
a)
Interpretation:
The reaction given has a serious drawback. The potential problem in it is to be explained.
Concept introduction:
The addition of hydrogen halides to unsymmetrical
To explain:
The potential problem in the reaction given.
b)
Interpretation:
The reaction given has a serious drawback. The potential problem in it is to be explained.
Concept introduction:
Alkenes undergo hydroxylation when treated first with OsO4 and then with NaHSO3. The reaction occurs with syn stereochemistry. Both –OH groups add to the double bond from the same face to give a cis-1,2-
To explain:
The potential problem in the reaction given.
c)
Interpretation:
The reaction given has a serious drawback. The potential problem in it is to be explained.
Concept introduction:
During ozonolysis ozone adds to the double bond in an alkene to give an ozonide. The ozonide on treatment with Zn in the presence of acid gets cleaved to yield carbonyl compounds as products. During the reaction each carbon in the double bond gets an oxygen atom.
To explain:
The potential problem in the reaction given.
d)
Interpretation:
The reaction given has a serious drawback. The potential problem in it is to be explained.
Concept introduction:
Alkenes can be hydrated using hydroboration-oxidation reaction. The reaction occurs with syn stereochemistry following anti markovnokov regiochemistry. The addition of both H and OH takes place from the same face of the double bond. The boron and hence the –OH group gets attached to less highly substituted carbon.
To explain:
The potential problem in the reaction given.

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Chapter 8 Solutions
Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th
- The bromination of anisole is an extremely fast reaction. Complete the resonance structures of the intermediate arenium cation for the reaction (Part 1), and then answer the question that follows (Part 2).arrow_forwardDrawing of 3-fluro-2methylphenolarrow_forwardWhich compound(s) will be fully deprotonated (>99%) by reaction with one molar equivalent of sodium hydroxide? I, II, III I, || I, III I only II, III SH | H3C-C=C-H || III NH2arrow_forward
- Will NBS (and heat or light) work for this reaction, or do we have to use Br2?arrow_forwardHAND DRAWarrow_forwardPredict the major products of the following organic reaction: Some important notes: Δ CN ? • Draw the major product, or products, of the reaction in the drawing area below. • If there aren't any products, because no reaction will take place, check the box below the drawing area instead. Be sure to use wedge and dash bonds when necessary, for example to distinguish between major products that are enantiomers. ONO reaction. Click and drag to start drawing a structure.arrow_forward
- The following product was made from diethyl ketone and what other reagent(s)? £ HO 10 2-pentyne 1-butyne and NaNH2 ☐ 1-propanol ☐ pyridine butanal ☐ pentanoatearrow_forwardWhich pair of reagents will form the given product? OH X + Y a. CH3 b. CH2CH3 ༧་་ C. CH3- CH2CH3 d.o6.(རི॰ e. CH3 OCH2CH3 -MgBr f. CH3-MgBr g. CH3CH2-MgBr -C-CH3 CH2CH3arrow_forwardQuestion 3 What best describes the product of the following reaction? 1. CH3CH2MgBr (2 eq) 2. H a new stereocenter will not be formed a new stereocenter will be formed an alkyl halide will result an alkane will result an aromatic compound will result 1 ptsarrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
