
(a)
Interpretation:
The product formed when cis- and
Concept introduction:
Addition of hydrogen halides:
In the addition of hydrogen halides over
Carbocation: carbon ion that bears a positive charge on it.
Carbocation stability order:
Stereoisomers: Two compounds with same molecular formula but different in their orientation are considered as isomers.
The presence of atom with non-super impossible mirror image is defined as enantiomers which are given
R and S nomenclature: it is used to assign the molecule using CIP rules.
The CIP rules are as follows:
Select the chiral carbon and assign the numbers according to the decreasing
If the numbering follows clockwise direction then the molecule is termed as R and if it follows anti-clockwise direction then molecule is termed as S.
Chiral or Asymmetric carbon: Carbon bonded with four different substituents with it is termed as chiral or asymmetric carbon.
(b)
Interpretation:
The product formed when cis- and
Concept introduction:
Addition of
Catalytic hydrogenation in presence of
For cyclic reactants, the addition of
(c)
Interpretation:
The product formed when cis- and
Concept introduction:
Acid Catalyzed addition of water: When water is added to alkene in the presence of an acid, the product formed will be an alcohol.
The electrophile
Nucleophile: It donates pair of electrons to positively charged chemical substrate resulting in the formation of
Electrophile: It is positively charged species which seeks for negative charge and hence accepts pair of electrons from negatively charged species (Nucleophiles) which results in the formation of chemical bond.

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Chapter 6 Solutions
Essential Organic Chemistry (3rd Edition)
- (c) (4pts) Mechanism: heat (E1) CH3OH + 1.5pts each _E1 _ (1pt) Br CH3OH (d) (4pts) Mechanism: SN1 (1pt) (e) (3pts) 1111 I H 10 Ill!! H LDA THF (solvent) Mechanism: E2 (1pt) NC (f) Bri!!!!! CH3 NaCN (3pts) acetone Mechanism: SN2 (1pt) (SN1) -OCH3 OCH3 1.5pts each 2pts for either product 1pt if incorrect stereochemistry H Br (g) “,、 (3pts) H CH3OH +21 Mechanism: SN2 (1pt) H CH3 2pts 1pt if incorrect stereochemistry H 2pts 1pt if incorrect stereochemistryarrow_forwardA mixture of butyl acrylate and 4'-chloropropiophenone has been taken for proton NMR analysis. Based on this proton NMR, determine the relative percentage of each compound in the mixturearrow_forwardQ5: Label each chiral carbon in the following molecules as R or S. Make sure the stereocenter to which each of your R/S assignments belong is perfectly clear to the grader. (8pts) R OCH 3 CI H S 2pts for each R/S HO R H !!! I OH CI HN CI R Harrow_forward
- Calculate the proton and carbon chemical shifts for this structurearrow_forwardA. B. b. Now consider the two bicyclic molecules A. and B. Note that A. is a dianion and B. is a neutral molecule. One of these molecules is a highly reactive compound first characterized in frozen noble gas matrices, that self-reacts rapidly at temperatures above liquid nitrogen temperature. The other compound was isolated at room temperature in the early 1960s, and is a stable ligand used in organometallic chemistry. Which molecule is the more stable molecule, and why?arrow_forwardWhere are the chiral centers in this molecule? Also is this compound meso yes or no?arrow_forward
- PLEASE HELP! URGENT!arrow_forwardWhere are the chiral centers in this molecule? Also is this compound meso yes or no?arrow_forwardA mixture of C7H12O2, C9H9OCl, biphenyl and acetone was put together in a gas chromatography tube. Please decide from the GC resutls which correspond to the peak for C7,C9 and biphenyl and explain the reasoning based on GC results. Eliminate unnecessary peaks from Gas Chromatography results.arrow_forward
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