2. (10 points) Explain why the following deuterated 1-bromo-2-methylcyclohexane undergoes dehydrohalogenation by the Emechanism to give...
2. (10 points) Explain why the following deuterated 1-bromo-2-methylcyclohexane undergoes dehydrohalogenation by the E2 mechanism to give only the indicated product. н н wCH3 Осн, CH3 wCHs wCH Br H H D H not observed observed
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
(a) When cis-1-bromo-2-methylcyclohexane undergoes an E2 reaction, two products (cycloalkenes) are formed. What are these two cycloalkenes, and which would you expect to be the major product? Write conformational structures showing how each is formed. (b) When trans-1-bromo-2-methylcyclohexane reacts in an E2 reaction, only one cyclo- alkene is formed. What is this product? Write conformational structures showing why it is the only product.
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
Q7.19: Identify the substitution product that is expected when 1-bromo-1-methylcyclohexane undergoes an Sn1 reaction in the presence of water.
Answer all
Answer all
4. What is the structure of the compound that gives the IR and proton NMR spectra? Examine the H NMR of each structure as a review. Note the chemical shift for each proton 100 MHz proton NMR spectrum CDC13 solution 2270 IR Spectrum (liquid film) 1745 - 4000 3000 1200 800 TMS 2000 1600 fem') oppm) O HƏNCH:C=c-c-OCH; NEC-CH:-0-OCH:CH; o 1,6--OCH HC --CHÚC H:C-C-OCH:CH.CN H;CCH: -2-0-CH:CN 1. Compound, B, has the molecular formula C7H12. On catalytic...
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.
Draw the most stable form of cis-1-Bromo-4-methylcyclohexane and explain why it is the most stable form
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.
4. Which of the alkyl chlorides listed below undergoes dehydrohalogenation in the presence of a strong base to give pent-2-ene as the only alkene product? A) 1-chloropentane B) 2-chloropentane C) 3-chloropentane D) 1-chloro-2-methylbutane E) 1-chloro-3-methylbutane