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(a)
Interpretation: The synthetic route for the preparation of given transformations should be determined.
Concept Introduction:
Addition Reaction: It is defined as
Elimination Reaction: It is just reverse reaction of addition where substituent from the given molecule is removed via E1 (the reaction depends only on the substrate involved in the reaction) or E2 (the reaction depends on both of the substituents in the reaction) mechanism.
Anti-Markovnikov’s Addition Rule: The unsymmetrical
Markovnikov’s Addition Rule: The unsymmetrical alkene in a chemical compound reacts with hydrogen halide in a way, where halide ions attacks and bond to the more substitution position of carbon-carbon double bond.
Acid Catalyzed Hydration Reaction: The reaction involves breaking of phi bonds between carbon-carbon multiple bonds and addition of alcohol to more substituted position of carbon in the molecule.
Ozonolysis Reaction: It is an oxidative reaction which is used to oxidize the carbon-carbon double and triple bond.
Oxidation Reaction: It involves loss of electrons, addition of oxygen atoms or removal of hydrogen atoms.
Hydroboration reaction: The reaction involves addition of
To identify: The synthetic route to accomplish the given transformation.
Draw the structure for given substrate and product.
(b)
Interpretation: The synthetic route for the preparation of given transformations should be determined.
Concept Introduction:
Addition Reaction: It is defined as chemical reaction in which two given molecules combines and forms product. The types of addition reactions are electrophilic addition, nucleophilic addition, free radical additions and cycloadditions. Generally, compounds with carbon-hetero atom bonds favors addition reaction.
Elimination Reaction: It is just reverse reaction of addition where substituent from the given molecule is removed via E1 (the reaction depends only on the substrate involved in the reaction) or E2 (the reaction depends on both of the substituents in the reaction) mechanism.
Anti-Markovnikov’s Addition Rule: The unsymmetrical alkene in a chemical compound reacts with hydrogen halide in a way, where halide ions attacks and bond to the less substitution position of carbon-carbon double bond.
Markovnikov’s Addition Rule: The unsymmetrical alkene in a chemical compound reacts with hydrogen halide in a way, where halide ions attacks and bond to the more substitution position of carbon-carbon double bond.
Acid Catalyzed Hydration Reaction: The reaction involves breaking of phi bonds between carbon-carbon multiple bonds and addition of alcohol to more substituted position of carbon in the molecule.
Ozonolysis Reaction: It is an oxidative reaction which is used to oxidize the carbon-carbon double and triple bond.
Oxidation Reaction: It involves loss of electrons, addition of oxygen atoms or removal of hydrogen atoms.
Hydroboration reaction: The reaction involves addition of
To identify: The synthetic route to accomplish the given transformation.
Draw the structure for given substrate and product.
(c)
Interpretation: The synthetic route for the preparation of given transformations should be determined.
Concept Introduction:
Addition Reaction: It is defined as chemical reaction in which two given molecules combines and forms product. The types of addition reactions are electrophilic addition, nucleophilic addition, free radical additions and cycloadditions. Generally, compounds with carbon-hetero atom bonds favors addition reaction.
Elimination Reaction: It is just reverse reaction of addition where substituent from the given molecule is removed via E1 (the reaction depends only on the substrate involved in the reaction) or E2 (the reaction depends on both of the substituents in the reaction) mechanism.
Anti-Markovnikov’s Addition Rule: The unsymmetrical alkene in a chemical compound reacts with hydrogen halide in a way, where halide ions attacks and bond to the less substitution position of carbon-carbon double bond.
Markovnikov’s Addition Rule: The unsymmetrical alkene in a chemical compound reacts with hydrogen halide in a way, where halide ions attacks and bond to the more substitution position of carbon-carbon double bond.
Acid Catalyzed Hydration Reaction: The reaction involves breaking of phi bonds between carbon-carbon multiple bonds and addition of alcohol to more substituted position of carbon in the molecule.
Ozonolysis Reaction: It is an oxidative reaction which is used to oxidize the carbon-carbon double and triple bond.
