32. Which of the following reactions can be used to prepare 3-methyl-3-hexanol, OH I CH3CH2CCH2CH2CH3 ? 1 CH 3 A. B. CH3CH2CCH2CH2CH3 i CH3CCH2CH2CH3 i CH3CCH2CH3 1. CH3MgBr 2. H30 C. D. A and B E. A, B, and C 1. CH3CH2MgBr 2. H30 1. CH3CH2CH2MgBr 2. H30 33. Complete the following reaction sequence by supplying the missing information: (1) (2) 4. ? CH3OH (3) CH3Br CH3CH2OH 5. ? A. (1) NaBr; (2) Mg/ether; (3) CH3MgBr; (4) H2C=0; (5) H2O B. (1) HBr; (2) Mg/ether; (3) CH3MgBr; (4) H2C=0; (5) H2O c. (1) Br2; (2) Mg/ether; (3) CH3MgBr; (4) H2C=O; (5) H2O D. (1) HBr; (2) CH3MgBr; (3) Mg/ether; (4) H2C=O; (5) H2O

32. Which of the following reactions can be used to prepare 3-methyl-3-hexanol, OH I CH3CH2CCH2CH2CH3 ? 1 CH 3 A. B. CH3CH2CCH2CH2CH3 i CH3CCH2CH2CH3 i CH3CCH2CH3 1. CH3MgBr 2. H30 C. D. A and B E. A, B, and C 1. CH3CH2MgBr 2. H30 1. CH3CH2CH2MgBr 2. H30 33. Complete the following reaction sequence by supplying the missing information: (1) (2) 4. ? CH3OH (3) CH3Br CH3CH2OH 5. ? A. (1) NaBr; (2) Mg/ether; (3) CH3MgBr; (4) H2C=0; (5) H2O B. (1) HBr; (2) Mg/ether; (3) CH3MgBr; (4) H2C=0; (5) H2O c. (1) Br2; (2) Mg/ether; (3) CH3MgBr; (4) H2C=O; (5) H2O D. (1) HBr; (2) CH3MgBr; (3) Mg/ether; (4) H2C=O; (5) H2O

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

Chapter9: Nucleophilic Substitution And Β-elimination

Section: Chapter Questions

Problem 9.54P

See similar textbooks

Similar questions

1. Using Br2 in C2H4Br2 will result in HBr and ______. a. C2H3Cl3 b. C2H4Cl3 c. C2H2Cl3 d. none of the above 2. How many halogenation are posible in propane? a. 3 b. 8 c. 6 d. 10 3.Sulfonation of pentane will result in ________ and water. a. C5H11SO3H b. C5H12SO3H c. C5H14SO3H d. none of the above 4.Nitration of hexane will result in ________ and water. a. C6H13SO3H b. C6H15NO2 c. C6H13NO2 d. C6H14NO2 5.How many moles of O2 in heating a C12H26 (dodecane) a. 27 b. 37 c. 24 d. none of the above
1. What type of reaction is occuring in step 3? (halogenation, hydrohalogenation, reduction, keto–enol tautomerism, dehydrohalogenation, acid-catalyzed hydration, base-catalyzed hydration) 2. Which reagent is necessary for step 3? (Br2, HBr, H2/Pt, NaNH2, H20/H2SO4/HgSO4)
The Zeisel method is an old analytical procedure for determining the number of methoxyl groups in a compound. A weighed amount of the compound is heated with concentrated HI, ether cleavage occurs, and the iodomethane product is distilled off and passed into an alcohol solution of AgNO3, where it reacts to form a precipitate of silver iodide. The Agl is then collected and weighed, and the percentage of methoxyl groups in the sample is thereby determined. For example, 1.06 g of vanillin, the material responsible for the characteristic odor of vanilla, yields 1.60 g of Agl. If vanillin has a molecular weight of 152, how many methoxyl groups does it contain?
Write the structural formula of the organic product for the given reaction between an alkyne and an alkyl halide. The alkyne group is shown and should be entered as "CC" without the triple bond. Enter CC before associated HH atoms (e.g., CH3CH2CH2OCHCHCH3). what is the name of the product. 1.NaNH2 CH3CH2CCH------> product 2. CH3CH2Br
Reaction of (CH3)3CH with Cl2 forms two products: (CH3)2CHCH2Cl (63%) and (CH3)3CCl (37%). Why is the major product formed by cleavage of the stronger 1° C–H bond?
Complete the reaction: 42K19 → + β + [a]_____________
When (CH3CH2)3CBr is added to CH3OH at room temperature, the major product is (CH3O)C(CH2CH3)3 and a minor product is CH3CH=C(CH2CH3)2. Propose a mechanism for the product that is formed by the substitution reaction. Use curved arrows to show the movement of electrons.
What is going on in this reaction and why is the 2,3‐dimethylbut‐2‐ene the major product? Thank you!
In the reaction from compound 10 to compound 11, why the C=C bond is retained and is not hydrogenated? f) LiAlH4, Et2O, 08C; g) Ac2O, py, DMAP, CH2Cl2, RT, 77% over 2 steps;
) Which of the following compounds will be most soluble in ethanol (CH3CH2OH)? A) ethylene glycol (HOCH2CH2OH) B) hexane (CH3CH2CH2CH2CH2CH3) C) acetone (CH3COCH3)D) trimethylamine (N(CH3)3) E) A and D are soluble in ethanol.
Tunicates are marine animals that are called "sea squirts" because when they are taken out of water, they tend to contract and expel seawater. Lepadiformine is a cytotoxic agent (toxic to cells) isolated from a marine tunicate. During a recent synthesis of lepadiformine, the investigators observed the formation of an interesting by-product (3) while treating diol 1 with a reagent similar in function to PBr3 (J. Org. Chem. 2012, 77, 3390–3400):
Choose the best reagents from the list provided below for carrying out the following conversion. Match the reagent with the step number. HCl (aq), Zn(Hg) Br2, FeBr3 Na/NH3, -33 degrees C NBS, light KMnO4, H3O+ Mg metal, ether KOH, EtOH, heat