Homework Answers
a) Addition reaction:
When bromine is added to the given substrate to give the dibromo product with anti stereochemistry. The bromonium ion as intermediate forms which can be breakdown by another nucleophile (Br-) to get dibromo product with anti addition of both bromine atom. No carbocation intermediate is formed and no any rearrangements.
The other product formed is H2 gas which is not affecting any environmental hazards so the addition reaction has very low E-factor hence the chemical reaction and the overall process is quite safe.
b) Substitution reaction:
The reaction shown here is also called as SN2 reaction (nucleophilic substitution bimolecular reaction). In this reaction in the rate determining step involves 2 components as simultaneous bond-making and bond-breaking steps.
The given reaction -OH group is not good leaving group as well as the nucleophile ( Br-) is not strong enough to displace. The reaction may undergo with strong reaction conditions like at high temperature. The inversion of the configuration of the reactive carbon centre is possible as the nucleophile is always attack through backside of the leaving group.
The product formed are alkyl bromide and the water therefore very safe process having very low e-factor.
c) Elimination reaction:
When tertiary alkyl halide reacts with sodium alkoxide, it undergoes elimination reaction to form corresponding alkenes. Thus, when t-butyl bromide reacts with sodium methoxide it forms isobutylene and methanol and sodium bromide as byproducts.
As the products formed are isobutene and methanol and sodium bromide therefore very safe process having very low e-factor.
d) Rearrangement reaction:
In the rearrangement reaction only the atom and functional group rearrange due to the heat/catalyst sensitive fashion hence there is no any major reaction hazards. The given reaction is very photosensitive radical formation and stabilization to the desired rearranged product formation. No any byproduct from these type reaction so it is an example of green chemistry having no any E-factor. It is very safe reaction.
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5.59. The following equations represent (a) an addition reaction, (b) a substitution reaction, (c) an elimination...
1. Classify each of the following reactions as either an addition, elimination, substitution, or rearrangement ОН...
1. Classify each of the following reactions as either an addition, elimination, substitution, or rearrangement ОН SOCI, Br Br2 1 equiv. Br ОН Он H,SO, + H20 heat ОН CH* 1. OsO4, 2. Н,О, "ОН molten KOH 200°C Br Br
Substitution and Elimination Reactions: Complete the following mechanism involving 1-iodo-2,2-dimethylpropane. Substitution and Elimination Reactions: Complete the...
Substitution and Elimination
Reactions: Complete the following mechanism involving
1-iodo-2,2-dimethylpropane.
Substitution and Elimination Reactions: Complete the following mechanism involving 1-iodo-2,2-dimethylpropane. 3 of 3 сH, CH3 Ag - CH Нас- Н,С. Н,о CHa он Edit the reaction by drawing all steps in the appropriate boxes and connecting them with reaction arrows. Add charges where needed. Electron flow arrows should start on an atom or a bond and should end on an atom, bond, or location where a new bond should be...
Classify each of the following organic reactions. Substitution Elimination Addition Type of Reaction Reaction OH CH2-CH...
Classify each of the following organic reactions. Substitution Elimination Addition Type of Reaction Reaction OH CH2-CH + HCN– CH3-CH-CN CH3-CH2-CH2-OH + HBr – CH3-CH2-CH2-Br + H2O CH3-CH=CH-CH3 + HBr – CH3-CH-CH2-CHz Br
Classify each of the following organic reactions. Substitution Addition Elimination Type of Reaction Reaction CH3 CH3...
