12. Provide the structures of every possible substitution and elimination product when (S)-3-bromo- 2,2-dimethylpentane is heated...
aston H e 12. Provide the structures of every possible substitut 2,2-dimethylpentane is heated in ethanol. (Hint: Think (R) and (S). (E) and (Z) where applicable...) rs-ists tution and elimination product when (S)-3-bromo
Alkyl Halides: Elimination reaction with (2R,3R)-2-chloro-3-methylpentane Draw the product formed when (2R,3R)-2-chloro-3-methylpentane under-goes an elimination reaction with NaOCH3. Alkyl Halides: Elimination reaction with 3-chloro-3-ethyl-2,2-dimethylpentane. Draw the structure of the product that is formed when 3-chloro-3-ethyl-2,2-dimethylpentane undergoes an elimination reaction with NaOCH3. Indicate the stereochemistry of the product. Identify the three products formed when 2-bromo-2-methylpropane is dissolved in a mixture of 80% ethanol and 20% water.
man Ohe elimination product. 14. When 1-bromo-1,4-dimethylcyclohexane is heated in acetic acid, CH3COOH, a mixture of substitution and elimination products is obtained. Provide structure for the elimination product. 15. Provide a mechanistic explanation for the formation of the observed products in the following reaction. tor Н,0* heat
Organobromine compounds are used in fire retardants, fumigants, and biocides. 2-bromo-3-methylbutane reacts with Substitution Product Elimination Product Br a. Identify the alkyl bromide as 1°, 2°, or 3° b. Identify the nucleophile as strong or weak and big or small. c. Draw the structures of the substitution and elimination products. Use curved arrows to show how the elimination products form. d. Which product is major product? Give reasons. e. If C2HsOH is used instead of C2HsO, will the same major...
2. When (1R, 2R)-1-bromo-2-methylcyclohexane reacts with lithium methoxide in methanol, both substitution and elimination reactions occur to produce three unique products. What are the structures of the three products produced by this reaction? sepenbare CHOLE сно CH3 3. When (R)-3-mesyl-3-ethyloctane reacts with potassium hydroxide in aqueous THF elimination occurs to produce three unique alkene products. What are the structures of the three products produced by this reaction? MsOCH.CH HOK THF/H20 4. When (S)-2-fluoro-2-iodobutane reacts with hydroxide ion in aqueous THF,...
Predict the substitution product(s) for each of the following reactions and mechanisms by which they are formed. If no reaction is expected, write no (a) (R)-2-bromobutane with sodium iodide in acetone (b) (R)-3-bromo-3-methylhexane with H20 (c) trans-1-bromo-2-ethylcyclopentane with potassium ethoxide in ethanol (d) trans-1-bromo-3-methylcyclopentane with Nal in acetone 5. For the following set of compounds, predict the order of reactivity with sodium iodide in acetone solution (list them in increasing order of reactivity). C. D. 2-bromobutane 1-chlorobutane 2-chloro-3-methylbutane 2-bromo-2-methylpropane 1-bromobutane...
on (R)-1-bromo-2-methylbutane undergoes substitution when reacted with sodium iodide (Nal) in acetone. Choose the major product obtained from this reaction. A (R)-1-iodo-2-methylbutane B (S)-1-iodo-2-methylbutane C racemic 1-iodo-2-methylbuta D (R)-1-bromo-2-iodobutane E (S)-1-bromo-2-iodobutane F (S)-1-sodium-2-methylbutane Enter Your Answer: OA OB OC OD OE OF B Incorrect
3. When 1-bromo-1-phenyl-ethane is heated in ethanolic potassium ethoxide, the major product is styrene. a. Write a detailed reaction scheme. b. Write a detailed mechanism using the standard conventions 4. When 2-bromo-1-phenylbutane is reacted in methanolic sodium methoxide, one might expect to see two products. However, only one product is formed to an appreciable extent, a. Write a detailed reaction scheme b. Write a detailed mechanism. c. Explain why only one of the possible products is formed to appreciable extent
ted in ethanol Give the substitution and elimination products 1-iodo-1-phenylcyclopentane hea 3. Student Learning Objective: Predict the products of dehydrohalogenation and use Zaitsev's rule to predict the major and minor products 7.11: Positional Orientation of Elimination: Zaitsev's Rule Problem-Solving Hint: 1. Zaitsev is transliterated from the Russian name, and may also be spelled Saytzeff Whenever a carbocation has the positive charge on a carbon atom next to a more highiy substituted carbon, consider whether a rearrangement might occur. 2. When...
When 3-bromo-2,2-dimethylbutane is treated with potassium tert-butoxide, a single product, A, having the formula C6H12 is formed. When 3,3-dimethyl-2-butanol is treated with sulfuric acid, the major product, B, has the formula C6H12. Given the following NMR data, what are the structures of A and B?Write reactions for the formation of A and B and draw a splitting diagram for the protons at 4.82, 4.93, and 5.83 ppm in compound A1H NMR of A: 1.01 (s, 9H), 4.82 (dd, 1H, J = 10, 1.7 Hz), 4.93 (dd,...