Organic Chemistry
4th Edition
ISBN: 9780073402772
Author: Janice G. Smith
Publisher: MCG
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Chapter 21, Problem 21.28P
Draw a stepwise mechanism for the following reaction.
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8. (16 pts) Provide the stepwise mechanism for the synthesis of the following compound via an enamine
Draw the titration curve of (i) weak acid vs. strong base; (ii) weak acid vs. weakbase; (iii) diprotic acid with strong base (iii) triprotic acid with strong base.
Complete the reaction in the drawing area below by adding the major products to the right-hand side.
If there won't be any products, because nothing will happen under these reaction conditions, check the box under the drawing area instead.
Note: if the products contain one or more pairs of enantiomers, don't worry about drawing each enantiomer with dash and wedge bonds. Just draw one molecule
to represent each pair of enantiomers, using line bonds at the chiral center.
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No reaction.
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Chapter 21 Solutions
Organic Chemistry
Ch. 21 - Rank the following compounds in order of...Ch. 21 - Prob. 21.2PCh. 21 - Give the IUPAC name for each aldehyde.Ch. 21 - Prob. 21.4PCh. 21 - Give the IUPAC name for each ketone.Ch. 21 - Prob. 21.6PCh. 21 - Prob. 21.7PCh. 21 - The boiling point of is significantly higher than...Ch. 21 - Which carbonyl group in each pair absorbs at a...Ch. 21 - Problem 21.10 Draw the structure of all...
Ch. 21 - Prob. 21.11PCh. 21 - Prob. 21.12PCh. 21 - Prob. 21.13PCh. 21 - Prob. 21.14PCh. 21 - Problem 21.15 Draw the product of each...Ch. 21 - Prob. 21.16PCh. 21 - Prob. 21.17PCh. 21 - Outline a synthesis of each Wittig reagent from...Ch. 21 - Draw the products including stereoisomers formed...Ch. 21 - Prob. 21.20PCh. 21 - Prob. 21.21PCh. 21 - Show two methods to synthesize each alkene: a...Ch. 21 - Problem 21.22 The product formed when reacts with...Ch. 21 - What 1 amine and carbonyl compound are needed to...Ch. 21 - Prob. 21.25PCh. 21 - Prob. 21.26PCh. 21 - Prob. 21.27PCh. 21 - Problem 21.28 Draw a stepwise mechanism for the...Ch. 21 - Problem 21.29 Draw the products of each...Ch. 21 - Problem 21.30 Label each compound as an acetal, a...Ch. 21 - Problem 21.31 Draw a stepwise mechanism for the...Ch. 21 - Problem 21.32 Draw the products of each...Ch. 21 - Problem 21.33 Safrole is a naturally occurring...Ch. 21 - Problem 21.35 How would you use a protecting group...Ch. 21 - Prob. 21.35PCh. 21 - Problem 21.37 Two naturally occurring compounds...Ch. 21 - Problem 21.38 Draw the products of each...Ch. 21 - Prob. 21.38PCh. 21 - Problem 21.40 (a) Give the IUPAC name for A and B....Ch. 21 - 21.41 Rank the following compounds in order of...Ch. 21 - Prob. 21.41PCh. 21 - Give the IUPAC name for each compound. a. d. g. b....Ch. 21 - Give the structure corresponding to each name. a....Ch. 21 - Including stereoisomers, draw the 11 aldehydes...Ch. 21 - Prob. 21.45PCh. 21 - Prob. 21.46PCh. 21 - What alkyl halide is needed to prepare each Wittig...Ch. 21 - 21.46 Draw the products of each reaction.
a. e....Ch. 21 - Prob. 21.49PCh. 21 - Prob. 21.50PCh. 21 - Prob. 21.51PCh. 21 - Prob. 21.52PCh. 21 - Prob. 21.53PCh. 21 - Rank the following compounds in order of...Ch. 21 - Which compound forms the higher concentration of...Ch. 21 - Prob. 21.56PCh. 21 - What Wittig reagent and carbonyl compound are...Ch. 21 - Prob. 21.58PCh. 21 - What reagents are needed to convert each compound...Ch. 21 - What reagents are needed to convert each compound...Ch. 21 - Prob. 21.61PCh. 21 - Devise a synthesis of each alkene using a Wittig...Ch. 21 - Devise a synthesis of each compound from...Ch. 21 - Prob. 21.64PCh. 21 - Prob. 21.65PCh. 21 - Prob. 21.66PCh. 21 - Prob. 21.67PCh. 21 - Prob. 21.68PCh. 21 - Prob. 21.69PCh. 21 - 21.64 Draw a stepwise mechanism for the following...Ch. 21 - 21.65 Draw a stepwise mechanism f or the following...Ch. 21 - Prob. 21.72PCh. 21 - 21.67 Draw a stepwise mechanism for each...Ch. 21 - 21.68 Draw a stepwise mechanism for the following...Ch. 21 - Prob. 21.75PCh. 21 - Prob. 21.76PCh. 21 - Prob. 21.77PCh. 21 - Prob. 21.78PCh. 21 - Prob. 21.79PCh. 21 - 21.73 Although the carbonyl absorption of cyclic...Ch. 21 - 21.74 Use the and data to determine the...Ch. 21 - 21.75 A solution of acetone in ethanol in the...Ch. 21 - Compounds A and B have molecular formula ....Ch. 21 - 21.77 An unknown compound C of molecular formula ...Ch. 21 - 21.78 An unknown compound D exhibits a strong...Ch. 21 - Prob. 21.86PCh. 21 - -D-Glucose, a hemiacetal, can be converted to a...Ch. 21 - 21.81 Draw a stepwise mechanism for the following...Ch. 21 - Prob. 21.89PCh. 21 - Prob. 21.90PCh. 21 - Prob. 21.91PCh. 21 - 21.86 Draw stepwise mechanism for the following...
