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VI. A. In a recent publication, a group of chemists reported on a special acid catalyst...
The first mechanistic step of the forward aldol reaction in Scheme 2 is a Bronsted acid-base...
The first mechanistic step of the forward aldol reaction in Scheme 2 is a Bronsted acid-base reaction between cyclohexanone A and ethoxide B. As you know from class, the pKa of ethanol (the conjugate acid of ethoxide) is about 15. The pKa of which species below best approximates that of cyclohexanone (A)? O C H3C CH3 CH3 acid 1 H acid2 acid 3 pKa 10 pKa 20 pKa 35
3. What acid or base catalyst will you use for the reaction? Please give the mechanism...
3. What acid or base catalyst will you use for the reaction? Please give the mechanism for a general aldol reaction with such catalyst.
just need (e) to (h) 5. Molecules with an-OH group directly bonded to a C-C sp...
just need (e) to (h)
5. Molecules with an-OH group directly bonded to a C-C sp hybridized carbon are called "enol"'s. The types of chemical reactions which enols undergo are substantially different from those of normal alcohols. By considering the Brensted-Lowry and Lewis acid/base reactivity of an enol, you can predict a few of these differences. (a) Ethenol, the simplest "enol", can react as a BL. base in three different places, by gaining a proton at either of the two...
Label: -nucleophile -electrophile -leaving group Draw a reasonable, step by step arrow pushing mechanism for the...
Label:
-nucleophile
-electrophile
-leaving group
Draw a reasonable, step by step arrow pushing mechanism for
the overall reaction. You may abbreviate non-involved parts of any
of the molecules with 'R' groups, and you can assume that water is
present in the reaction (to act as either an acid or a base).
REVIEW INSIGHT Hмт RHNOC ON NH NO но он но он Lysine peptide S-adenosylmethionine Methyllysine peptide S-adenosy homocysteine substrate product Figure 1 Mechanism of lysine methylation catalysed by histone...
Chem 202, Fall 2019 Homework Packet 9 (Carboxylic Acid Derivatives) 2. Reactivity of Carboxylic Acid Derivatives...
Chem 202, Fall 2019 Homework Packet 9 (Carboxylic Acid Derivatives) 2. Reactivity of Carboxylic Acid Derivatives a. Rank the following carboxylic acid derivatives in order from LEAST reactive to MOST reactive when they undergo nucleophilic acyl substitution reactions: — '— ' la do lan loons obe OCH3 b. Justify your answer thoroughly in words. Your explanation should include, if applicable, definitions and explanations that cover leaving group ability, conjugate acid strengths, pKa values, etc. 4. Amide Formation Mechanism: Draw the...
WMK Mechanism Project You are expected to provide a mechanism from beginning to end with a...
WMK Mechanism Project You are expected to provide a mechanism from beginning to end with a detailed explanation of type of chemical reaction, mechanism, and labeling relevant reagent classes. Use the reaction steps to guide your mechanistic detail; note not all reagents, catalysts, and solvents are shown. For each mechanistic step, a. Label the Nucleophile/Base/Electrophile/Acid (if possible) b. Label each step according the mechanism: A. acid/base, B. bimolecular nucleophilic substitution, C. heterolysis, D. coordination, E. bimolecular elimination, F. electrophilic elimination,...
Product was formed successfully based on the exp. below (about 85% yield), please interpret/discuss HNMR/IR in...
Product was formed successfully based on the exp. below (about
85% yield), please interpret/discuss HNMR/IR in as much detail as
possible and assign peaks on HNMR (which peak represents which
protons of which group, etc). Note: I already know how you
determine the formation of the product so you can skip that part of
part b).
Based on this exp:
Discuss the IR spectrum and what is the peak in IR that you can see for a specific functional group...
For the following three structures, (a) identify the leaving group, LG, by circling it, and (b) provide the substitutio...
For the following three structures, (a) identify the leaving group, LG, by circling it, and (b) provide the substitution at the alpha carbon, ac, by designating it as either unsubstituted, 1°, 2°, or 3º. ci o i OMS нг olen H3C-N CH3 Apply the designated mechanism to the provided substrate and nucleophile to predict the product(s). Nat roh woh Apply S2 HO TfOH Apply Sn1 According to our predictive model classification of bases, how would you categorize each base shown...
1. Matching. For each functional group on the left, select the reducing agent(s) on the right...
1. Matching. For each functional group on the left, select the reducing agent(s) on the right that WILL successfully react with the given functional group. Write the letter that corresponds to the correct answer on the line next to the functional group. once, and you may or may not use all of the possible answers. (5 pts) You will use one or more of the answers more than carboxylic acid a) LiAIH b) NaBH c) both LiAlH4 and NaBH4 d)...
СО cat. H + NH2CH3 + H2CO2C CO2CH3 CO CHE Cocaine has been prepared by a...
