Given the following alkyl bromides, select the alkyl bromide that will undergo SN1 solvolysis with water...
D) Br 6. Which of the following alkyl bromides is likely to undergo rearrangement by a 1, 2-methyl shift during an Sy1 or El reaction (both reaction mechanisms form a carbocation)? A) benzylł bromide B) 2 -bromo 3-ethytpentane C) 3-bromo-3-methylpentane D) 2-bromo-3, 3-dimethylpentane r is untrue about the rate of an E2 elimination of an alky
3. (5 pts) Rank the following alkyl bromides in order of reactivity using numbers 1-5 (1 - most reactive: 5 least reactive) in an Sy2 reaction where the alkyl bromide is converted to the corresponding nitrile: NaCN R-Br R-CN + NaBr acetone 4. (5 pts) Rank the following alkyl bromides in order of reactivity using numbers 1-5 (1 = most reactive; 5 - least reactive) in an Syl reaction where the alkyl bromide is converted to the corresponding alcohol: R-Br...
5. (6 pts) 2-iodo-2-methylbutane can undergo the following Sn1 solvolysis reaction in water: K OH₂ + H2O + 1 a. Draw a curved arrow mechanism for the reaction. b. Which is more likely to accept the proton from the protonated alcohol product, water or iodide ion? Explain, using a few words.
1. arrange Alkyl bromides in theoretical order of reactivity in SN1 reaction 2. arrange Alkyl bromides in theoretical order of reactivity in SN2 reaction AgNO3+ Ethanol Yal H₂C (SN 1) 1-Chlorobutane Nal + Acetone SN2 CH3 H3C 2-Chlorobutane Br CH3 H3C 2-Bromobutane CH3 H2C- a CH3 t-butylchloride Benzylchloride Br Bromobenzene
Which of the following alkyl bromides would undergo a relatively fast E2-type elimination reaction? Br Br A) B) C) D) Br odov Br A B D
Which of the following alkyl bromides would undergo a relatively fast E2-type elimination reaction? Br Br A) B) C) D) oc "A dd Br Br А с
Which would go through solvolysis (SN1) fastest in EtOH? A. n-propyl bromide B. 2-bromopentane C. 3-bromobut-1-ene D. 2-bromo-2-methylpropane E. neopentyl bromide
The following alkyl bromide can react with NaF via an Sn1 mechanism. Draw the mechanism and product(s) of this reaction. Be sure to pay attention to stereochemistry, if applicable.
3. (8 pts) Silver nitrite is known to react with primary alkyl bromides or iodides to form the corresponding nitro compounds (RNO2). However, it reacts with secondary and tertiary halides to form the corresponding nitrite esters (RONO). What are the most likely reasons contributing to this product distribution? R-X + AgNO, — RNO or RONO R = 1° only X = Br, 1 R = 29, 30 X = Br,
Problem 3. Rank the following molecules in order of increasing relative rate of Sn1 solvolysis with methanol and heat (with 1 being the fastest). Protil: I Cl Cl Cl Br page 2