1. You wish to substitute the bromine in the following molecules with a nucleophile. Explain whether...
1. You wish to substitute the bromine in the following molecules with a nucleophile. Explain whether the given molecule would react by the Sn1 and Sn2 mechanism and explain why. 1-methyl-1-bromo-cyclohexane, 1-bromopropane, 2-bromohexane.
1.Why does benzyl bromide react under both Sn1 conditions and Sn2 conditions?
2.Why is bromobenzene nonreactive under both Sn1 and Sn2 conditions?
5. If bromocyclohexane reacts faster than chlorocyclohexane in an Sn2 reaction, what could be the reason?
11. Account for the rapid rate of ethanolysis of ClCH2OCH2CH3 even though the substrate is a primary halide. Hint: the reaction of the substrate with ethanol proceeds by Sn1 mechanism. Draw the Lewis structures.
Homework Answers
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1. You wish to substitute the bromine in the following molecules
with a nucleophile. Explain whether...
1. Given the following structures that react by Sn1, which would react fastest and which would...
1. Given the following structures that react by Sn1, which would react fastest and which would react slowest. Give reasoning. 5-bromo-1,3-pentadiene, bromocyclopentane, (R)-2-bromo-2-methylhexane. 2.If bromocyclohexane reacts faster than chlorocyclohexane in an Sn2 reaction, what could be the reason? 3.You wish to substitute the bromine in the following molecules with a nucleophile. Explain whether the given molecule would react by Sn1 or Sn2 mechanism and explain why. 1-methyl-1-bromo-cyclohexane, 1-bromopropane, 2-bromohexane. 4. Why does benzyl bromide react under both Sn1 and Sn2...
1. In both the sodium iodide test and the silver nitrate test, why does 2-bromobutane react faster...
1. In both the sodium iodide
test and the silver nitrate test, why does 2-bromobutane react
faster than 2-chlorobutane?
Bromine is a better leaving group since it is a weaker base than
chlorine is.
2. a. Why does benzyl chloride react under both
SN1 and SN2 conditions?
Benzyl
chloride is a primary alkyl halide, hence reactive under SN2
conditions.
The
primary carbocation formed due to the departure of Cl- is
stabilized by the pi electrons in the benzene ring.
b. Why is...
5) Iodine is a better leaving group than bromine. But iodine is a better nucleophile than bromine. Why is that? Introdu...
5) Iodine is a better leaving group than bromine. But iodine is
a better nucleophile than bromine. Why is that?
Introduction Alkyl halides can be prepared from alcohols by reactions with hydrogen halides (HCI, HBr, or HI) via nucleophilic substitution. In this type of reaction, the nucleophile displaces a leaving group from a carbon atom of an organic substrate (here the alcohol once protonated). Both electrons of the new bond to the carbon are provided by the nucleophile while the...
1. a) Complete the balanced net ionic equation for these nucleophilic substitution reactions. b) State whether e...
1. a) Complete the balanced net ionic equation for these nucleophilic substitution reactions. b) State whether each reaction will occur by Sn1 or Sn2 mechanisms ma + o CH₃ H3C-50 + Y Z-I + CH3OH I Br + H2O 2. Which compound in the following pairs will react fast nd in the following pairs will react faster in an SN2 reaction? Give a reason why. a) 1 bromobutane or 2-bromobutane b) 2-bromo-2-methylpentane or 2-bromo-4-methylpentane? c) 1-chlorohexane or chlorocyclohexane? d) chloromethane...
1.) What is the order of reactivity of the following reagents under SN1 conditions? Under SN2...
1.) What is the order of reactivity of the following reagents under SN1 conditions? Under SN2 conditions? Draw the structures of each using the bond line method and explain your answers. 1-methyl-1-bromocyclohexane, 1-bromopropane, 2-bromohexane 2.) What is the order of reactivity of the following reagents under SN1 conditions? Under SN2 conditions? Explain your answers. CH3CH=CHBr, CH3CH=CHCH2Br, CH3CH2CH2Br 3.) We did not use crotyl chloride in this experiment. However, based on your knowledge of SN1 and SN2 predict the behavior of...
1. why does benzyl bromide react under both Sn1 conditions and Sn2 conditions? 2. To promote...
1. why does benzyl bromide react under both Sn1 conditions and Sn2 conditions? 2. To promote the Sn1 mechanism we used AgNO3 in a polar, protic solvent. True or False? Why?
For the following reaction, the cyanide nucleophile could reasonably substitute at either of two positions. One...
For the following reaction, the cyanide nucleophile could
reasonably substitute at either of two positions. One mechanism
produces 4-cyanoheptane and dimethylsulfide. The competing
mechanism produces 4-methylthioheptane and acetonitrile (CH3CN). In
practice, only one substitution is observed. Choose the most likely
mechanistic pathway for this reaction and draw both of the
products. Select whether it proceeds via an SN1 or SN2
mechanism.
