Two separate reactions are conducted as outlined below. Reaction 1: 4 drops of benzyl chloride in...
- Two separate reactions are conducted as outlined below.
Reaction 1: 4 drops of benzyl chloride in 2 mL of 1% AgNO3 in ethanol.
Reaction 2: 4 drops of 2-chlorobutane in 2 mL of 1% AgNO3 in ethanol.
- List the expected rate of each of the reactions. List the slowest reaction first and fastest reaction last.
- Explain your reasoning based on substrate structure, the nature of the leaving group (if applicable), and whether the conditions favor SN1 or SN2 mechanisms. (NOTE: carefully consider the available resonance structures for each of the substrates, i.e. which forms the more stable carbocation?).
Homework Answers
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Two separate reactions are conducted as outlined
below.
Reaction 1: 4 drops of benzyl
chloride in...
Thanks 1. Two separate reactions are conducted as outlined below. Reaction 1: 4 drops of 2-bromobutane...
Thanks
1. Two separate reactions are conducted as outlined below. Reaction 1: 4 drops of 2-bromobutane in 2 mL of 1% AgNO, in ethanol. Reaction 2: 4 drops of 2-chlorobutane in 2 ml of 1% AgNO, in ethanol. a. list the expected rate of each of the reactions. List the slowest reaction first and fastest reaction last. b. Explain your reasoning based on substrate structure, the nature of the leaving group (if applicable), and whether the conditions favor Sylor Sw2...
2. Three separate reactions are conducted as outlined below. Reaction 1: 4 drops of 1-chlorobutane in...
2. Three separate reactions are conducted as outlined below. Reaction 1: 4 drops of 1-chlorobutane in 2 mL of 1% AgNO, in ethanol. Reaction 2: 4 drops of 2-chlorobutane in 2 mL of 1% AgNO, in ethanol. Reaction 3:4 drops of t-butyl chloride in 2 mL of 1% AgNO, in ethanol. a. List the expected rate of each of the reactions. List the slowest reaction first and fastest reaction last. b. Explain your reasoning based on substrate structure, the nature...
organic chemistry question kinetic study lab 1) justify why benzyl chloride (PhCH2Cl) reacts faster than 2-Chlorobutane...
organic chemistry question kinetic study lab 1) justify why benzyl chloride (PhCH2Cl) reacts faster than 2-Chlorobutane under any of the reaction conditions studied. (Sn2 and Sn1) 2) the compounds 2-bromobutane and 2-clorobutane are secondary alkyl halides. what can be concluded with reactions Sn1 (AgNO3 )and Sn2 (NaI)
Nucleophilic Substitution Reactions Lab (SN1 and SN2 reaction mechanisms) Below are my lab results for SN1...
Nucleophilic Substitution Reactions Lab (SN1 and SN2 reaction mechanisms) Below are my lab results for SN1 and SN2 reactions. This first column of the chart gives the ten starting material halides used in this experiment. The second column gives the reaction time for SN1 mechanisms with silver nitratate in ethanol solution. The third column gives the reaction time for SN2 mechanisms with sodium iodide. In theory, primary alkyl halides are expected to react faster in SN2 mechanisms, and tertiary alkyl...
Name 1. Classify the following substrates as 1º, 2º, 3º, aryl, allylie, or benzylie: 8 8...
Name 1. Classify the following substrates as 1º, 2º, 3º, aryl, allylie, or benzylie: 8 8 xq 2. Identify the substrate, nucleophile/base, and the leaving group in the following reactions and indicate the type of reaction (ie. SN1, SN2, E1, E2) taking place: 3. Rank the following alcohols in order of increasing reaction rate (1=slowest, 4-fastest) in an SNI reaction:
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...
CHEM 2123/Pre-Lab Study Questions /Exp. #6 Reactivities of Alkyl Halides in Nucleophilic Subs. Reactions Amonda salas...
CHEM 2123/Pre-Lab Study Questions /Exp. #6 Reactivities of Alkyl Halides in Nucleophilic Subs. Reactions Amonda salas Name 1. Classify the following substrates as 1°, 2, 3, aryl, allylic, or benzy lic: CH OCH CHB сна 2. Identify the substrate, nucleophile/base, and the leaving group in the following reactions and indicate the type of reaction (i.e. SN1, SN2, EI, E2) taking place: Br Nal Accionc H.с н.с Нас, CH,OH HEAT сH,он CH-Br Н-о CH CHs CH,CH-ONa HEAT Нс CH3 3. Rank...
For the Reactions that formed precipitates, what are the drawn out reaction equations with stereochemistry if...