Classify each of the following organic reactions. Substitution Addition Elimination Type of Reaction Reaction CH3 CH3 CH3-CH=C-CH3 + H20 – CH3-CH2-C-CH3 OH CH3-CH2-CH=CH2 + HCI → CH3-CH2-CH-CH3 CI CH3-CH-CH2-CH3 + CH3-CH=CH-CH3 + HBr Br
is the major product of the following substitution reaction! CH₂CH₂OH NaBr ? A) CH₃ CH₂ Br D) All of the Above B) C...
is the major product of the following substitution reaction! CH₂CH₂OH NaBr ? A) CH₃ CH₂ Br D) All of the Above B) CH₃ CH₂ Na E) None of the above c) CH3-C-H 20 Which is the major product of the following substitution reaction? ? CHICH-CH-CH2 HBr CH OH CH₂ C) CH₂ C=CH-CH₂ Shy A) CH₂ CH-CH=CH₂ D) None of the Above. B) CH₃ ¢-CH₂-CH₃ Br 2) Which is the major product of the following reaction? CH3 CH PBr3 ? CH₂...
1. For the following substitution reaction, please (a) calculate the AHn. (b) Is this reaction an exothermic or end...
1. For the following substitution reaction, please (a) calculate the AHn. (b) Is this reaction an exothermic or endothermic process? (5 pts) Bond dissociation energies CH3 CH3 Н-с-он (CH3)2CH-Br 285 kJ/mol H-OH Н-с -Br Н-Bг (CH3)2CH-OH 401 kJ/mol CH3 CH3 H-OH 498 kJ/mol 368 kJ/mol Н-Вг
elimination/substitution reactions TsO. он 1. TsCl, pyr 2. NaN Ph н. CH3 NaOH Н,с E2 Only...
elimination/substitution reactions
TsO. он 1. TsCl, pyr 2. NaN Ph н. CH3 NaOH Н,с E2 Only CH2CH он. Br LDA но Он HSO Нeat Ring expansion H2SO Нeat он 5. Identify each position where an SN1, or SN2 reaction is likely to occur. If there is the potential for both, state SN1 or SN2 TsO. Br NH2 NO
7 the following substitution reaction? Which is the major product of the follow CHOCHOH NaBr ?...
7 the following substitution reaction? Which is the major product of the follow CHOCHOH NaBr ? A) CH₂ CH₂ Br B) CH CH. Na c) CH₂-E-H D) All of the Above E) None of the Above of the following substitution reaction? CHE is the major product of the following substitut CH₂CH=CH-CH2 HBr ? CHz CÓ CH2=CH-CH3 OH A) CH₂CH=CH-CH3 B) CH3C-CH₂-CH3 D) None of the Above ? Which is the major product of the following reaction? PBra ? CHCH OH...
Classify each of the following organic reactions. Substitution Elimination Addition Type of Reaction Reaction CH3-CH2-CH2-CH3 +...
Classify each of the following organic reactions. Substitution Elimination Addition Type of Reaction Reaction CH3-CH2-CH2-CH3 + Cl2 → CH2-CH2-CH2-CH3 + HCI CI CH3-CH=CH-CH3 + Cl2 → CH3-CH-CH-CH3 CICI CH3-CH2-CH-CH3 - CH3-CH2-CH=CH2 + HCI
09 Which is the major product of the following substitution reaction? CH₂CH₂OH NaBr ? A) CH₃...
09 Which is the major product of the following substitution reaction? CH₂CH₂OH NaBr ? A) CH₃ CH₂ Br D) All of the Above B) CH₃ CH₂ Na E) None of the Above c) CH₂-E-H 20 Which is the major product of the following sultitution reaction? CH₃ CH-CH-CH2 HBr ? OH CH₂ C) CH C=CH-CH₂ A) CH₂ CH-CH=CH₂ Br CH3 Br B) CH₂ C-CH₂=CH₂ D) None of the Above 2 Which is the major product of the following reaction? CH3 PBra...
1. Classify each of the following reactions as either an addition, elimination, substitution, or rearrangement ОН SOCI, Br Br2 1 equiv. Br ОН Он H,SO, + H20 heat ОН CH* 1. OsO4, 2. Н,О, "ОН molten KOH 200°C Br Br
Substitution and Elimination
Reactions: Complete the following mechanism involving
1-iodo-2,2-dimethylpropane.
Substitution and Elimination Reactions: Complete the following mechanism involving 1-iodo-2,2-dimethylpropane. 3 of 3 сH, CH3 Ag - CH Нас- Н,С. Н,о CHa он Edit the reaction by drawing all steps in the appropriate boxes and connecting them with reaction arrows. Add charges where needed. Electron flow arrows should start on an atom or a bond and should end on an atom, bond, or location where a new bond should be...
Classify each of the following organic reactions. Substitution Elimination Addition Type of Reaction Reaction OH CH2-CH + HCN– CH3-CH-CN CH3-CH2-CH2-OH + HBr – CH3-CH2-CH2-Br + H2O CH3-CH=CH-CH3 + HBr – CH3-CH-CH2-CHz Br
Classify each of the following organic reactions. Substitution Addition Elimination Type of Reaction Reaction CH3 CH3 CH3-CH=C-CH3 + H20 – CH3-CH2-C-CH3 OH CH3-CH2-CH=CH2 + HCI → CH3-CH2-CH-CH3 CI CH3-CH-CH2-CH3 + CH3-CH=CH-CH3 + HBr Br
is the major product of the following substitution reaction! CH₂CH₂OH NaBr ? A) CH₃ CH₂ Br D) All of the Above B) CH₃ CH₂ Na E) None of the above c) CH3-C-H 20 Which is the major product of the following substitution reaction? ? CHICH-CH-CH2 HBr CH OH CH₂ C) CH₂ C=CH-CH₂ Shy A) CH₂ CH-CH=CH₂ D) None of the Above. B) CH₃ ¢-CH₂-CH₃ Br 2) Which is the major product of the following reaction? CH3 CH PBr3 ? CH₂...
1. For the following substitution reaction, please (a) calculate the AHn. (b) Is this reaction an exothermic or endothermic process? (5 pts) Bond dissociation energies CH3 CH3 Н-с-он (CH3)2CH-Br 285 kJ/mol H-OH Н-с -Br Н-Bг (CH3)2CH-OH 401 kJ/mol CH3 CH3 H-OH 498 kJ/mol 368 kJ/mol Н-Вг
elimination/substitution reactions
TsO. он 1. TsCl, pyr 2. NaN Ph н. CH3 NaOH Н,с E2 Only CH2CH он. Br LDA но Он HSO Нeat Ring expansion H2SO Нeat он 5. Identify each position where an SN1, or SN2 reaction is likely to occur. If there is the potential for both, state SN1 or SN2 TsO. Br NH2 NO
7 the following substitution reaction? Which is the major product of the follow CHOCHOH NaBr ? A) CH₂ CH₂ Br B) CH CH. Na c) CH₂-E-H D) All of the Above E) None of the Above of the following substitution reaction? CHE is the major product of the following substitut CH₂CH=CH-CH2 HBr ? CHz CÓ CH2=CH-CH3 OH A) CH₂CH=CH-CH3 B) CH3C-CH₂-CH3 D) None of the Above ? Which is the major product of the following reaction? PBra ? CHCH OH...
Classify each of the following organic reactions. Substitution Elimination Addition Type of Reaction Reaction CH3-CH2-CH2-CH3 + Cl2 → CH2-CH2-CH2-CH3 + HCI CI CH3-CH=CH-CH3 + Cl2 → CH3-CH-CH-CH3 CICI CH3-CH2-CH-CH3 - CH3-CH2-CH=CH2 + HCI
09 Which is the major product of the following substitution reaction? CH₂CH₂OH NaBr ? A) CH₃ CH₂ Br D) All of the Above B) CH₃ CH₂ Na E) None of the Above c) CH₂-E-H 20 Which is the major product of the following sultitution reaction? CH₃ CH-CH-CH2 HBr ? OH CH₂ C) CH C=CH-CH₂ A) CH₂ CH-CH=CH₂ Br CH3 Br B) CH₂ C-CH₂=CH₂ D) None of the Above 2 Which is the major product of the following reaction? CH3 PBra...
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