Oxidation Reaction: It involves loss of electrons, addition of oxygen atoms or removal of hydrogen atoms.
Hydroboration reaction: The reaction involves addition of
To identify: The synthetic route to accomplish the given transformation.
Draw the structure for given substrate and product.
(d)
Interpretation: The synthetic route for the preparation of given transformations should be determined.
Concept Introduction:
Addition Reaction: It is defined as chemical reaction in which two given molecules combines and forms product. The types of addition reactions are electrophilic addition, nucleophilic addition, free radical additions and cycloadditions. Generally, compounds with carbon-hetero atom bonds favors addition reaction.
Elimination Reaction: It is just reverse reaction of addition where substituent from the given molecule is removed via E1 (the reaction depends only on the substrate involved in the reaction) or E2 (the reaction depends on both of the substituents in the reaction) mechanism.
Anti-Markovnikov’s Addition Rule: The unsymmetrical alkene in a chemical compound reacts with hydrogen halide in a way, where halide ions attacks and bond to the less substitution position of carbon-carbon double bond.
Markovnikov’s Addition Rule: The unsymmetrical alkene in a chemical compound reacts with hydrogen halide in a way, where halide ions attacks and bond to the more substitution position of carbon-carbon double bond.
Acid Catalyzed Hydration Reaction: The reaction involves breaking of phi bonds between carbon-carbon multiple bonds and addition of alcohol to more substituted position of carbon in the molecule.
Ozonolysis Reaction: It is an oxidative reaction which is used to oxidize the carbon-carbon double and triple bond.
Oxidation Reaction: It involves loss of electrons, addition of oxygen atoms or removal of hydrogen atoms.
Hydroboration reaction: The reaction involves addition of
To identify: The synthetic route to accomplish the given transformation.
Draw the structure for given substrate and product.
(e)
Interpretation: The synthetic route for the preparation of given transformations should be determined.
Concept Introduction:
Addition Reaction: It is defined as chemical reaction in which two given molecules combines and forms product. The types of addition reactions are electrophilic addition, nucleophilic addition, free radical additions and cycloadditions. Generally, compounds with carbon-hetero atom bonds favors addition reaction.
Elimination Reaction: It is just reverse reaction of addition where substituent from the given molecule is removed via E1 (the reaction depends only on the substrate involved in the reaction) or E2 (the reaction depends on both of the substituents in the reaction) mechanism.
Anti-Markovnikov’s Addition Rule: The unsymmetrical alkene in a chemical compound reacts with hydrogen halide in a way, where halide ions attacks and bond to the less substitution position of carbon-carbon double bond.
Markovnikov’s Addition Rule: The unsymmetrical alkene in a chemical compound reacts with hydrogen halide in a way, where halide ions attacks and bond to the more substitution position of carbon-carbon double bond.
Acid Catalyzed Hydration Reaction: The reaction involves breaking of phi bonds between carbon-carbon multiple bonds and addition of alcohol to more substituted position of carbon in the molecule.
Ozonolysis Reaction: It is an oxidative reaction which is used to oxidize the carbon-carbon double and triple bond.
Oxidation Reaction: It involves loss of electrons, addition of oxygen atoms or removal of hydrogen atoms.
Hydroboration reaction: The reaction involves addition of
To identify: The synthetic route to accomplish the given transformation.
Draw the structure for given substrate and product.
(f)
Interpretation: The synthetic route for the preparation of given transformations should be determined.
Concept Introduction:
Addition Reaction: It is defined as chemical reaction in which two given molecules combines and forms product. The types of addition reactions are electrophilic addition, nucleophilic addition, free radical additions and cycloadditions. Generally, compounds with carbon-hetero atom bonds favors addition reaction.
Elimination Reaction: It is just reverse reaction of addition where substituent from the given molecule is removed via E1 (the reaction depends only on the substrate involved in the reaction) or E2 (the reaction depends on both of the substituents in the reaction) mechanism.