СО cat. H + NH2CH3 + H2CO2C CO2CH3 CO CHE Cocaine has been prepared by a sequence beginning with a Mannich reaction between dimethyl acetonedicarboxylate, methylamine, and butanedial. The mechanism involves the following steps: 1. Following initial protonation of the carbonyl oxygen, nucleophilic attack by the amine forms carbinolamine 1; 2. Proton transfer and elimination of water forms iminium ion 2; he enol form of the dicarboxylate ester attacks the iminium ion to form adduct 3; 4. Adduct 3 tautomerizes...
The first mechanistic step of the forward aldol reaction in Scheme 2 is a Bronsted acid-base reaction between cyclohexanone A and ethoxide B. As you know from class, the pKa of ethanol (the conjugate acid of ethoxide) is about 15. The pKa of which species below best approximates that of cyclohexanone (A)? O C H3C CH3 CH3 acid 1 H acid2 acid 3 pKa 10 pKa 20 pKa 35
3. What acid or base catalyst will you use for the reaction? Please give the mechanism for a general aldol reaction with such catalyst.
just need (e) to (h)
5. Molecules with an-OH group directly bonded to a C-C sp hybridized carbon are called "enol"'s. The types of chemical reactions which enols undergo are substantially different from those of normal alcohols. By considering the Brensted-Lowry and Lewis acid/base reactivity of an enol, you can predict a few of these differences. (a) Ethenol, the simplest "enol", can react as a BL. base in three different places, by gaining a proton at either of the two...
Label:
-nucleophile
-electrophile
-leaving group
Draw a reasonable, step by step arrow pushing mechanism for
the overall reaction. You may abbreviate non-involved parts of any
of the molecules with 'R' groups, and you can assume that water is
present in the reaction (to act as either an acid or a base).
REVIEW INSIGHT Hмт RHNOC ON NH NO но он но он Lysine peptide S-adenosylmethionine Methyllysine peptide S-adenosy homocysteine substrate product Figure 1 Mechanism of lysine methylation catalysed by histone...
Chem 202, Fall 2019 Homework Packet 9 (Carboxylic Acid Derivatives) 2. Reactivity of Carboxylic Acid Derivatives a. Rank the following carboxylic acid derivatives in order from LEAST reactive to MOST reactive when they undergo nucleophilic acyl substitution reactions: — '— ' la do lan loons obe OCH3 b. Justify your answer thoroughly in words. Your explanation should include, if applicable, definitions and explanations that cover leaving group ability, conjugate acid strengths, pKa values, etc. 4. Amide Formation Mechanism: Draw the...
WMK Mechanism Project You are expected to provide a mechanism from beginning to end with a detailed explanation of type of chemical reaction, mechanism, and labeling relevant reagent classes. Use the reaction steps to guide your mechanistic detail; note not all reagents, catalysts, and solvents are shown. For each mechanistic step, a. Label the Nucleophile/Base/Electrophile/Acid (if possible) b. Label each step according the mechanism: A. acid/base, B. bimolecular nucleophilic substitution, C. heterolysis, D. coordination, E. bimolecular elimination, F. electrophilic elimination,...
Product was formed successfully based on the exp. below (about
85% yield), please interpret/discuss HNMR/IR in as much detail as
possible and assign peaks on HNMR (which peak represents which
protons of which group, etc). Note: I already know how you
determine the formation of the product so you can skip that part of
part b).
Based on this exp:
Discuss the IR spectrum and what is the peak in IR that you can see for a specific functional group...
For the following three structures, (a) identify the leaving group, LG, by circling it, and (b) provide the substitution at the alpha carbon, ac, by designating it as either unsubstituted, 1°, 2°, or 3º. ci o i OMS нг olen H3C-N CH3 Apply the designated mechanism to the provided substrate and nucleophile to predict the product(s). Nat roh woh Apply S2 HO TfOH Apply Sn1 According to our predictive model classification of bases, how would you categorize each base shown...
1. Matching. For each functional group on the left, select the reducing agent(s) on the right that WILL successfully react with the given functional group. Write the letter that corresponds to the correct answer on the line next to the functional group. once, and you may or may not use all of the possible answers. (5 pts) You will use one or more of the answers more than carboxylic acid a) LiAIH b) NaBH c) both LiAlH4 and NaBH4 d)...
СО cat. H + NH2CH3 + H2CO2C CO2CH3 CO CHE Cocaine has been prepared by a sequence beginning with a Mannich reaction between dimethyl acetonedicarboxylate, methylamine, and butanedial. The mechanism involves the following steps: 1. Following initial protonation of the carbonyl oxygen, nucleophilic attack by the amine forms carbinolamine 1; 2. Proton transfer and elimination of water forms iminium ion 2; he enol form of the dicarboxylate ester attacks the iminium ion to form adduct 3; 4. Adduct 3 tautomerizes...
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