1. Complete the following diagram so that it represents (R)-2-bromobutane. W₁ =FILEHOME INSERT DESIGNPAGE 1 OF 3A ● Type here to search206 WORDSCHEM2581_Unit 2 AS Revised (1) - WordPAGE LAYOUTREFERENCES MAILINGS REVIEW VIEWUnit 2 Assignment QuestionsAnswer the following questions using this word document, and then submit to Blackboard.1. Complete the following diagram so that it represents (R)-2-bromobutane.HWHBreCH 3CH3-HDESIGN LAYOUTCIMicros...TABLE TOOLS2. Complete the following Fischer diagram so that it represents (2R 3R)-butane-2,3-diol.CH3HOGrade...H11 BrGummH-CH3H-OHAnswe...W V Recrys...WCHEM...BCD Chem...? 困alexis peterson* 4x8 X▾+7:09 PM3/28/2023100%

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HS-G - = HOME INSERT LE E 1 OF 3 206 WORDS DESIGN 1x CHEM2581 Unit 2 AS Revised (1) - Word PAGE LAYOUT REFERENCES MAILINGS REVIEW Unit 2 Assignment Questions Answer the following questions using this word document, and then submit to Blackboard. CH3 VIEW 1. Complete the following diagram so that it represents (R)-2-bromobutane. H H Br CH3 -H TABLE TOOLS DESIGN LAYOUT CI 2. Complete the following Fischer diagram so that it represents (2R 3R)-butane-2,3-diol. CH3 НО mm Br H- CH₂ -H -OH ? alexis peterson 7:09 PM

HS-G - = HOME INSERT LE E 1 OF 3 206 WORDS DESIGN 1x CHEM2581 Unit 2 AS Revised (1) - Word PAGE LAYOUT REFERENCES MAILINGS REVIEW Unit 2 Assignment Questions Answer the following questions using this word document, and then submit to Blackboard. CH3 VIEW 1. Complete the following diagram so that it represents (R)-2-bromobutane. H H Br CH3 -H TABLE TOOLS DESIGN LAYOUT CI 2. Complete the following Fischer diagram so that it represents (2R 3R)-butane-2,3-diol. CH3 НО mm Br H- CH₂ -H -OH ? alexis peterson 7:09 PM

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter24: Catalytic Carbon-carbon Bond Formation

Section: Chapter Questions

Problem 24.39P: E. J. Coreys 1964 total synthesis of -caryophyllene (essence of cloves) solves a number of problems...

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E. J. Coreys 1964 total synthesis of -caryophyllene (essence of cloves) solves a number of problems of construction of unusual-sized rings. The first step uses an efficient photochemical [2 + 2] reaction. The desired stereochemistry and regiochemistry had been predicted based on model reactions. (a) [2 + 2] Reactions are quite common in photochemical reactions. Would this reaction be predicted to occur in the ground state? The next steps follow. Basic alumina is a chromatography support that will often act as a base catalyst. (b) What is the mechanism of the first step? (c) What is the mechanism of the second step? (d) Look at later steps in the synthesis. Does the stereochemistry of the added carbomethoxy group matter? The next steps are shown here. (e) What is the structure of compound (A)? (f) Give a mechanism for the formation of the cyclized product. (g) Give a mechanism for the first step. Hint: Attack on the lactone carbonyl may be the first step. (h) Give a structure for product (B). The following two steps are next. (i) Show the reactions of (B). (j) Write a mechanism for the ring-opening reaction. Hint: Note the presence of an acidic proton and a good leaving group in the molecule. The synthesis was completed by the following steps. (k) What is (C)? (l) What reagents would you use for these transformations?
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Consider the compounds 1-pentanol,CH3-CH2-CH2-CH2-CH2-OH, melting point -78C boiling point 138C, MW=88.15. 1,6-hexanediol ,HO-CH2-CH2-CH2-CH2-CH2-CH2-OH, mp 42C,bp=250C.MW=118.18. The compound 1,6-hexanediol is more soluble in water than 1-pentanol is. This is because 1,6-hexanediol.... 1) has more carbon atoms 2)has a higher molecular weight 3)has more -OH groups 4)is a solid at room temperature
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