6LTSCh. 6.11 - Prob. 17PTSCh. 6.11 - Prob. 18ATSCh. 6 - Prob. 19PPCh. 6 - Prob. 20PPCh. 6 - Prob. 21PPCh. 6 - Prob. 22PPCh. 6 - Prob. 24PPCh. 6 - Prob. 25PPCh. 6 - Prob. 26PPCh. 6 - Prob. 27PPCh. 6 - Prob. 28PPCh. 6 - Prob. 29PPCh. 6 - Prob. 30PPCh. 6 - Prob. 31PPCh. 6 - Prob. 32PPCh. 6 - Prob. 33PPCh. 6 - Prob. 34PPCh. 6 - Prob. 35PPCh. 6 - Prob. 36PPCh. 6 - Prob. 37PPCh. 6 - Prob. 38PPCh. 6 - Prob. 39PPCh. 6 - Prob. 40PPCh. 6 - Prob. 41PPCh. 6 - Prob. 43ASPCh. 6 - Prob. 44ASPCh. 6 - Prob. 45ASPCh. 6 - Prob. 46ASPCh. 6 - Prob. 47ASPCh. 6 - Prob. 48ASPCh. 6 - Prob. 49ASPCh. 6 - Prob. 50IPCh. 6 - Prob. 51IPCh. 6 - Prob. 52IPCh. 6 - Prob. 53IPCh. 6 - Prob. 54IPCh. 6 - Prob. 55IPCh. 6 - Prob. 56IPCh. 6 - Prob. 57IPCh. 6 - Prob. 58IPCh. 6 - Prob. 59IPCh. 6 - Prob. 60IPCh. 6 - Prob. 61IPCh. 6 - Prob. 62CPCh. 6 - Prob. 64CP
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- For each reaction in question 20, sketch a reaction coordinate energy diagram indicating the starting materials, transition states and any intermediates, if present, in the reaction. Don't worry about the absolute energy of starting materials and products but you can assume that the product is more stable than the starting materials.arrow_forwardDraw the major organic product(s) of the following reactions including stereochemistry when it is appropriate. H₂O/H₂SO4/Hg+2 CH3-CEC-CH3 • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • If no reaction occurs, draw the organic starting material. Separate multiple products using the + sign from the drop-down menu.arrow_forwardVhich of the following statements is incorrect? * 3 p Hammond-Leffler Postulate states that there is a strong resemblance between the transition state and the product in an endothermic reaction. Hammond-Leffler Postulate states that there is a strong resemblance between the transition state and the reactants in an exothermic reaction. The presence of more electron-donating alkyl groups ineffectively delocalize the positive charge in an organic molecule, making it less stable. The dehydration of primary alcohol proceeds via E2 mechanism. All of the abovęarrow_forward
- Write out the two-step sequence that converts benzene to each compound.arrow_forward5. Synthesis: Synthesize the following compound from cyclohexane, any carbon pieces that are three carbons or less (can include other functional groups), and any inorganic reagents.arrow_forwardDraw the major organic product(s) of the following reactions including stereochemistry when it is appropriate. CH3-CEC-CH3 ● H₂O/H₂SO4/Hg+² • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • If no reaction occurs, draw the organic starting material. Separate multiple products using the + sign from the drop-down menu.arrow_forward
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- A benzene ring alters the reactivity of a neighboring group in the so-called “benzylic” position, similarly to how a double bond alters the reactivity of groups in the “allylic” position. Benzylic cations, anions, and radicals are all more stable than simple alkyl intermediates. a) Use resonance structures to show the delocalization of the positive charge, negative charge, and unpaired electron of the benzyl cation, anion, and radical.arrow_forward* Question Completion Status: 1 2 3 4 QUESTION 7 5 Which substituent will have the highest A value (AG for inverting a chair with the subsituent). OA-2,2-dimethylbutyl (aka)neo-pentyl OB 1,1-dimethylpropyl (aka tert-pentyl) OC3-methylbutyl (aka isopentyl) OD1-ethyl-1,1-dimethylsilyl 0000 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 32 33 34 35 36 37 QUESTION 8 Which compound is aromatic? OAarrow_forward5.Synthesis. Make the following products from a suitable cyclic alkene starting material. Look at the functional group PATTERN present in the molecule, including stereochemistry. Br CH 3 Br CH3arrow_forward
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