For the Reactions that formed precipitates, what are the drawn
out reaction equations with stereochemistry if applicable?
Part 1. Enter the results of each test into the table below: 1°, 2° or 3°? Alkyl Halides 1-chlorobutane Sn2 (Nal/acetone) Precipitate formed 1-bromobutane Precipitate formed 2-chlorobutane No precipitate formed 2-bromobutane No precipitate formed bromocyclohexane No precipitate formed 2-chloro-2-methylpropane (t-butyl chloride) No precipitate formed Crotyl chloride No precipitate formed Benzyl chloride (a-chlorotoluene) No precipitate formed Arrange the alkyl halides in order of reactivity...
In our experiment we will use three different substrates: 1°, n-butyl chloride; 2°, sec-butyl chloride; and...
In our experiment we will use three different substrates: 1°,
n-butyl chloride; 2°, sec-butyl chloride; and 3°, tert- butyl
chloride, and we will evaluate their reactivity and the rate of the
reaction in an SN1 reaction. We will use an acid-base indicator to
monitor the completion of the reaction and a salt, silver nitrate,
to obtain a precipitate. The success of the reaction is evidenced
by the change in color of the indicator (from orange to red) due to
the...
3) Name two solvents that are commonly used for SN2 reactions. because they considerably slow down...
3) Name two solvents that are commonly used for SN2 reactions.
because they considerably slow down SN1 reactions.
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...
Thanks
1. Two separate reactions are conducted as outlined below. Reaction 1: 4 drops of 2-bromobutane in 2 mL of 1% AgNO, in ethanol. Reaction 2: 4 drops of 2-chlorobutane in 2 ml of 1% AgNO, in ethanol. a. list the expected rate of each of the reactions. List the slowest reaction first and fastest reaction last. b. Explain your reasoning based on substrate structure, the nature of the leaving group (if applicable), and whether the conditions favor Sylor Sw2...
2. Three separate reactions are conducted as outlined below. Reaction 1: 4 drops of 1-chlorobutane in 2 mL of 1% AgNO, in ethanol. Reaction 2: 4 drops of 2-chlorobutane in 2 mL of 1% AgNO, in ethanol. Reaction 3:4 drops of t-butyl chloride in 2 mL of 1% AgNO, in ethanol. a. List the expected rate of each of the reactions. List the slowest reaction first and fastest reaction last. b. Explain your reasoning based on substrate structure, the nature...
Name 1. Classify the following substrates as 1º, 2º, 3º, aryl, allylie, or benzylie: 8 8 xq 2. Identify the substrate, nucleophile/base, and the leaving group in the following reactions and indicate the type of reaction (ie. SN1, SN2, E1, E2) taking place: 3. Rank the following alcohols in order of increasing reaction rate (1=slowest, 4-fastest) in an SNI reaction:
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...
CHEM 2123/Pre-Lab Study Questions /Exp. #6 Reactivities of Alkyl Halides in Nucleophilic Subs. Reactions Amonda salas Name 1. Classify the following substrates as 1°, 2, 3, aryl, allylic, or benzy lic: CH OCH CHB сна 2. Identify the substrate, nucleophile/base, and the leaving group in the following reactions and indicate the type of reaction (i.e. SN1, SN2, EI, E2) taking place: Br Nal Accionc H.с н.с Нас, CH,OH HEAT сH,он CH-Br Н-о CH CHs CH,CH-ONa HEAT Нс CH3 3. Rank...
For the Reactions that formed precipitates, what are the drawn
out reaction equations with stereochemistry if applicable?
Part 1. Enter the results of each test into the table below: 1°, 2° or 3°? Alkyl Halides 1-chlorobutane Sn2 (Nal/acetone) Precipitate formed 1-bromobutane Precipitate formed 2-chlorobutane No precipitate formed 2-bromobutane No precipitate formed bromocyclohexane No precipitate formed 2-chloro-2-methylpropane (t-butyl chloride) No precipitate formed Crotyl chloride No precipitate formed Benzyl chloride (a-chlorotoluene) No precipitate formed Arrange the alkyl halides in order of reactivity...
In our experiment we will use three different substrates: 1°,
n-butyl chloride; 2°, sec-butyl chloride; and 3°, tert- butyl
chloride, and we will evaluate their reactivity and the rate of the
reaction in an SN1 reaction. We will use an acid-base indicator to
monitor the completion of the reaction and a salt, silver nitrate,
to obtain a precipitate. The success of the reaction is evidenced
by the change in color of the indicator (from orange to red) due to
the...
3) Name two solvents that are commonly used for SN2 reactions.
because they considerably slow down SN1 reactions.
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...
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