
Concept explainers
(a)
Interpretation:
The possible stereoisomers of the given compound has to be drawn.
Concept introduction:
Stereoisomers are isomers which have different spatial arrangement in spite of same bond connectivity. Stereoisomers are due to the presence of stereocenter.
Asymmetric center is a stereocenter which arises to hydrocarbons if the carbon is bonded to four different groups.
Fischer projections: the asymmetric center (carbon) represents as the point of intersection of two perpendicular lines, in which the horizontal lines represent the bonds that project out of the plane of the paper and the vertical lines represent the bonds that away from the plane of the paper.
(b)
Interpretation:
The optically inactive stereoisomers from the above four stereoisomers of the given compound has to be determined.
Concept introduction:
Optical activity of a molecule is the interaction between molecule and plane-polarized light.
Molecule having asymmetric center shows optical activity except mesocompounds.
Asymmetric center is a stereocenter which arises to hydrocarbons if the carbon is bonded to four different groups.
Mesocompounds has asymmetric centers and a plane of symmetry, so the molecule superimposable on its mirror image, thereby the compound is achiral.
If the four groups attached to both asymmetric centers of a compound are identical, then the compound is a mesocompound.

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Chapter 4 Solutions
ORGANIC CHEMISTRY-W/S.G+SOLN.MANUAL
- 1) For the following molecules: (i) Label the indicated alkenes as either cis (Z), trans (E), or N/A (for non-stereogenic centers) by bubbling in the appropriate label on the molecule. (ii) Complete the IUPAC name located below the structure (HINT: Put the letter of the configuration in parentheses at the beginning of the name!) E z N/A ()-3,4,6-trimethylhept-2-ene E Oz O N/A ()-3-ethyl-1-fluoro-4-methylhex-3-ene E -+- N/A Me )-2,3-dimethylpent-2-ene (d) (b) E O N/A Br ()-5-bromo-1-chloro-3-ethyloct-4-ene ОЕ Z N/A Et (___)-3-ethyl-4-methylhex-3-ene E (f) Oz N/A z N/A HO (4.7)-4-(2-hydroxyethyl)-7-methylnona-4,7-dien-2-onearrow_forwardO 9:21AM Tue Mar 4 ## 64% Problem 51 of 15 Submit Curved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electron-pushing arrows for the following reaction or mechanistic step(s). Be sure to account for all bond-breaking and bond-making steps. H :0: CI. AI :CI: :CI: Cl AI Select to Add Arrows Select to Add Arrows O: Cl :CI: :0: H CI: CI CO Select to Add Arrows Select to Add Arrows :O: CI :0: Cl. 10: AIarrow_forward(i) Draw in the missing lone pair(s) of electrons of the reactants on the left (ii) Draw (curved) arrows to show the flow of electrons in the acid/base reaction on the left (iii) Draw the products of the acid/base on the right (iv) Select the correct label for each product as either "conjugate acid" or "conjugate base" (a) JOH OH NH₂ acid base (b) De "H conjugate acid conjugate acid conjugate base conjugate base acid base conjugate acid conjugate base conjugate acid conjugate base acid basearrow_forward
- Could someone answer this NMR and explain please Comment on the general features of the 1H-NMR spectrum of isoamyl ester provided below.arrow_forwardMacmillan Learning Draw the acyl chloride that would give the ketone shown using the Friedel-Crafts acylation reaction. Select Draw Templates More с H о Cl 2Q Erase AICI₂arrow_forwardDraw the complete mechanism for this reaction: .OH مدید OH H2SO4 + H₂O To save you some time, the starting material has been copied into the first drawing area. However, you will still need to add any other reactants or catalysts that take part in the reaction. ན ི.. OH Add/Remove step Х ด ك Click and drag to start drawing a structure.arrow_forward
- 9:27 AM Tue Mar 4 ← Problem 64 of 15 #63% Submit Curved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electron-pushing arrows for the following reaction or mechanistic step(s). Be sure to account for all bond-breaking and bond-making steps. 0:0 0:0 :0: N. :0: :O :0: H H. :0: Select to Add Arrows O :0: H O :0: 0:0. S. H Select to Add Arrows S :0: :0: H Harrow_forwardOrder the following organic reactions by relative rate. That is, select '1' next to the reaction that will have the fastest initial rate, select '2' next to the reaction that will have the next fastest initial rate, and so on. If two reactions will have very similar initial rates, you can select the same number next to both. If a reaction will have zero or nearly zero initial rate, don't select a number and check the box in the table instead. Note: the "Nu" in these reactions means "a generic nucleophile." ملی CI :Nu 2 он 3 H Reaction Relative Rate (Choose one) ▼ Nu :CI: zero or nearly zero Nu :Nu bi (Choose one) zero or nearly zero : Nu لی Nu :H (Choose one) zero or nearly zeroarrow_forward9:12 AM Tue Mar 4 66% Problem 38 of 15 Submit Curved arrows are used to illustrate the flow of electrons. Use the reaction conditions provided and follow the arrows to draw the product formed in this reaction or mechanistic step(s). Include all lone pairs and charges as appropriate. Ignore inorganic byproducts. Br2 FeBrз H (+) Br: H : Br----FeBr3 く a SU 00 nd earrow_forward
- Under aqueous acidic 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: ☐ : P 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. CN H₂O H₂O H+ H+ Click and drag to start drawing a structure. Хarrow_forwardOrganic bases have lone pairs of electrons that are capable of accepting protons. Lone pair electrons in a neutral or negatively charged species, or pi electron pairs. Explain the latter case (pi electron pairs).arrow_forwardDescribe the propyl anion.arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning

