Given one mole of the reactant below, what would be the major Markovnikov product if the molecule underwent hydration with two moles of H₂O and H₂SO4 as the catalyst. CH3 CH3 CH-CEC-CH3 2,3-dihydroxy-4-methylpentane 3,3-dihydroxy-2-methylpentane 3-ethyl-2-hexene 4-methyl-2-pentyne 2,2-dihydroxy-4-methylpentane

Given one mole of the reactant below, what would be the major Markovnikov product if the molecule underwent hydration with two moles of H₂O and H₂SO4 as the catalyst. CH3 CH3 CH-CEC-CH3 2,3-dihydroxy-4-methylpentane 3,3-dihydroxy-2-methylpentane 3-ethyl-2-hexene 4-methyl-2-pentyne 2,2-dihydroxy-4-methylpentane

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter10: Alcohols

Section: Chapter Questions

Problem 10.52P: Alcohols are important for organic synthesis, especially in situations involving alkenes. The...

See similar textbooks

Similar questions

Using cyclooctyne as your starting material, show how you would synthesize the following compounds. (Once you haveshown how to synthesize a compound, you may use it as the starting material in any later parts of this problem.)(a) cis-cyclooctene (b) cyclooctane (c) trans-1,2-dibromocyclooctane
Provide the reagents necessary to carry out the following conversion. Choices: a. PCC/ CH2Cl2 b. 1) 9-BBN; 2) H2O2/NaOH/H2O; 3) CrO3/H2SO4/H2O c. 1) 9-BBN; 2) H2O2/NaOH/H2O d. 1) H2O/ H2SO4; 2) PCC/CH2Cl2 e.1) O3; 2) Zn/acetic acid
Predict the products, if any, for the reaction of benzene with the following reagents: 1. Br2 + FeBr3 2. CH3CH2C=OCl, AlCl3
Predict the major products formed when benzene reacts (just once) with the following reagents. (a) 1-chloro-2,2-dimethylpropane + AlCl3 (b) benzoyl chloride + AlCl3 (c) iodine + HNO3 (d) nitric acid + sulfuric acid(e) carbon monoxide, HCl, and AlCl3 >CuCl (f) CH2(COCl)2, AlCl3
Using cyclooctyne as your starting material, show how you would synthesize the following compounds. (Once you haveshown how to synthesize a compound, you may use it as the starting material in any later parts of this problem.)(a) cis-cyclooctene (b) cyclooctane (c) trans-1,2-dibromocyclooctane(d) cyclooctanone (e) 1,1-dibromocyclooctane (f) 3-bromocyclooctene(g) cyclooctane-1,2-dione
As an example of a ver rare occurence, the following hydrocarbon reacts with two equivalents of butylithium to form a dianion of the formula [C8H6]2- . Propose a structure for this dianion and explain why this dianion forms so readily.
Choose from the options A-E and explain briefly by illustrations the chemistry behind each answer. Preamble: A reaction flask contains a 2-bromopentane in an ethanolic solution of sodium ethoxide at room temperature and results in the formation of two olefinic products. 1.Predict the products that would be formed from such a reaction A.1-pentene (80%) and 2-pentene (20%)B.1-pentene (20%) and 2-pentene (80 %)C.1-pentene (50 %) and 2-pentene (50 %)D.1-pentene (0 %) and 2-pentene (100 %)E.1-pentene (100 %) and 2-pentene (0 %) 2.What reaction pathway is followed by the reaction above?A.E2 dehydrohalogenation B.E1 dehydrohalogenationC.SN1 dehydrohalogenationD.SN2 dehydrohalogenationE.A mixture of E1 and E2 pathways 3.What is responsible for the formation of different products (major and minor).A.The different activated complex involved in the mechanism.B.Bimolecular Nucleophilic substitution reaction C.Bimolecular Elimination reaction D.The presence of sodium ethoxideE.The hybridisation…
Write the structure of the principal organic product formed in the reaction of 1-propanol with each of the following reagents:(a) Sulfuric acid (catalytic amount), heat at 140°C(b) Sulfuric acid (catalytic amount), heat at 200°C(c) Dimethyl sulfoxide (DMSO), oxalyl chloride [(COCl)2], triethylamine [N(CH2CH3)3](d) Pyridinium chlorochromate (PCC) in dichloromethane(e) Potassium dichromate (K2Cr2O7) in aqueous sulfuric acid, heat(f) Sodium amide (NaNH2)
Alcohols are important for organic synthesis, especially in situations involving alkenes. The alcohol might be the desired product, or the OH group might be transformed into another functional group via halogenation, oxidation, or perhaps conversion to a sulfonic ester derivative. Formation of an alcohol from an alkene is particularly powerful because conditions can be chosen to produce either the Markovnikov or non-Markovnikov product from an unsymmetrical alkene. Using your reaction roadmap as a guide, show how to convert 4-methyl-1-pentene into 5-methylhexanenitrile. You must use 4-methyl-1-pentene and sodium cyanide as the source of all carbon atoms in the target molecule. Show all reagents needed and all molecules synthesized along the way.
INSTRUCTIONS: Choose from the options A-E and explain briefly by illustrations the chemistry behind each answer. Preamble: A reaction flask contains a 2-bromopentane in an ethanolic solution of sodium ethoxide at room temperature and results in the formation of two olefinic products. Predict the products that would be formed from such a reaction a)1-pentene (80%) and 2-pentene (20%)B)1-pentene (20%) and 2-pentene (80 %)C)1-pentene (50 %) and 2-pentene (50 %)D)1-pentene (0 %) and 2-pentene (100 %)E)1-pentene (100 %) and 2-pentene (0 %) What reaction pathway is followed by the reaction above?a)E2 dehydrohalogenation B)E1 dehydrohalogenationC)SN1 dehydrohalogenationD)SN2 dehydrohalogenation A mixture of E1 and E2 pathways What is responsible for the formation of different products (major and minor).A)The different activated complex involved in the mechanism. B)Bimolecular nuclephilic substitution reaction C)Bimolecular Elimination reaction D)The presence of sodium ethoxideE)The…
INSTRUCTIONS: Choose from the options A-E and explain briefly by illustrations the chemistry behind each answer. Preamble: A reaction flask contains a 2-bromopentane in an ethanolic solution of sodium ethoxide at room temperature and results in the formation of two olefinic products. Predict the products that would be formed from such a reaction A. 1-pentene (80%) and 2-pentene (20%) B. 1-pentene (20%) and 2-pentene (80 %) C. 1-pentene (50 %) and 2-pentene (50 %) D. 1-pentene (0 %) and 2-pentene (100 %) E. 1-pentene (100 %) and 2-pentene (0 %) 2. What reaction pathway is followed by the reaction above? A. E1 dehydrohalogenation B. E2 dehydrohalogenation C. SN1 dehydrohalogenation D. SN2 dehydrohalogenation E. A mixture of E1 and E2 pathways 3. What is responsible for the formation of different products (major and minor). A. The different activated complex involved in the mechanism. B. Bimolecular Nucleophilic substitution reaction C. Bimolecular Elimination reaction D. The…
Following compounds are given to you:2-Bromopentane, 2-Bromo-2-methylbutane, 1-Bromopentane(i) Write the compound which is most reactive towards SN2 reaction.(ii) Write the compound which is optically active.(iii) Write the compound which is most reactive towards β – elimination reaction