Organic Chemistry 2nd Edition solutions

Organic Chemistry 2
Identify the reagents necessary to achieve each of the following transformations: Br Br OH OH OH Br Br Br OH OH

Organic Chemistry 2
Identify the reagents necessary to achieve each of the following transformations: Br Br Br Br Br CH3 O O H Br Br Br Br Br Br C O O OH O

Organic Chemistry 2
Using acetylene as your only source of carbon atoms, identify a synthetic route for the production of 2-bromobutane

Organic Chemistry 2
Using acetylene as your only source of carbon atoms, identify a synthetic route for the production of 1-bromobutane.

Organic Chemistry 2
Propose an efficient synthesis for each of the following transformations: OH OH (a) (b) O

Organic Chemistry 2
Using any reagents you like, show a way to convert 1-methylcyclopentene into 3-methylcyclopentene.

Organic Chemistry 2
Propose an efficient synthesis for each of the following transformations: OH (a) O Br OH O (b) Br H O (c) (d)

Organic Chemistry 2
Using any compounds that contain two carbon atoms or fewer, show a way to prepare a racemic mixture of (2R,3R)-2,3- dihydroxypentane and (2S,3S)-2,3-dihydroxypentane.

Organic Chemistry 2
Using any compounds that contain two carbon atoms or fewer, show a way to prepare a racemic mixture of (2R,3S)- and (2S,3R)-2,3- dihydroxypentane.

Organic Chemistry 2
Propose an efficient synthesis for each of the following transformations: O (a) O (b) OH O (c) H O (d) O H O (e

Organic Chemistry 2
In this chapter, we have seen that an acetylide ion can function as a nucleophile and attack an alkyl halide in an SN2 process. More generally speaking, the acetylide ion can attack other electrophiles as well. For example, we will see in Chapter 14 that epoxides function as electrophiles and are sub

Organic Chemistry 2
In the previous problem, we saw that an acetylide ion can attack a variety of electrophiles. In Chapter 20, we will see that a CRO bond can also function as an electrophile. Consider the following reaction between an acetylide ion (the nucleophile) and a ketone (the electrophile): H C C OH H H H O H

Organic Chemistry 2
Identify the reagents you might use to achieve the following transformation: HO O Br + En

Organic Chemistry 2
Starting with acetylene as your only source of carbon atoms, identify how you would prepare each member of the following homologous series of aldehydes: (a) CH3CHO (b) CH3CH2CHO (c) CH3CH2CH2CHO (d) CH3CH2CH2CH2CHO

Organic Chemistry 2
Starting with acetylene as your only source of carbon atoms, propose a plausible synthesis for 1,4- dioxane: O O 1,4-Dioxane

Organic Chemistry 2
In a study measuring the volatile components of 150 pounds of fried chicken, a total of 130 distinct compounds were identified, including the linear alkane tetradecane (J. Agric. Food Chem. 1983, 31, 12871292). Propose a synthesis of this compound using acetylene as your only source of carbon atoms.

Organic Chemistry 2
A study of compounds contained in the gas phase above a range of bacterial strains revealed the presence of 254 unique volatile organic compounds representing a broad range of structural classes. The two isomers below were among the compounds identified (J. Nat. Prod. 2012, 75, 17651776). Propose a s

Organic Chemistry 2
In a study of volatile compounds extracted from cinnamon trees native to Sri Lanka, 27 compounds were identified, including 3-phenylpropyl acetate (J. Agric. Food Chem. 2003, 51, 43444348). Propose a multiple-step synthesis of this compound using toluene and any two-carbon reactants as your only sour

Organic Chemistry 2
The compound (Z)-hexenyl acetate is one of several volatile organic signaling compounds released from Arabidopsis leaves when they are damaged (Nat. Prod. Rep. 2012, 29, 12881303). Propose a synthesis of this compound using ethylene (H2CRCH2) and acetic acid (CH3CO2H) as your only sources of carbon a

Organic Chemistry 2
Kakkon is the root of an Asian plant that has traditionally been used in Chinese medicine. It smells fruity, winey, and medicinal. A study of the volatile components of kakkon (those responsible for the scent) resulted in the identification of 33 compounds, including 2,5-hexanedione (Agric. Biol. Che

Organic Chemistry 2
When a consumer purchases a tomato, smell is one of the factors affecting selection. Researchers in Japan have thus analyzed the volatile components of tomatoes using a novel method. Among the complex mixture of 367 compounds detected were 3-methylbutanal and hexanal (J. Agric. Food Chem. 2002, 50, 3

Organic Chemistry 2
Methyl 4-methylpentanoate is one of 120 volatile compounds identified in a study of metabolites from Streptomyces bacteria (Actinomycetologica 2009, 23, 2733). Propose a synthesis of this ester starting from 2-methylbutane. O O Methyl 4-methylpentanoate

Organic Chemistry 2
Odor is one of the principal criteria used by consumers when purchasing food products such as fish. Researchers thus compared relative amounts of various volatile substances present in samples of European freshwater catfish raised in an indoor concrete pool to those raised in an outdoor pond. The com

Organic Chemistry 2
The aroma, taste, and general quality of wine are tied closely to the stage of development of the grapes from which it is made. In order to develop a molecular-level understanding of this phenomenon, the volatile components of cabernet sauvignon grapes were tested throughout their growth period. Amon

Organic Chemistry 2
The following sequence of reactions was employed during a synthesis of the sex pheromone of the dermestid beetle (Tetrahedron 1977, 33, 24472450). The conversion of compound 5 to compound 6 involves the removal of the THP group (ROTHP S ROH), which is accomplished in acidic conditions (TsOH). Provide