Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
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Textbook Question
Chapter 6, Problem 95P
Two chemists at Dupont found that lCH2Znl is better diazomethane at converting a 
bond to a cylcopropane ring. Propose a mechanism for the reaction, now known as the Simmons-Smith reaction in their honor.
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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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Predict the intermediate 1 and final product 2 of this organic reaction:
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2
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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.
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Chapter 6 Solutions
Organic Chemistry
Ch. 6.1 - Draw the mechanism for the reaction of cyclohexene...Ch. 6.2 - a. How many bond orbitals are avilable for...Ch. 6.2 - Prob. 3PCh. 6.2 - Prob. 4PCh. 6.3 - Prob. 5PCh. 6.4 - Prob. 6PCh. 6.4 - What alkene should be used to synthesize each of...Ch. 6.4 - Prob. 8PCh. 6.5 - The pKa of a protonated alcohol is about 2.5, and...Ch. 6.5 - Prob. 10P
Ch. 6.5 - Prob. 11PCh. 6.6 - a. What is the major product or each or the...Ch. 6.6 - Prob. 14PCh. 6.6 - Prob. 15PCh. 6.7 - What is the major product obtained from the...Ch. 6.8 - Which is more highly regionselective: reaction of...Ch. 6.8 - Prob. 19PCh. 6.9 - What will be the product of the preceding reaction...Ch. 6.9 - Prob. 21PCh. 6.9 - Prob. 22PCh. 6.9 - Prob. 23PCh. 6.9 - What is the product of the addition of 1Cl to...Ch. 6.9 - What will be the major product obtained from the...Ch. 6.9 - Propose a mechanism for the following reaction:Ch. 6.10 - Draw structures for the following: a. 24...Ch. 6.10 - What alkene would you treat with a peroxyacid in...Ch. 6.11 - What products are formed when the following...Ch. 6.11 - Prob. 30PCh. 6.11 - Prob. 31PCh. 6.12 - Prob. 34PCh. 6.12 - Prob. 35PCh. 6.13 - Prob. 36PCh. 6.13 - Prob. 37PCh. 6.13 - Prob. 38PCh. 6.14 - What characteristics must the reactant of a...Ch. 6.15 - Prob. 40PCh. 6.15 - What stereoisomers are obtained from each of the...Ch. 6.15 - Prob. 45PCh. 6.15 - Prob. 46PCh. 6.15 - Prob. 47PCh. 6.15 - Prob. 49PCh. 6.15 - Prob. 50PCh. 6.15 - Prob. 51PCh. 6.15 - Prob. 52PCh. 6.15 - Prob. 53PCh. 6.16 - Prob. 54PCh. 6.17 - Prob. 55PCh. 6.18 - Explain why 3-methykyclohexene should not be used...Ch. 6.18 - Prob. 58PCh. 6 - Prob. 59PCh. 6 - Prob. 60PCh. 6 - What is the major product of the reaction of...Ch. 6 - Give two names for each of the following:Ch. 6 - Prob. 63PCh. 6 - Prob. 64PCh. 6 - Prob. 65PCh. 6 - What are the products of the following reactions?...Ch. 6 - When 3-methyl-1-butene reacts with HBr, two alkyl...Ch. 6 - Prob. 68PCh. 6 - Draw curved arrows to show the flow of electrons...Ch. 6 - What reagents are needed to carry out the...Ch. 6 - Prob. 71PCh. 6 - Prob. 72PCh. 6 - Prob. 73PCh. 6 - Prob. 74PCh. 6 - a. Draw the product or products that will be...Ch. 6 - The second-order rate constant (in units of M1s1)...Ch. 6 - Which compound has the greater dipole moment?Ch. 6 - Prob. 78PCh. 6 - Prob. 79PCh. 6 - Prob. 80PCh. 6 - Prob. 81PCh. 6 - Prob. 82PCh. 6 - Prob. 83PCh. 6 - Prob. 84PCh. 6 - Prob. 85PCh. 6 - Prob. 86PCh. 6 - Prob. 87PCh. 6 - Prob. 88PCh. 6 - Prob. 89PCh. 6 - Prob. 90PCh. 6 - 91. a. How many alkenes could you treat with H2,...Ch. 6 - Draw the products of the following reactions. If...Ch. 6 - Prob. 93PCh. 6 - Prob. 94PCh. 6 - Two chemists at Dupont found that lCH2Znl is...Ch. 6 - Prob. 96PCh. 6 - Prob. 97PCh. 6 - What alkene gives the product shown after...Ch. 6 - Prob. 99PCh. 6 - Prob. 100PCh. 6 - Prob. 101PCh. 6 - Prob. 102PCh. 6 - Prob. 103PCh. 6 - Propose a mechanism for the following reaction:Ch. 6 - Prob. 106PCh. 6 - Prob. 107P
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- Predict 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_forwardPlease draw the structuresarrow_forward
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