1) When 3-iodo-3-ethylpentane is treated with sodium methoxide in methanol, the major organic product is an...
1) When 3-iodo-3-ethylpentane is treated with sodium methoxide in methanol, the major organic product is an ___that is generated through an __mechanism. A) ether, Sw1 B) ether, SN2 C) ether, E1 D) alkene, E2 E) alkene, E1 2) Which compound produces only one alkene when treated with sodium methoxide? A) 2-chloro-2-methylpentane B) 3-chloro-3-ethylpentane C) 3-chloro-2-methylpentane D) 2-chloro-4-methylpentane E) 2-chloro-3-ethylpentane 3) What is the difference between Hoffmann and Zaitsev? When is Hoffmann favored?
When 3-chloro-3-ethylpentane is heated in ethanol, the major organic product is an that is generated through an mechanism. A) ether; SN1 B) ether; SN2 C) alkene;E1 D) alkene; E2 E) alcohol; SN1 ОА OB Ос D
Predict the predominant alkene product that would form when 2-bromo-2-methylpentane is treated with sodium methoxide in methanol. If the base were changed to KOC(CH2CH3)3 would the same alkene predominate? If not, why? What would be the structure of this alternate product be, if it formed?
1) Consider the free radical monochlorination of 3-methylpentane and answer the following: a) How many products (including stereoisomers) are formed? _______ b) How many are chiral? ________ c) Would the major product of free radical bromination possess a chiral carbon? Yes or No 2) Which of the following functional groups can be generated in one step via SN2 or SN1 reaction? (Enter all that apply) a) Aldehyde b) Alcohol c) Alkene d) Alkyne e) Amine f) Carboxylic Acid g) Ester...
1) Consider the free radical monochlorination of 3-methylpentane and answer the following: a) How many products (including stereoisomers) are formed? _______ b) How many are chiral? ________ c) Would the major product of free radical bromination possess a chiral carbon? Yes or No 2) Which of the following functional groups can be generated in one step via SN2 or SN1 reaction? (Enter all that apply) a) Aldehyde b) Alcohol c) Alkene d) Alkyne e) Amine f) Carboxylic Acid g) Ester...
For letters h & i : For each of the following reactions, predict the major mechanistic pathway (SN1/SN2/E1/E2) and the major organic products 1. (cont.) (h) НСОН CHB -CHBr HCOH - (0) CH,CH,CH,CH,Br- NH 2. For each of the following indicate which reaction will occur faster. Explain your reasoning. (No credit will be given for guesses) (a) The reaction of (CH),CBr with 0.001M aqueous NaOH or 0.10M aqueous NaOH (b) The reaction of 2-bromobutane with NaOH in DMSO or NaSH...
What is the expected major product from the reaction of (3R,4S)-2,2,3-trimethyl-3,4-epoxypentane with sodium methoxide and methanol? What is the expected major product arising from the reaction of (1R,2S)-2-chloro-3,4-dibromo-5-methylene-3-cyclopenten-1-ol with sodium dichromate and sulfuric acid?
4. When 1-iodo-1-methylcyclohexane is treated with sodium ethoxide, the more highly substituted alkene product predominates. Alternatively, when potassium tert-butoxide is used as a base, the less substitute alkene predominates. Give the structures of the two bases, and the two products and explain the difference in regioselectivity. 5. Draw the diastereomer of the compound shown below. Explain which chair conformation one will react faster in the presence of a strong base to give a substituted cyclohexene. (Draw the chair structure of...
Chem 2200 E1/E2 Practice Problems tn 1. Predict the major produc t in each of the following reactions Ha OEt b) Br Ph 2. When 1-chloro-oox(Compound I) is treated with sodium methoxide in methanol, elimination readily occurs to give 1,2-x0oxd compound I). However, the two diastereomers of i (la and lb) each give one single isomer of il (either lla or lib) as shown below. Provide structures for la and ib as well as a mechanistic explanation for the stereopecificity....
1. Determine whether the following reactions will go through SN1, SN2, E1, or E2 mechanism a. 1-bromobutane + sodium hydroxide b. 2-chloro-2-methylpentane + sodium hydroxide + heat C. 2,3-dimethyl-3-bromopentane + water d. 2-bromobutane + methanol 2. Draw the major product for the following reactions (draw both products if racemic): NaSH DMSO TsO CHA Nal CH, acetone CH,CH,ONa+ ethanol CH,OH/H-0 Solite Nal (1 equiv.) acetone F CH2CH OH 25°C