Interpretation:
The experimental conditions that would be used to ensure that elimination is favored over substitution.
Concept introduction:
Substitution reaction: A reaction in which one of the hydrogen atoms of a hydrocarbon, or a functional group is substituted by any other functional group is called a substitution reaction. Substitution reactions the hybridization of the central atom remains same that is sp3.
Elimination reaction: A reaction in which two substituent groups are detached and a double bond is formed is called an elimination reaction. The hybridization of the atoms thus changes from sp3 to sp2.
Nucleophilic substitution reaction is a reaction in which one nucleophile (weak nucleophile) is replaced by a strong nucleophile.
A nucleophile is a molecule or atom with the highest negative charge.
There are two types of nucleophilic substitution reactions:
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Organic Chemistry
- Acid-catalyzed dehydration of 2,2-dimethyl-1-hexanol gave a number of isomeric alkenes including 2-methyl-2-heptene as shown in the following equation.(a) Write a stepwise mechanism for the formation of 2-methyl-2-heptene, using curved arrows to show the flow of electrons. (b) What other alkenes do you think are formed in this reaction?arrow_forward(1) Predict the outcome of the addition of HBr to (a) trans-2-pentene, (b) 2-methyl-2-butene, and (c) 4-methylcyclohexene. How many isomers can be formed in each case? (2) Addition of HBr to 3,3-dimethyl-1-butene gives a mixture of two isomeric alkyl bromide products. Draw structures for the two products, and give a mechanistic explanation for their formation.arrow_forward(1) Predict the outcome of the addition of HBr to (a) trans-2-pentene, (b) 2-methyl-2-butene, and (c) 4-methylcyclohexene. How many isomers can be formed in each case?arrow_forward
- Alkenes can be hydrated to form alcohols by (1) hydroboration followed by oxidation with alkaline hydrogen peroxide and (2) acid-catalyzed hydration. Compare the product formed from each alkene by sequence (1) with those formed from (2). Q.)1-Methylcyclohexenearrow_forwardDraw the organic product obtained on treatment of each of the following two alkenes with bromine: (a) trans-2-pentene and (b) 1- methylcyclohexene. Having done this, draw the product of the reaction of these same alkenes with bromine in aqueous solution.arrow_forwardThe name of the parent six-membered sulfur-containing heterocycle is thiane. It is numbered beginning at sulfur. Multiple incorporation of sulfur in the ring is indicated by the prefixes di-, tri-, and so on. (a) How many methyl-substituted thianes are there? Which ones are chiral? (b) Write structural formulas for 1,4-dithiane and 1,3,5-trithiane. (c) Which dithiane isomer (1,2-, 1,3-, or 1,4-) is a disulfide?(d) Draw the two most stable conformations of the sulfoxide derived from thiane.arrow_forward
- All about Alkene, Alkyne and Alkyl halides(1) Write a complete chemical equation showing reactants, products, and catalysts needed (if any) for the following reaction and (2) Draw and name the organic compound found in every reaction. (A) Reaction of cis-3,3-Dimethyl-4-propylocta-1,5-diene with two mole of HBr(B) Reaction of trans-1-Bromo-3-chlorocyclopentane with potassium hydroxide(C) Formation of Gilman reagent using isopropyl bromidearrow_forwardWhich of the following statements is/are true regarding Alkene A and the products of an ozonolysis (O_(3)) reaction? (i) One of the alkene carbon atoms of alkene A is disubstituted and the other is monosubstituted (ii) One of the alkene carbon atoms of alkene A is monosubstituted and the other is unsubstituted (iii) Ozonolysis of alkene A followed by work up under reductive conditions gives products 1 and 2, but if work up is under oxidative conditions products 1 and 3 form (iv) Ozonolysis of alkene A followed by work up under reductive conditions gives products 1 and 3 but if work up is under oxidative conditions products 1 and 2 form.. a. (i) and (iii) are truearrow_forwardAlkenes can be hydrated to form alcohols by (1) hydroboration followed by oxidation with alkaline hydrogen peroxide and (2) acid-catalyzed hydration. Compare the product formed from each alkene by sequence (1) with those formed from (2). Q.) Propenearrow_forward
- The rate law for addition of Br2 to an alkene is first orderin Br2 and first order in the alkene. Does this informationsuggest that the mechanism of addition of Br2 to analkene proceeds in the same manner as for addition of HBr?Explain.arrow_forwardWhich of the following statements about 3-iodo-2-methylprop-1-ene is/are true? (i) It has an E isomer and a Z isomer. (ii) It can be converted to an alkyl lithium compound in one step by reacting with lithium metal. (iii) It would react with the following reagent to give 2-methylhept-1-ene as the product: CuLiarrow_forwardSuppose the alkene in the drawing area below is put in strong acid solution, for example a solution of HBr. Highlight each carbon that might become protonated to form a carbocation intermediate. (The carbocation intermediate might then react with something else to form a final product.) سعدarrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning