(a)
Interpretation:
Synthesis of 2-pentanol from propanoic acid using appropriate reagents is to be stated.
Concept introduction:
Synthesis is the process of conversion of one compound into another using reagents. For the conversion of one compound into another, multiple number of steps undergoes using multiple reagents.
Answer to Problem 20.47AP
Synthesis of 2-pentanol from propanoic acid using appropriate reagents is shown below.
Explanation of Solution
The synthesis of 2-pentanol from propanoic acid is done using multiple steps shown below.
Figure 1
The total number of steps in the synthesis are five. In the first step propanoic acid is converted into acid chloride which is converted into
The ketone 2-butanone thus formed is brominated at the alpha position. Then the brominated product undergoes dehydrohalogenation in the presence of alcoholic KOH to give α,β- unsaturated ketone. The Michael addition of Gilman’s reagent on the α,β- unsaturated ketone 3-buten-2-one takes place to give the required product 2-pentanol.
Synthesis of 2-pentanol from propanoic acid using appropriate reagents is shown in Figure 1.
(b)
Interpretation:
Synthesis of the given compound from allyl alcohol using appropriate reagents is to be stated.
Concept introduction:
Synthesis is the process of conversion of one compound into another using reagents. For the conversion of one compound into another, the multiple numbers of steps undergo using multiple reagents.
Answer to Problem 20.47AP
Synthesis of the given compound from allyl alcohol using appropriate reagents is shown below.
Explanation of Solution
The given compound to be synthesized is shown below.
Figure 2
The synthesis of the given compound from allyl alcohol is done using multiple steps shown below.
Figure 3
The allyl alcohol, prop-2-en-1-ol is reduced first of all to the propan-1-ol which is then oxidized to
Synthesis of the given compound from allyl alcohol using appropriate reagents is shown in Figure 3.
(c)
Interpretation:
Synthesis of 2-methylheptane from pentanoic acid using appropriate reagents is to be stated.
Concept introduction:
Synthesis is the process of conversion of one compound into another using reagents. For the conversion of one compound into another, the multiple numbers of steps undergo using multiple reagents.
Answer to Problem 20.47AP
Synthesis of 2-methylheptane from pentanoic acid using appropriate reagents is shown below.
Explanation of Solution
The synthesis of 2-methylheptane from pentanoic acid using appropriate reagents is done using multiple steps shown below.
Figure 4
The conversion of pentanoic acid to acid chloride is done by using thionyl chloride. The acid chloride thus produced is reacted with DIBAH at −78 ° to give pentanal. The pentanal thus produced with a Grignard reagent to give
Synthesis of
(d)
Interpretation:
Synthesis of
Concept introduction:
Synthesis is the process of conversion of one compound into another using reagents. For the conversion of one compound into another, the multiple numbers of steps undergo using multiple reagents.
Answer to Problem 20.47AP
Synthesis of
Explanation of Solution
The synthesis of
Figure 5
Toluene is first oxidized using potassium permanganate to give benzoic acid. A carboxylic acid group is a meta-directing group. The benzoic acid is then nitrated to give
Synthesis of
(e)
Interpretation:
Synthesis of
Concept introduction:
Synthesis is the process of conversion of one compound into another using reagents. For the conversion of one compound into another, the multiple numbers of steps undergo using multiple reagents.
Answer to Problem 20.47AP
Synthesis of
Explanation of Solution
The synthesis of
Figure 6
Benzoic acid is converted into benzoyl chloride in the first step which is then reacted with Grignard’s reagent to give an appropriate ketone which on Clemmensen reduction gives the required product
Synthesis of
(f)
Interpretation:
Synthesis of given
Concept introduction:
Synthesis is the process of conversion of one compound into another using reagents. For the conversion of one compound into another, the multiple numbers of steps undergo using multiple reagents.
Answer to Problem 20.47AP
Synthesis of given
Explanation of Solution
The synthesized compound is
Figure 7
Synthesis of given
Figure 8
The
Synthesis of given
(g)
Interpretation:
Synthesis of given dicarboxylic acid from norbornene using appropriate reagents is to be stated.
Concept introduction:
Synthesis is the process of conversion of one compound into another using reagents. For the conversion of one compound into another, the multiple numbers of steps undergo using multiple reagents.
Answer to Problem 20.47AP
Synthesis of given dicarboxylic acid from norbornene using appropriate reagents is shown below.
