Which is the best SN2 substrate? a.2-chloro-2-methylhexane b.2-chlorohexane c.1-chlorohexane Which substrate will react fastest via an...
Which is the best SN2 substrate?
a.2-chloro-2-methylhexane
b.2-chlorohexane
c.1-chlorohexane
Which substrate will react fastest via an SN1 mechanism?
a.1-bromo-2-methylcyclohexane
b.1-bromo-1-methylcyclohexane
c.bromocyclohexane
Which of the following is capable of a rearrangement once the leaving group leaves?
a.1-bromo-4-methylcyclohexane
b.1-bromo-1-methylcyclohexane
c.1-bromo-2-methylcyclohexane
d.bromocyclohexane
Homework Answers
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Which is the best SN2 substrate?
a.2-chloro-2-methylhexane
b.2-chlorohexane
c.1-chlorohexane
Which substrate will react fastest via an...
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...
S-3-chloro-3-methylhexane reacts with an iodide anion, I-. a) Will this reaction proceed via an SN1, SN2,...
S-3-chloro-3-methylhexane reacts with an iodide anion, I-. a) Will this reaction proceed via an SN1, SN2, E1, or E2 reaction mechanism? b) What is the IUPAC name of the product(s) of this reaction? Include R and S designations if relevant. c) After the reaction has occurred, will the product solution be optically active?
Part A: Indicate which substrate in each pair is more reactive by an SN2 mechanism and...
Part A: Indicate which substrate in each pair is more reactive by an SN2 mechanism and explain why in terms of leaving group ability or substrate degree (primary, secondary, tertiary): 2-chlorobutane and 2-bromobutane 2-chlorobutane and 1-bromobutane 1-chlorobutane and 1-bromobutane 2-bromobutane and 1-bromobutane 2-chloro-2-methylpropane and 2-chlorobutane Part B: Indicate which substrate in each pair (same ones in part a) is more reactive by an SN1 mechanism and explain why in terms of leaving group ability or substrate degree (primary, secondary, tertiary).
1) State which of the electrophiles given below will react preferentially by i) SN1, ii) by...
1) State which of the electrophiles given below will react
preferentially by i) SN1, ii) by SN2, or iii) capable of reacting
by either of the two mechanisms depending on the given conditions.
How can you affect those conditions to favour SN1 or SN2? Reason
your predictions based on the structures of the compounds. Br-CH3,
Br-CH2CH3, Br-CH(CH3)2, Br-C(CH3)3, Br-CH2-C5H6; C5H6 = phenyl
Introduction Alkyl halides can be prepared from alcohols by reactions with hydrogen halides (HCI, HBr, or HI) via...
Draw all possible stereoisomers for each of the following.(a). 2- chloro-3-hexanol. (b). 2-bromo-4- chlorohexane . (c)...
Draw all possible stereoisomers for each of the following.(a). 2- chloro-3-hexanol. (b). 2-bromo-4- chlorohexane . (c) 2,3,-diachloro pentane. (d). 1,3-diabromopentane.(2) .Draw the stereoisomers of 2-methylcyclohexane.
7. Predict the SN2 product of this reaction: NaOH CHOH 8. 1-bromo-2-methylcyclohexane reacts via an SN1...
7. Predict the SN2 product of this reaction: NaOH CHOH 8. 1-bromo-2-methylcyclohexane reacts via an SN1 mechanism to produce 2 products. Draw the carbocation intermediate that led to each individual product. Qarakia
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. 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...
for each pair of compounds, state which is the better SN2 substrate 2-methyl-1-iodopropane or tert-butyl iodide...
for each pair of compounds, state which is the better SN2
substrate
2-methyl-1-iodopropane or tert-butyl iodide 2-methyl-1-iodopropane O tert-butyl iodide Submit Request Answer Part B cyclohexyl bromide or 1-bromo-1-methylcyclohexane 1-bromo-1-methylcyclohexane cyclohexyl bromide 2-bromobutane or isopropyl bromide O isopropyl bromide 2-bromobutane Submit Request Answer Part D 1-chloro-2,2-dimethylbutane or 2-chlorobutane O 1-chloro-2,2-dimethylbutane 2-chlorobutane 1-iodobutane or 2-iodopropane O 2-iodopropane O 1-iodobutane Submit Request Answer
4) Can you ever have only SN2 or only SN1? Introduction Alkyl halides can be prepared...
4) Can you ever have only SN2 or only SN1?
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 leaving group departs with both electrons of its bond to...
1) State which of the electrophiles given below will react
preferentially by i) SN1, ii) by SN2, or iii) capable of reacting
by either of the two mechanisms depending on the given conditions.
How can you affect those conditions to favour SN1 or SN2? Reason
your predictions based on the structures of the compounds. Br-CH3,
Br-CH2CH3, Br-CH(CH3)2, Br-C(CH3)3, Br-CH2-C5H6; C5H6 = phenyl
Introduction Alkyl halides can be prepared from alcohols by reactions with hydrogen halides (HCI, HBr, or HI) via...
7. Predict the SN2 product of this reaction: NaOH CHOH 8. 1-bromo-2-methylcyclohexane reacts via an SN1 mechanism to produce 2 products. Draw the carbocation intermediate that led to each individual product. Qarakia
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. 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...
for each pair of compounds, state which is the better SN2
substrate
2-methyl-1-iodopropane or tert-butyl iodide 2-methyl-1-iodopropane O tert-butyl iodide Submit Request Answer Part B cyclohexyl bromide or 1-bromo-1-methylcyclohexane 1-bromo-1-methylcyclohexane cyclohexyl bromide 2-bromobutane or isopropyl bromide O isopropyl bromide 2-bromobutane Submit Request Answer Part D 1-chloro-2,2-dimethylbutane or 2-chlorobutane O 1-chloro-2,2-dimethylbutane 2-chlorobutane 1-iodobutane or 2-iodopropane O 2-iodopropane O 1-iodobutane Submit Request Answer
4) Can you ever have only SN2 or only SN1?
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 leaving group departs with both electrons of its bond to...
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