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trans-1,3-Dibromocyclobutane has a measurable dipole moment. Explain how this proves that
the cyclobutane ring is not planar.
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- assign the stereochemical configuration of the selected tetrahedral carbon chiral centers (R, S or N (not a chiral center)) and the alkene (E, Z or N (not a stereocenter)) that are indicated by the arrows (note that you do not have to assign the configuration of every chiral center in the molecule). If the atom in question is not a chiral center or is not a stereocenter circle N for neither.assign the stereochemical configuration of the selected tetrahedral carbon chiral centers (R, S or N (not a chiral center)) and the alkene (E, Z or N (not a stereocenter)) that are indicated by the arrows (note that you do not have to assign the configuration of every chiral center in the molecule). If the atom in question is not a chiral center or is not a stereocenter circle N for neither.Explain the fact that the C-O stretch in ethers and esters occurs at 1000-1100 cm-1 when the C is sp hybridized, but at 1250 cm- when it is sp2 hybridized.
- Identify the stereogenic carbon in (S)- and (R)-limonene, rank the substituents around it and rationalize the assignment of their stereochemical configurations. Hint: When ranking carbons that have multiple bonds, consider the bolded carbon of C=C being connected to 2 carbons and the bolded carbon of C≡C being connected to 3 carbons.What is the best way to draw a molecular orbital diagram for 1,3-cyclopentadiene, identifying the Lowest unoccupied molecular orbital and the highest occupied molecular orbital?When HBr adds across the double bond of 1,2-dimethylcyclopentene, the product is a mixture of the cis and trans isomers. Show why this addition is not stereospecific.
- Which of these products is the result of a hydride shift occuring during the substitution reaction of aqueous 2-chloro-3-methylpentane? CH3CH2CCH2CH3 || CH2 CH3CH(OH)CH(CH3)CH2CH3 CH2=CHC(CH3)=CHCH3 CH3CH=C(CH3)CH2CH3 CH3CH2C(CH3)CH2CH3 | OHA 1,2-cis disubstituted cyclohexane, such as cis l,2-dichlorocyclohexane, musthave one group axial and one group equatorial. Explain.Account for the fact that among the chlorinated derivatives of methane, chloromethane has the largest dipole moment and tetrachloromethane has the smallest dipole moment.
- How many unique stereoisomers exist for 1,2,3,4,5-pentachlorocyclohexane?2, 3-Di-tert-butyl-1, 3-butadiene exists nearly exclusively in one conformation. What is the conformation and why?Compound W, C8H₁7Br, and X, CgH₁7Cl, are products of the radical bromination (W), and chlorination (X), of 2,4-dimethylhexane. W and X are each chiral. W reacts readily in water to form a chiral substitution product Y, CgH17OH. Reaction of a single enantiomer of W produces a single enantiomer of Y as the only substitution product. X likewise reacts readily in water though at a slower rate than W; a chiral substitution product Z, C8H₁7OH, is again formed. Unlike w, however, reaction of a single enantiomer of X produces Z that is nearly racemic. Propose structures for W and X. 0 • Do not use stereobonds in your answer. In cases where there is more than one possible structure for each molecule, just give one for each. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate structures with + signs from the drop-down menu. ● +▾ 99.8) ChemDoodleⓇ + v ChemDoodleⓇ