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- Predict the intermediate 1 and final product 2 of this organic reaction: NaOMe H+ + 1 2 H H work up You can draw 1 and 2 in any arrangement you like. Note: if either 1 or 2 consists of a pair of enantiomers, just draw one structure using line bonds instead of 3D (dash and wedge) bonds at the chiral center. Click and drag to start drawing a structure. X $ dmarrow_forwardPredict the major products of this organic reaction: 1. NaH (20°C) 2. CH3Br ? Some notes: • Draw only the major product, or products. You can draw them in any arrangement you like. • Be sure to use wedge and dash bonds where necessary, for example to distinguish between major products that are enantiomers. • If there are no products, just check the box under the drawing area. No reaction. Click and drag to start drawing a structure. G Crarrow_forwardPredict the major products of this organic reaction: 1. LDA (-78°C) ? 2. Br Some notes: • Draw only the major product, or products. You can draw them in any arrangement you like. . • Be sure to use wedge and dash bonds where necessary, for example to distinguish between major products that are enantiomers. • If there are no products, just check the box under the drawing area. No reaction. Click and drag to start drawing a structure. Xarrow_forward
- Please draw the structuresarrow_forwardDraw the missing intermediates 1 and 2, plus the final product 3, of this synthesis: 0 1. Eto 1. Eto- 1 2 2. MeBr 2. EtBr H3O+ A 3 You can draw the three structures in any arrangement you like. Explanation Check Click and drag to start drawing a structure.arrow_forwardDraw the missing intermediate 1 and final product 2 of this synthesis: 1. MeO- H3O+ 1 2 2. PrBr Δ You can draw the two structures in any arrangement you like. Click and drag to start drawing a structure.arrow_forward
- What is the differences between: Glyceride and phosphoglyceride Wax and Fat Soap and Fatty acid HDL and LDL cholesterol Phospho lipids and sphingosine What are the types of lipids? What are the main lipid components of membrane structures? How could lipids play important rules as signaling molecules and building units? The structure variety of lipids makes them to play significant rules in our body, conclude breifly on this statement.arrow_forwardWhat is the differences between DNA and RNA for the following: - structure - function - type What is the meaning of: - replication - transcription - translation show the base pair connection(hydrogen bond) in DNA and RNAarrow_forwardWhat is the IP for a amino acid- give an example what are the types of amino acids What are the structures of proteins The N-Terminal analysis by the Edman method shows saralasin contains sarcosine at the N-terminus. Partial hydrolysis of saralasin with dilute hydrochloric acid yields the following fragments: Try-Val-His Sar-Arg-Val His-Pro-Ala Val- Tyr- Val Arg-Val-Tyr What is the structure of saralasin?arrow_forward
- What is the IP for a amino acid- give an example what are the types of amino acids What are the structures of proteins The N-Terminal analysis by the Edman method shows saralasin contains sarcosine at the N-terminus. Partial hydrolysis of saralasin with dilute hydrochloric acid yields the following fragments: Try-Val-His Sar-Arg-Val His-Pro-Ala Val- Tyr- Val Arg-Val-Tyr What is the structure of saralasin?arrow_forward> aw the missing intermediates 1 and 2, plus the final product 3, of this synthesis: 1. Eto 1. EtO¯ H3O+ 1 2 2. PrBr 2. PrBr Δ You can draw the three structures in any arrangement you like. 3 Click and drag to start drawing a structure. Explanation Check 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use Privacarrow_forwardThere are various factors that affect an equilibrium. Give 3 of these factors and explain using examples andequations how an equilibrium is affected by these factors. Please remember that this is a communication question so that you are communicating your understanding of the factors that affect and equilibrium.arrow_forward
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