Anti-Markovnikov’s Addition Rule: The unsymmetrical alkene in a chemical compound reacts with hydrogen halide in a way, where halide ions attacks and bond to the less substitution position of carbon-carbon double bond.
Markovnikov’s Addition Rule: The unsymmetrical alkene in a chemical compound reacts with hydrogen halide in a way, where halide ions attacks and bond to the more substitution position of carbon-carbon double bond.
Acid Catalyzed Hydration Reaction: The reaction involves breaking of phi bonds between carbon-carbon multiple bonds and addition of alcohol to more substituted position of carbon in the molecule.
Ozonolysis Reaction: It is an oxidative reaction which is used to oxidize the carbon-carbon double and triple bond.
Oxidation Reaction: It involves loss of electrons, addition of oxygen atoms or removal of hydrogen atoms.
Hydroboration reaction: The reaction involves addition of
To identify: The synthetic route to accomplish the given transformation.
Draw the structure for given substrate and product.
(g)
Interpretation: The synthetic route for the preparation of given transformations should be determined.
Concept Introduction:
Addition Reaction: It is defined as chemical reaction in which two given molecules combines and forms product. The types of addition reactions are electrophilic addition, nucleophilic addition, free radical additions and cycloadditions. Generally, compounds with carbon-hetero atom bonds favors addition reaction.
Elimination Reaction: It is just reverse reaction of addition where substituent from the given molecule is removed via E1 (the reaction depends only on the substrate involved in the reaction) or E2 (the reaction depends on both of the substituents in the reaction) mechanism.
Anti-Markovnikov’s Addition Rule: The unsymmetrical alkene in a chemical compound reacts with hydrogen halide in a way, where halide ions attacks and bond to the less substitution position of carbon-carbon double bond.
Markovnikov’s Addition Rule: The unsymmetrical alkene in a chemical compound reacts with hydrogen halide in a way, where halide ions attacks and bond to the more substitution position of carbon-carbon double bond.
Acid Catalyzed Hydration Reaction: The reaction involves breaking of phi bonds between carbon-carbon multiple bonds and addition of alcohol to more substituted position of carbon in the molecule.
Ozonolysis Reaction: It is an oxidative reaction which is used to oxidize the carbon-carbon double and triple bond.
Oxidation Reaction: It involves loss of electrons, addition of oxygen atoms or removal of hydrogen atoms.
Hydroboration reaction: The reaction involves addition of
To identify: The synthetic route to accomplish the given transformation.
Draw the structure for given substrate and product.
(h)
Interpretation: The synthetic route for the preparation of given transformations should be determined.
Concept Introduction:
Addition Reaction: It is defined as chemical reaction in which two given molecules combines and forms product. The types of addition reactions are electrophilic addition, nucleophilic addition, free radical additions and cycloadditions. Generally, compounds with carbon-hetero atom bonds favors addition reaction.
Elimination Reaction: It is just reverse reaction of addition where substituent from the given molecule is removed via E1 (the reaction depends only on the substrate involved in the reaction) or E2 (the reaction depends on both of the substituents in the reaction) mechanism.
Anti-Markovnikov’s Addition Rule: The unsymmetrical alkene in a chemical compound reacts with hydrogen halide in a way, where halide ions attacks and bond to the less substitution position of carbon-carbon double bond.
Markovnikov’s Addition Rule: The unsymmetrical alkene in a chemical compound reacts with hydrogen halide in a way, where halide ions attacks and bond to the more substitution position of carbon-carbon double bond.
Acid Catalyzed Hydration Reaction: The reaction involves breaking of phi bonds between carbon-carbon multiple bonds and addition of alcohol to more substituted position of carbon in the molecule.
Ozonolysis Reaction: It is an oxidative reaction which is used to oxidize the carbon-carbon double and triple bond.
Oxidation Reaction: It involves loss of electrons, addition of oxygen atoms or removal of hydrogen atoms.
Hydroboration reaction: The reaction involves addition of
To identify: The synthetic route to accomplish the given transformation.
Draw the structure for given substrate and product.
