I have solved the problems.
(a) When cis-1-bromo-2-methylcyclohexane undergoes an E2 reaction, two products (cycloalkenes) are formed. What are these two...
11/8/19 The cis- and trans-isomers of 1-bromo-2-methylcyclohexane are shown below. One of these isomers undergoes E2 elimination 50 time faster than the other. Illustrate the E2 mechanism using the chair conformers to explain why one isomer is much faster and give the major product of each reaction. 1-BUOK 1-BOK Illustrate the Sw2 mechanism for the reaction below and show what has happened to the stereochemistry of the compound. NaCN acetone
4. The reaction between cis-1-bromo-2-methylcyclohexane and ethoxide (a very strong base) results in an E2 reaction. (refer to Mechanism 9.8 in your textbook) a. Show the transition state for this reaction. CHE + CH, CH, CH, OH b. Show the formation of the product(s) from the transition state. c. Use the rule from part 3d, to determine the major and minor alkene products.
1. Show the conditions for and products of an El and E2 reaction with a. cis and trans iso ne. mers of 1-chloro-2-ethylcyclohexa b. (3R,4R)-4-bromo-3-methylpent-1-ene and it's diastereomer. 2. Which stereoisomer reacts more quickly in E2 reaction - 1R,3R-1-bromo-3- methylcyclohexane, 1S,3S-1-bromo-3-methylcyclohexane, 1R,2S-1-bromo-3- romo-5-methylcyclonexane, methylcyclhexane, 1S,2R-1-bromo-3-methylchyclohexane?
Why are the halide ions the only nucleophiles that work well in acidic conditions? trans-1-bromo-2-methylcyclohexane reacts with KOH via the E2 mechanism to form an alkene. Draw the structure of the product.
Question 6 - 10 pts. Homework • Unanswered When (cis)-1-bromo-2-methylcyclohexane is treated with methanol and heat, four different products are formed -- two by substitution (1-methoxy-2- methylcyclohexane and 1-methoxy-1-methylcyclohexane) and two by elimination (1-methylcyclohexene and methylidene cyclohexane (you will have to look that one up!)). What conditions could be used to change the outcome of this reaction by promoting the production of 3-methylcyclohexene as the product? [] Fulls
Draw the major E2 reaction product formed when cis-1-chloro-2-ethylcyclohexane (shown below) reacts with hydroxide ion in DMSO. Draw the major E2 reaction product formed when cis-1-chloro-2-ethylcohexane (shown below) results with hydroxide ion in DMSO.
Organic Worksheet How can you explain that trams-1-bromo-2-methylcyclohexane yields the non-Zaitsev elimination product 3-methylcylcohexene on treatment with base? 1-chloro-1,2-diphenylethane can undergo E2 elimination to give either cis or trans- 1,2,diphenylethylene. Draw Newman projections of the reactive conformations leading to both possible products, and suggest a reason why the trans alkene is the major product.
8. Explain why the following deuterated 1-bromo-2-methylcyclohexane undergoes dehydrohalogenation by the E2 mechanism to give only the indicated product. Two other alkenes are not observed CH3 (CH, Br OCH, -CH Сн, H DH DH not observed observed
What alkene is formed when 1-bromo-4-methylcyclohexane reacts with sodium ethoxide as the base, in ethanol solvent. (elimination) Is the alkene chiral or achiral? Are there any stereoisomers of this alkene?
Draw the major E2 reaction product formed when cis-1-chloro-2-ethylcyclohexane (shown below) reacts with hydroxide ion in DMSO.