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(a)
Interpretation:
The structures of products obtained from the reaction of
Concept Introduction:
The
An
(b)
Interpretation:
The optically activity of products obtained from the reaction of
Concept Introduction:
The
An E2 reaction is a concerted, one-step reaction in which the proton and the halide ion are removed in the same step.
(c)
Interpretation:
How would be the products differ if the starting material were the Trans isomer should be explained and the optical activity of products obtained from the Trans isomer should be explained.
Concept Introduction:
The
An
(d)
Interpretation:
The rate of formation of substitution products should be comparatively explained, where the cis and Trans isomers of 1-chloro-2-isopropylcyclopentan of with sodium methoxide in methanol.
Concept Introduction:
The
An E2 reaction is a concerted, one-step reaction in which the proton and the halide ion are removed in the same step.
(e)
Interpretation:
The rate of formation of elimination products should be comparatively explained, where the cis and Trans isomers of 1-chloro-2-isopropylcyclopentan of with sodium methoxide in methanol.
Concept Introduction:
The
An E2 reaction is a concerted, one-step reaction in which the proton and the halide ion are removed in the same step.
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Chapter 9 Solutions
ORGANIC CHEMISTRY-W/S.G+SOLN.MANUAL
- 3. How many possible stereoisomers could be produced in the following reaction? HCI a. three b. six c. four d. two e. onearrow_forwarda. Which is the most stable: 3,4-dimethyl-2-hexene, 2,3-dimethyl-2-hexene, or 4,5-dimethyl-2-hexene? b. Which compound has the largest heat of hydrogenation? c. Which compound has the smallest heat of hydrogenation?arrow_forward7) You want to synthesize 3-methyl-2-pentene from 2-chloro-3-methylpentane. Which reagent would you use? a. HCI, heat b. NH:(aq), 25°C c. CH:CO2NA, CH:CO2H, heat d. CH3CH2ONA, CH3CH2OH, heat e. CН:CH2ОН, heatarrow_forward
- Draw structures for the following: a. (S)-1-bromo-1-chlorobutane b. (2R,3R)-2,3-dichloropentane c. an achiral stereoisomer of 1,2-dimethylcyclohexane d. a chiral stereoisomer of 1,2-dibromocyclobutane e. two achiral stereoisomers of 3,4,5-trimethylheptanearrow_forward1. RCOOOH 2. CgHgMgBr 3. Mild H30* 4. H2CRO4 5. CgHgMgBr 6. H3O*, heat Work through the synthesis on a separate sheet of paper, and then draw the structure of the final organic product. • You do not have to consider stereochemistry. • Do not draw organic or inorganic by-products. opy aste C. CH3 -CH3 ČH3 49%arrow_forward4-Chloro-2-pentene has a double bond that can have either the E or the Z configuration and a stereogenic center that can have either the R or the S configuration. How many stereoisomers arepossible altogether? Draw the structure of each, and group the pairs of enantiomers.arrow_forward
- The Diels–Alder reaction, a powerful reaction discussed in Chapter 14, occurs when a 1,3-diene such as A reacts with an alkene such as B to form the six-membered ring in C. a.Draw curved arrows to show how A and B react to form C. b.What bonds are broken and formed in this reaction? c.Would you expect this reaction to be endothermic or exothermic? d.Does entropy favor the reactants or products? e. Is the Diels–Alder reaction a substitution, elimination, or addition?arrow_forwardWhat stereoisomers are formed in the following reactions? Which stereoisomer is the major product? a. the acid-catalyzed dehydration of 1-pentanol to 2-pentene b. the acid-catalyzed dehydration of 3,4-dimethyl-3-hexanol to 3,4-dimethyl-3-hexenearrow_forward2. In aqueous solution d-glucose (or dextrose) exists in equilibrium between a linear and cyclic form shown below. A. Mark all the stereocenters in the linear form of the molecule. Number them 1,2,3, etc. B. Draw out the reaction that converts the linear form to the 6-membered ring using the arrow formalism. C. Identify the stereocenters in the 6-member ring that correspond to the stereocenters in the linear form marking them as 1,2,3, etc. The reaction also created a new stereocenter. Mark it as H -OH HO--H H--OH нон Ho но HO HO H он H-OH H но.arrow_forward
- H3C 1 H₂O₂, NaOH a. The presence of H₂O2 H3C. H3C. 2 What controls the stereochemical outcome of the reaction depicted above? 3 b. The presence of a pre-existing stereocenter c. The methyl group at the end of the chain d. The presence of an alkene in the reactantarrow_forwardDraw the organic products formed when cyclopentene is treated with each reagent. With some reagents, no reaction occurs. a.H2 + Pd-C b.H2 + Lindlar catalyst c.Na, NH3 d.CH3CO3H e.[1] CH3CO3H; [2] H2O, HO− f.[1]OsO4 + NMO; [2] NaHSO3, H2O g.KMnO4, H2O, HO− h.[1] LiAlH4; [2] H2O i. [1] O3; [2] CH3SCH3 j.(CH3)3COOH, Ti[OCH(CH3)2]4, (−)-DET k.mCPBA l.Product in (k); then [1] LiAlH4; [2] H2Oarrow_forwardWhich stereoisomer would be produced from the reaction of trans-2-butene with OsO4 followed by H2O2? A. 2S,3S- diol and 2R, 3R-diol B. 2S,3R-diol and 2R,3S-diol C. 2S,3S-diol only D. 2R, 3R-diol only E. 2S,3R-diol onlyarrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
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