This is a Mixed question/ It is worth 4 points / You have unlimited attempts / There is a...
1. For the following Alkyl halide indicate which position will react under SN1 reaction conditions and...
1. For the following Alkyl halide indicate which position will react under SN1 reaction conditions and under SN2 reaction conditions. Explain your answer. BEBE 2. Draw the complete mechanism and the products for of the following SN1 reaction paying close attention to stereochemistry. HyCc CH OH CH CHE
1. Under second-order conditions (strong base/nucleophile), SN2 and E2 reactions may occur simultaneously and compete with...
1. Under second-order conditions (strong base/nucleophile),
SN2 and E2 reactions may occur simultaneously and
compete with each other.
Show what products might be expected from the reaction of
2-bromo-3-methylbutane (a moderately hindered 2∘ alkyl halide) with
sodium ethoxide.
2.Under second-order conditions (strong base/nucleophile),
SN2 and E2 reactions may occur simultaneously and
compete with each other.
Show what products might be expected from the reaction of
2-bromo-3-methylbutane (a moderately hindered 2∘ alkyl halide) with
sodium ethoxide
3.. Provide the structure of...
Please HELP!! Table 1: Alkyl Halides in NaI Substrate Time for Precipitate to Form Heated? Temp...
Please HELP!! Table 1: Alkyl Halides in NaI Substrate Time for Precipitate to Form Heated? Temp (℃) Time (min) Heat Relative Ranking (#1-#6) Predicted Relative Ranking (#1-#6) Bromobenzene No reaction Yes 44 10 6 6 2-Chlorobutane No reaction Yes 44 10 5 4 1-Chlorobutane 13 min Yes 44 8 4 3 Benzyl Chloride 2min 30 sec No --- --- 2 1 1-Chloro-2-butene 1 second No --- --- 1 5 1-Bromobutane 5 min No --- --- 3 2 1. Why did...
1. In both the sodium iodide
test and the silver nitrate test, why does 2-bromobutane react
faster than 2-chlorobutane?
Bromine is a better leaving group since it is a weaker base than
chlorine is.
2. a. Why does benzyl chloride react under both
SN1 and SN2 conditions?
Benzyl
chloride is a primary alkyl halide, hence reactive under SN2
conditions.
The
primary carbocation formed due to the departure of Cl- is
stabilized by the pi electrons in the benzene ring.
b. Why is...
5) Iodine is a better leaving group than bromine. But iodine is
a better nucleophile than bromine. Why is that?
Introduction Alkyl halides can be prepared from alcohols by reactions with hydrogen halides (HCI, HBr, or HI) via nucleophilic substitution. In this type of reaction, the nucleophile displaces a leaving group from a carbon atom of an organic substrate (here the alcohol once protonated). Both electrons of the new bond to the carbon are provided by the nucleophile while the...
1. a) Complete the balanced net ionic equation for these nucleophilic substitution reactions. b) State whether each reaction will occur by Sn1 or Sn2 mechanisms ma + o CH₃ H3C-50 + Y Z-I + CH3OH I Br + H2O 2. Which compound in the following pairs will react fast nd in the following pairs will react faster in an SN2 reaction? Give a reason why. a) 1 bromobutane or 2-bromobutane b) 2-bromo-2-methylpentane or 2-bromo-4-methylpentane? c) 1-chlorohexane or chlorocyclohexane? d) chloromethane...
For the following reaction, the cyanide nucleophile could
reasonably substitute at either of two positions. One mechanism
produces 4-cyanoheptane and dimethylsulfide. The competing
mechanism produces 4-methylthioheptane and acetonitrile (CH3CN). In
practice, only one substitution is observed. Choose the most likely
mechanistic pathway for this reaction and draw both of the
products. Select whether it proceeds via an SN1 or SN2
mechanism.
This is a Mixed question/ It is worth 4 points / You have unlimited attempts / There is a...
1. For the following Alkyl halide indicate which position will react under SN1 reaction conditions and under SN2 reaction conditions. Explain your answer. BEBE 2. Draw the complete mechanism and the products for of the following SN1 reaction paying close attention to stereochemistry. HyCc CH OH CH CHE
1. Under second-order conditions (strong base/nucleophile),
SN2 and E2 reactions may occur simultaneously and
compete with each other.
Show what products might be expected from the reaction of
2-bromo-3-methylbutane (a moderately hindered 2∘ alkyl halide) with
sodium ethoxide.
2.Under second-order conditions (strong base/nucleophile),
SN2 and E2 reactions may occur simultaneously and
compete with each other.
Show what products might be expected from the reaction of
2-bromo-3-methylbutane (a moderately hindered 2∘ alkyl halide) with
sodium ethoxide
3.. Provide the structure of...
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