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Interpretation:
The reagent used to accomplish the given transformation has to be identified.
Concept Introduction:
Radical Bromination is a process in which the bromine atom is obtained as radical due to irradiation and this attack the carbon atom to form the brominated product. The bromine atom gets substituted in the more substituted carbon atom.
Elimination reactions are the one in which the groups are lost and the saturated bonds are converted to unsaturated bonds. Usually the substitution reaction compete with elimination reaction.
In elimination reaction, the beta proton is removed together with the leaving group to form a double bond.
E2 reaction proceeds through a single step without any formation of intermediates. The base abstracts a proton form the substrate and the loss of leaving group also happens resulting in the formation of double bond. E2 stands for bimolecular elimination.
The proton can be abstracted by the base in two different ways leading to a regiochemical outcome. In the given reaction below, two
The two alkenes that are formed can be given different names. If the alkene is more substituted means it is known as Zaitsev product, and if the alkene formed is less substituted means it is known as Hofmann product. Generally more substituted product is the major product (Zaitsev product).
If the reaction is performed with a sterically hindered base, the major product will be less substituted alkene (Hofmann product). The regiochemical outcome can be decided by choosing the base. Some of the sterically hindered bases are,
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Chapter 11 Solutions
Organic Chemistry As a Second Language: First Semester Topics
- Q1: For each molecule, assign each stereocenter as R or S. Circle the meso compounds. Label each compound as chiral or achiral. OH HO CI Br H CI CI Br CI CI Xf x f g Br D OH Br Br H₂N R. IN Ill I -N S OMe D II H CO₂H 1/111 DuckDuckGarrow_forwardThese are synthesis questions. You need to show how the starting material can be converted into the product(s) shown. You may use any reactions we have learned. Show all the reagents you need. Show each molecule synthesized along the way and be sure to pay attention to the regiochemistry and stereochemistry preferences for each reaction. If a racemic molecule is made along the way, you need to draw both enantiomers and label the mixture as "racemic". All of the carbon atoms of the products must come from the starting material! ? H Harrow_forwardQ5: Draw every stereoisomer for 1-bromo-2-chloro-1,2-difluorocyclopentane. Clearly show stereochemistry by drawing the wedge-and-dashed bonds. Describe the relationship between each pair of the stereoisomers you have drawn.arrow_forward
- Classify each pair of molecules according to whether or not they can participate in hydrogen bonding with one another. Participate in hydrogen bonding CH3COCH3 and CH3COCH2CH3 H2O and (CH3CH2)2CO CH3COCH3 and CH₂ CHO Answer Bank Do not participate in hydrogen bonding CH3CH2OH and HCHO CH3COCH2CH3 and CH3OHarrow_forwardNonearrow_forwardQ4: Comparing (3S,4S)-3,4-dimethylhexane and (3R,4S)-3,4-dimethylhexane, which one is optically active? Briefly explain.arrow_forward
- Nonearrow_forwardNonearrow_forwardGiven the standard enthalpies of formation for the following substances, determine the reaction enthalpy for the following reaction. 4A (g) + 2B (g) → 2C (g) + 7D (g) AHrxn =?kJ Substance AH in kJ/mol A (g) - 20.42 B (g) + 32.18 C (g) - 72.51 D (g) - 17.87arrow_forward
- Determine ASran for Zn(s) + 2HCl(aq) = ZnCl2(aq) + H2(aq) given the following information: Standard Entropy Values of Various Substance Substance So (J/mol • K) 60.9 Zn(s) HCl(aq) 56.5 130.58 H2(g) Zn2+(aq) -106.5 55.10 CI (aq)arrow_forward3) Catalytic hydrogenation of the compound below produced the expected product. However, a byproduct with molecular formula C10H12O is also formed in small quantities. What is the by product?arrow_forwardWhat is the ΔHorxn of the reaction? NaOH(aq) + HCl(aq) → H2O(l) + NaCl(aq) ΔHorxn 1= ________ kJ/molarrow_forward
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