OWLv2 with Student Solutions Manual eBook, 4 terms (24 months) Printed Access Card for McMurry's Organic Chemistry, 9th
9th Edition
ISBN: 9781305671874
Author: John E. McMurry
Publisher: Cengage Learning
expand_more
expand_more
format_list_bulleted
Question
Chapter 30.4, Problem 4P
Interpretation Introduction
Interpretation:
Product of the photochemical cyclization of (2E,4Z,6E)-2,4,6-octatriene. Of (2E,4Z,6Z)-2,4,6-octatriene.
Concept introduction:
In photochemical reactions, the orbitals of the HOMO of the excited state to determine the course of the reaction. The excited state HOMO has the opposite orientation of the outermost p orbitals compared to the HOMO of the ground state. As a result, the method of ring closure of a photochemical electrocyclic reaction is opposite to that of a thermal electrocyclic reaction for the same number of pie bonds.
Photochemical electrocyclic reactions occur in a conrotatory fashion for a conjugated polyene with an odd number of pie bonds.
Expert Solution & Answer
Trending nowThis is a popular solution!
Students have asked these similar questions
5) Rank the following sets of compounds in order of decreasing acidity (most acidic to least
acidic), and choose the justification(s) for each ranking.
(a)
OH
V
SH
я вон
CH
most acidic
(lowst pKa)
least acidic
(highest pKa)
Effect(s)
Effect(s)
Effect(s)
inductive effect O inductive effect O inductive effect
electronegativity electronegativity O electronegativity
resonance
polarizability
resonance
polarizability
O resonance
O polarizability
hybridization
Ohybridization
O hybridization
о
How negatively charged organic bases are formed.
None
Chapter 30 Solutions
OWLv2 with Student Solutions Manual eBook, 4 terms (24 months) Printed Access Card for McMurry's Organic Chemistry, 9th
Ch. 30.1 - Prob. 1PCh. 30.3 - Prob. 2PCh. 30.3 - Prob. 3PCh. 30.4 - Prob. 4PCh. 30.6 - What stereochemistry would you expect for the...Ch. 30.6 - Prob. 6PCh. 30.7 - Prob. 7PCh. 30.8 - Propose a mechanism to account for the fact that...Ch. 30.8 - When a 2, 6-disubstituted allyl phenyl ether is...Ch. 30.9 - Prob. 10P
Ch. 30.SE - Predict the product obtained when the following...Ch. 30.SE - Prob. 12VCCh. 30.SE - The following rearrangement of N-allyl-N,...Ch. 30.SE - Plastic photochromic sunglasses are based on the...Ch. 30.SE - Prob. 15MPCh. 30.SE - Prob. 16MPCh. 30.SE - Prob. 17MPCh. 30.SE - Prob. 18APCh. 30.SE - Prob. 19APCh. 30.SE - Prob. 20APCh. 30.SE - Prob. 21APCh. 30.SE - Prob. 22APCh. 30.SE - Prob. 23APCh. 30.SE - Prob. 24APCh. 30.SE - Prob. 25APCh. 30.SE - Prob. 26APCh. 30.SE - Prob. 27APCh. 30.SE - Prob. 28APCh. 30.SE - Propose a pericyclic mechanism to account for the...Ch. 30.SE - Prob. 30APCh. 30.SE - Prob. 31APCh. 30.SE - Prob. 32APCh. 30.SE - Prob. 33APCh. 30.SE - Bicyclohexadiene, also known as Dewar benzene, is...Ch. 30.SE - Prob. 35APCh. 30.SE - Prob. 36APCh. 30.SE - The 1H NMR spectrum of bullvalene at 100 C...Ch. 30.SE - Prob. 38APCh. 30.SE - Prob. 39APCh. 30.SE - Prob. 40APCh. 30.SE - In light of your answer to Problem 30-40, explain...