Explanation of Solution
The given dicarboxylic acid is shown below.
Figure 9
Synthesis of given dicarboxylic acid from norbornene using appropriate reagents is done in a single step shown below.
Figure 10
The conversion of norbornene into the required dicarboxylic acid is done in a single reaction. The ozonolysis of norbornene with oxidative work gives the required product.
Synthesis of given dicarboxylic acid from norbornene using appropriate reagents is shown in Figure 10.
(h)
Interpretation:
Synthesis of
Concept introduction:
Synthesis is the process of conversion of one compound into another using reagents. For the conversion of one compound into another, the multiple numbers of steps undergo using multiple reagents.
Answer to Problem 20.47AP
Synthesis of
Explanation of Solution
Synthesis of
Figure 11
The compound,
Synthesis of
(i)
Interpretation:
Synthesis of
Concept introduction:
Synthesis is the process of conversion of one compound into another using reagents. For the conversion of one compound into another, the multiple numbers of steps undergo using multiple reagents.
Answer to Problem 20.47AP
Synthesis of
Explanation of Solution
Synthesis of
Figure 12
The compound,
Synthesis of
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Chapter 20 Solutions
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- molecule 0= OH ☐ ☐ type of molecule (check all that apply) fatty acid monoglyceride diglyceride triglyceride saturated unsaturated monounsaturated ☐ polyunsaturated ☐ ☐ ☐ ☐ ☐ 010 0 0 0 0 0 0 ☐ ☐ ☐ ☐☐☐☐ U omega-3 omega-6 fatty acid monoglyceride diglyceride triglyceride saturated unsaturated monounsaturated polyunsaturated omega-3 omega-6 fatty acid monoglyceride diglyceride triglyceride saturated unsaturated monounsaturated polyunsaturated omega-3 omega-6 OH OHarrow_forward'☐ : ☑ ด Suppose an alien life form has DNA just like human DNA remain the same.) - except that the alien DNA is made from deoxyarabinose instead of deoxyribose. (All other ingredients Draw the structure of a nucleotide containing thymine from which the alien DNA would be assembled. Note: be sure to draw the molecule as it would exist at physiological pH. Click and drag to start drawing a structure.arrow_forwardPredict the products of the following biochemical reaction: CH2 CH-O + 3 KOH CH2-0 In particular, draw the structure of the product or products P in the drawing area below. If there are no products, because this reaction won't happen, check the No reaction box under the drawing area. Note: if there is more than one product, you can draw them in any arrangement you like. Also, just draw the structure of each product. You don't have to draw the complete right-hand side of the equation, including stoichiometric coefficients. No reaction Click and drag to start drawing a structure. : 5 èarrow_forward
- Name 1) 3-fluoro, 1-butene 2) 2-heptene 2,3-difluoro- 1-pentene 4) 6-iodo,4-methyl- 2-decyne 5) 4,4-dibromo- 1,2-butandiol Complete structural formula F -C=C-C-C- Line formula Condensed structural formula N F CH2=CHCHFCH3arrow_forward1. Part 1: Naming Organic Compounds он H₁C-C-CH3 CH3 Br CI CI 2. Br-CH-CH-CH₂ H₂C-CH-C= -CH-CH2-CH3 3. HC-CH-CH-C-OH 5. H₂C-CH-CH₂-OH 7. OH 4. CH CH₂-CH₂ 6. сно CH-CH-CH-CH₂-CH₂ H₁₂C-CH-CH-CH-CH₁₂-CH₁₂ 8. OHarrow_forward11 Organic Chemistry Organic Nomenclature Practice Name/Functional Group n-butane Formula Structural Formula (1) C4tt10 H3C C- (2) CH3CH2CH2 CH 3 H₂ -CH3 Н2 name & functional group (1) and (2) OH H₁₂C Н2 name only (1) and (2) name only (1) and (2) H₁C - = - CH₂ Н2 HC=C-C CH3arrow_forward
- Under aqueous basic conditions, nitriles will react to form a neutral organic intermediate 1 that has an N atom in it first, and then they will continue to react to form the final product 2: NC H₂O он- H₂O 1 2 OH Draw the missing intermediate 1 and the final product 2 in the box below. You can draw the two structures in any arrangement you like. Click and drag to start drawing a structure.arrow_forwardAssign these COSY Spectrumarrow_forwardAssign these C-NMR and H-NMR Spectrumarrow_forward