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Chapter 11 Solutions
ORGANIC CHEMISTRY, WITH SOL. MAN/ STUDY
- Q5. Predict the organic product(s) for the following transformations. If no reaction will take place (or the reaction is not synthetically useful), write "N.R.". Determine what type of transition state is present for each reaction (think Hammond Postulate). I Br₂ CH3 F2, light CH3 Heat CH3 F₂ Heat Br2, light 12, light CH3 Cl2, light Noarrow_forwardNonearrow_forwardIn the phase diagram of steel (two components Fe and C), region A is the gamma austenite solid and region B contains the gamma solid and liquid. Indicate the degrees of freedom that the fields A and B have,arrow_forward
- For a condensed binary system in equilibrium at constant pressure, indicate the maximum number of phases that can exist.arrow_forwardPart V. Label ad match the carbons in compounds Jane and Diane w/ the corresponding peak no. in the Spectra (Note: use the given peak no. To label the carbons, other peak no are intentionally omitted) 7 4 2 -0.13 -0.12 -0.11 -0.10 -0.08 8 CI Jane 1 -0.09 5 210 200 190 180 170 160 150 140 130 120 110 100 -8 90 f1 (ppm) 11 8 172.4 172.0 f1 (ppr HO CI NH Diane 7 3 11 80 80 -80 -R 70 60 60 2 5 -8 50 40 8. 170 160 150 140 130 120 110 100 90 -0 80 70 20 f1 (ppm) 15 30 -20 20 -60 60 -0.07 -0.06 -0.05 -0.04 -0.03 -0.02 -0.01 -0.00 -0.01 10 -0.17 16 15 56 16 -0.16 -0.15 -0.14 -0.13 -0.12 -0.11 -0.10 -0.09 -0.08 -0.07 -0.06 -0.05 -0.04 17.8 17.6 17.4 17.2 17.0 f1 (ppm) -0.03 -0.02 550 106 40 30 20 20 -0.01 -0.00 F-0.01 10 0arrow_forwardConsider the reaction of 2-methylpropane with a halogen. With which halogen will the product be almost exclusively 2-halo-2-methylpropane? 1. F2 2. Cl2 3. Br2 4. I2arrow_forward
- Nonearrow_forwardNonearrow_forwardn Feb 3 A T + 4. (2 pts) Draw the structure of the major component of the Limonene isolated. Explain how you confirmed the structure. 5. (2 pts) Draw the fragment corresponding to the base peak in the Mass spectrum of Limonene. 6. (1 pts) Predict the 1H NMR spectral data of R-Limonene. Proton NMR: 5.3 pon multiplet (H Ringarrow_forward
- Part VI. Ca H 10 O is the molecular formula of compound Tom and gives the in the table below. Give a possible structure for compound Tom. 13C Signals summarized C1 C2 C3 C4 C5 C6 C7 13C shift (ppm) 23.5 27.0 33.0 35.8 127 162 205 DEPT-90 + DEPT-135 + +arrow_forward2. Using the following data to calculate the value of AvapH o of water at 298K. AvapH o of water at 373K is 40.7 kJ/mol; molar heat capacity of liquid water at constant pressure is 75.2J mol-1 K-1 and molar heat capacity of water vapor at constant pressure is 33.6 J mol-1 K-1.arrow_forwardPart VII. Below are the 'HNMR 13 3 C-NMR, COSY 2D- NMR, and HSQC 20-NMR (Similar with HETCOR but axes are reversed) spectra of an organic compound with molecular formula C6H13 O. Assign chemical shift values to the H and c atoms of the compound. Find the structure. Show complete solutions. Predicted 1H NMR Spectrum ли 4.7 4.6 4.5 4.4 4.3 4.2 4.1 4.0 3.9 3.8 3.7 3.6 3.5 3.4 3.3 3.2 3.1 3.0 2.9 2.8 2.7 2.6 2.5 2.4 2.3 2.2 2.1 2.0 1.9 1.8 1.7 1.6 1.5 1.4 1.3 1.2 1.1 1.0 0.9 0.8 f1 (ppm)arrow_forward
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