Knowledge Booster
Similar questions
- 1) For the following molecules: (i) Label the indicated alkenes as either cis (Z), trans (E), or N/A (for non-stereogenic centers) by bubbling in the appropriate label on the molecule. (ii) Complete the IUPAC name located below the structure (HINT: Put the letter of the configuration in parentheses at the beginning of the name!) E z N/A ()-3,4,6-trimethylhept-2-ene E Oz O N/A ()-3-ethyl-1-fluoro-4-methylhex-3-ene E -+- N/A Me )-2,3-dimethylpent-2-ene (d) (b) E O N/A Br ()-5-bromo-1-chloro-3-ethyloct-4-ene ОЕ Z N/A Et (___)-3-ethyl-4-methylhex-3-ene E (f) Oz N/A z N/A HO (4.7)-4-(2-hydroxyethyl)-7-methylnona-4,7-dien-2-onearrow_forwardO 9:21AM Tue Mar 4 ## 64% Problem 51 of 15 Submit Curved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electron-pushing arrows for the following reaction or mechanistic step(s). Be sure to account for all bond-breaking and bond-making steps. H :0: CI. AI :CI: :CI: Cl AI Select to Add Arrows Select to Add Arrows O: Cl :CI: :0: H CI: CI CO Select to Add Arrows Select to Add Arrows :O: CI :0: Cl. 10: AIarrow_forward(i) Draw in the missing lone pair(s) of electrons of the reactants on the left (ii) Draw (curved) arrows to show the flow of electrons in the acid/base reaction on the left (iii) Draw the products of the acid/base on the right (iv) Select the correct label for each product as either "conjugate acid" or "conjugate base" (a) JOH OH NH₂ acid base (b) De "H conjugate acid conjugate acid conjugate base conjugate base acid base conjugate acid conjugate base conjugate acid conjugate base acid basearrow_forward
- Could someone answer this NMR and explain please Comment on the general features of the 1H-NMR spectrum of isoamyl ester provided below.arrow_forwardMacmillan Learning Draw the acyl chloride that would give the ketone shown using the Friedel-Crafts acylation reaction. Select Draw Templates More с H о Cl 2Q Erase AICI₂arrow_forwardDraw the complete mechanism for this reaction: .OH مدید OH H2SO4 + H₂O To save you some time, the starting material has been copied into the first drawing area. However, you will still need to add any other reactants or catalysts that take part in the reaction. ན ི.. OH Add/Remove step Х ด ك Click and drag to start drawing a structure.arrow_forward
- 9:27 AM Tue Mar 4 ← Problem 64 of 15 #63% Submit Curved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electron-pushing arrows for the following reaction or mechanistic step(s). Be sure to account for all bond-breaking and bond-making steps. 0:0 0:0 :0: N. :0: :O :0: H H. :0: Select to Add Arrows O :0: H O :0: 0:0. S. H Select to Add Arrows S :0: :0: H Harrow_forwardOrder the following organic reactions by relative rate. That is, select '1' next to the reaction that will have the fastest initial rate, select '2' next to the reaction that will have the next fastest initial rate, and so on. If two reactions will have very similar initial rates, you can select the same number next to both. If a reaction will have zero or nearly zero initial rate, don't select a number and check the box in the table instead. Note: the "Nu" in these reactions means "a generic nucleophile." ملی CI :Nu 2 он 3 H Reaction Relative Rate (Choose one) ▼ Nu :CI: zero or nearly zero Nu :Nu bi (Choose one) zero or nearly zero : Nu لی Nu :H (Choose one) zero or nearly zeroarrow_forward9:12 AM Tue Mar 4 66% Problem 38 of 15 Submit Curved arrows are used to illustrate the flow of electrons. Use the reaction conditions provided and follow the arrows to draw the product formed in this reaction or mechanistic step(s). Include all lone pairs and charges as appropriate. Ignore inorganic byproducts. Br2 FeBrз H (+) Br: H : Br----FeBr3 く a SU 00 nd earrow_forward
- Under aqueous acidic conditions, nitriles will react to form a neutral organic intermediate 1 that has an N atom in it first, and then they will continue to react to form the final product 2: ☐ : P Draw the missing intermediate 1 and the final product 2 in the box below. You can draw the two structures in any arrangement you like. CN H₂O H₂O H+ H+ Click and drag to start drawing a structure. Хarrow_forwardOrganic bases have lone pairs of electrons that are capable of accepting protons. Lone pair electrons in a neutral or negatively charged species, or pi electron pairs. Explain the latter case (pi electron pairs).arrow_forwardDescribe the propyl anion.arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning