Concept explainers
Interpretation:
The mechanism for the conversion of
Concept introduction:
The preparation of
The
The
A nucleophile is the Lewis base that donates a pair of an electron to form a covalent bond with the electrophile. An electrophile is the Lewis acid that accepts the electron to form a bond with the nucleophile.
The good leaving groups are the weak base. They can be an anion or neutral molecule.
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GENERAL CHEMISTRY-MOD.MASTERINGCHEM.
- Nonconjugated , -unsaturated ketones, such as 3-cyclohexenone, are in an acid-catalyzed equilibrium with their conjugated , -unsaturated isomers. Propose a mechanism for this isomerization.arrow_forwardThe reaction of 2,2-dimethyl-1-propanol with HBr is very slow and forms 2-bromo-2-methylbutane as the main product Come up with a mechanism to explain these observationsarrow_forwardThe following sequence of steps (R)- 2-octanol to (S)- 2-octanol. Propose structural formulas for intermediates A y B, specify the absolute configuration of each, and account for the inversion of configuration in this sequencearrow_forward
- 1. Predict the elimination products of the following reactions. When two alkenes are possible, predict which one will be the major product. Explain your answers, showing the degree of substitution of each double bond in the products. 2. Which of these reactions are likely to produce both elimination and substitution products? (a) 2-bromopentane +NaOCH3 (b) 3-bromo-3-methylpentane +NaOMe(Me= methyl, CH3) (c) 2-bromo-3-ethylpentane +NaOH (d) cis-1-bromo-2-methylcyclohexane +NaOEt (Et= ethyl, CH2CH3)arrow_forwardUnder milder temperatures than what is needed for dehydration, strong acids catalyze the self-condensation of 1-propyl alcohol to give di-n-propyl ether. The mechanism differs from that of today's reaction in that the protonated alcohol undergoes an Sn2 rather than an Sn1 reaction. Write the mechanism for the acid catalyzed condensation of ethyl alcohol to give diethyl ether. Make sure the mechanism includes protonation, Sn2, and deprotonation.arrow_forwardIn each case below select the synthetic procedure/s that could be used to carry out the transformation, giving the alcohol shown as the single major product.The procedures are:Hydroboration/oxidation: alkene + BH3; then H2O2, -OH.Oxymercuration: alkene + Hg(OAc)2, H2O; then NaBH4arrow_forward
- When certain aromatic compounds are treated with formaldehyde (CH2O), and HCl, the CH2Cl group is introduced onto the ring. This reaction is known as chloromethylation. (a) Propose a mechanism for this example of chloromethylation. (b) The product of this chloromethylation can be converted to piperonal, which is used in perfumery and in artificial cherry and vanilla flavors. How might the CH2Cl group of the chloromethylation product be converted to a CHO group?arrow_forwardFollowing is a balanced equation for bromination of toluene. (a) Using the values for bond dissociation enthalpies given in Appendix 3, calculate H0 for this reaction. (b) Propose a pair of chain propagation steps and show that they add up to the observed reaction. (c) Calculate H0 for each chain propagation step. (d) Which propagation step is rate-determining?arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning