Homework Answers
Nuclepohilic attack means attack of a -vely charged species on a +vely charged C atom. The C atom of carbonyl group is attached to an oxygen atom which is a highly electronegative species. The electron density of C=O is shifted towards O and C aquires a partial +ve charge. So, C atom is susceptible to nucleophilic attack.
Now , this +ve charge can decrease in two ways : due to inductive effect from the alkyl group and Hyperconjugative effect due to the H atoms present at the alpha carbon. Greater the number of hydrogen present on the alpha carbon (C atom next to C=O) less will be the +ve charge on carbonyl carbon and as a result less will be the reactivity.
The decreasing order of the reaction :
C2H5CHO >C2H5COC2H5> C2H5CH(CH3) CO C(CH3)2C2H5 >Ch3CH(CH3)CH2COC2H5>CH3CH2CH(CH3)COC2H5> C2H5Ch(CH3)COCH(CH3)C2H5
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1. List the following carbonyl compounds in order of...
1. Rank the following carbonyl compounds from 1 to 5 in order of decreasing reactivity towards...
1. Rank the following carbonyl compounds from 1 to 5 in order of decreasing reactivity towards nucleophilic attack (i.e., from 1 for most to 5 for least reactive). Н Н. OCH I CH3 NO2 CHE CH3 NO2 CH3
Rank the following group of compounds from most acidic (1) to least acidic (4). Place the...
Rank the following group of compounds from most acidic (1) to least acidic (4). Place the number corresp the compound's relative rank in the blank below the structure. (4 points) 2. (CF3)2CHOH CH3CH OH 3. Predict the product of the following reaction. (6 points) heat and general method for the synthesis of alcohols is the addition of Grignard reagents to ca Show what Grignard reagent and what carbonyl compound you would start with to prepare each 4. A high below....
Problem 1. Synthesize the following alkene through the Wittig reaction of a carbonyl compound and a...
Problem 1. Synthesize the following alkene through the Wittig reaction of a carbonyl compound and a Wittig reagent. 2,3-diphenyl-2-butene 2. Predict the products of the following reactions. Casco CHCH.CHCH, CHCH.CH но ats ОО 2.0 CH,CHACHCH,CHCHOCH.CH, CH 3. A useful and general method for the synthesis of alcohols is the addition of Grignard reagents to carbonyl compounds. Show what Grignard reagent and what carbonyl compound you would start with to prepare the alcohol below. List all possibilities. 2-methyl--butanol 2-METHYL-2- BOTANIC
HELP! I need help with these couple of problems but especially question 7! Thank you!!! 5....
HELP! I need help with these couple of problems but especially
question 7! Thank you!!!
5. You have run a TLC on your product from the Grignard reaction and you have discovered that your product alcohol is contaminated with the carbonyl starting material. Draw a sketch of what this TLC might look like and identify the spots that correspond to the alcohol and the carbonyl compound. Which compound do you expect to have a lower Ryvalue? Explain why that compound...
First question: second question: Rank the following carbonyl-containing compounds in order of reactivity towards nucleophilic acyl...
First question:
second question:
Rank the following carbonyl-containing compounds in order of reactivity towards nucleophilic acyl substitution. 3-methylpentanoyl chloride propionamide acetic propionic anhydride isopropyl benzoate In each reaction box, place the best reagent or reactant from the list below. Stoichiometry is omitted.
1. 2. JUST DRAW ARROWS... (CH3)2Culi + CH3Cu Ph CI Ph CH3 The ketone intermediate formed...
1.
2.
JUST DRAW ARROWS...
(CH3)2Culi + CH3Cu Ph CI Ph CH3 The ketone intermediate formed in the reaction of an acid chloride with a Grignard reagent cannot be isolated because it reacts too rapidly with the second equivalent of Grignard reagent. To produce a ketone from an acid chloride, one can treat the acid chloride with a lithium dialkylcopper reagent. The reaction occurs by nucleophilic acyl substitution on the acid chloride by the dialkylcopper anion to yield an acyl...
Plz explain In as much detail as possible don't answer if u just going to leave...
Plz explain In as much detail as possible don't answer if u
just going to leave one line
Also ignore the answers on the sheet
CH4005/PY5150-WORKSHOP PROBLEMS 1 (Dr Mann): ALCOHOLS 1 Suggest syntheses for the three alcohols shown below. Possible synthetic methods (discussed in lecture 1) include: . substitution of haloakanes .hydration of alkenes via Grignard reagents reduction of carbonyl compounds 2 H, CH,CH-C-OH H,C-C-CH,CH,OH CH,CH C-OH CH, CH, CH In each case, you should suggest a suitable starting...
organic chemistry 1.1 pt) Which reagent would you use to effect the following transformation of a...
organic chemistry
1.1 pt) Which reagent would you use to effect the following transformation of a diol into a keto acid? ОН Reagent? CH,CHCH,CH,CH,OH - CH,CCH,CH,сон a) Jones(H2Cr2O7) b) Tollens c) mCPBA d) Collins(PCC) e) LiAlH4 2.(2 pts) Circle the TWO compounds that yield a stable Grignard reagent when treated with magnesium in ether. Br CHÚC HỌC=CH- CH,OH HN 3.(2 pts each) Reactions. Complete each reaction shown here. HỌC=CH- + HC=CH- -CH OH он 1. CH CH MgBrCH,CH,CH=CHCCH2CH3 2.H2O Сн,...
Of the following compounds, circle the one that is most reactive towards nucleophilic acyl substitution and...
Of the
following compounds, circle the one that is most reactive towards
nucleophilic acyl substitution and underline the least reactive
one
Of the following compounds, CIRCLE the one that is MOST reactive toward 1.(2 pts) nucleophilic acyl substitution and underline the least reactive one. CH CH2COH CHjCH2COCCH CHCH2COCH3 (CH3) CCoCH3 3 2 CH, CTI, CNH2 CH,CH2 2.(2 pts each) Reactions. Provide the appropriate reactant, reagent, or product(s) as required. If more than one product is formed, indicate which is major....
12) Draw a line angle formula (you do not need to redraw f g, k, 1...
12) Draw a line angle formula (you do not need to redraw f g, k, 1 n, & o), showing all the bonds within each functional group, and then classify the compounds. The possible classifications are as follows: Alcohol Ketone Carboxylic acid Ether Aldehyde Nitrile Alkyne Ester Amide Acid halide Anhydride Alkene Amine (24 pts) (a) CH3CH2CHO (b) CH3CH2CH(OH)CH; (C) CH3COCH2CH3 (d) CH3CH2OCHCH; (e) (CH3)3CCH2CH2COOH CHC(CH3)2 -CCH N-CH (k wachance for clear N-CHZ C-CH (m)(CH3CH2)3CCH COCI
1. Rank the following carbonyl compounds from 1 to 5 in order of decreasing reactivity towards nucleophilic attack (i.e., from 1 for most to 5 for least reactive). Н Н. OCH I CH3 NO2 CHE CH3 NO2 CH3
Rank the following group of compounds from most acidic (1) to least acidic (4). Place the number corresp the compound's relative rank in the blank below the structure. (4 points) 2. (CF3)2CHOH CH3CH OH 3. Predict the product of the following reaction. (6 points) heat and general method for the synthesis of alcohols is the addition of Grignard reagents to ca Show what Grignard reagent and what carbonyl compound you would start with to prepare each 4. A high below....
Problem 1. Synthesize the following alkene through the Wittig reaction of a carbonyl compound and a Wittig reagent. 2,3-diphenyl-2-butene 2. Predict the products of the following reactions. Casco CHCH.CHCH, CHCH.CH но ats ОО 2.0 CH,CHACHCH,CHCHOCH.CH, CH 3. A useful and general method for the synthesis of alcohols is the addition of Grignard reagents to carbonyl compounds. Show what Grignard reagent and what carbonyl compound you would start with to prepare the alcohol below. List all possibilities. 2-methyl--butanol 2-METHYL-2- BOTANIC
HELP! I need help with these couple of problems but especially
question 7! Thank you!!!
5. You have run a TLC on your product from the Grignard reaction and you have discovered that your product alcohol is contaminated with the carbonyl starting material. Draw a sketch of what this TLC might look like and identify the spots that correspond to the alcohol and the carbonyl compound. Which compound do you expect to have a lower Ryvalue? Explain why that compound...
First question:
second question:
Rank the following carbonyl-containing compounds in order of reactivity towards nucleophilic acyl substitution. 3-methylpentanoyl chloride propionamide acetic propionic anhydride isopropyl benzoate In each reaction box, place the best reagent or reactant from the list below. Stoichiometry is omitted.
1.
2.
JUST DRAW ARROWS...
(CH3)2Culi + CH3Cu Ph CI Ph CH3 The ketone intermediate formed in the reaction of an acid chloride with a Grignard reagent cannot be isolated because it reacts too rapidly with the second equivalent of Grignard reagent. To produce a ketone from an acid chloride, one can treat the acid chloride with a lithium dialkylcopper reagent. The reaction occurs by nucleophilic acyl substitution on the acid chloride by the dialkylcopper anion to yield an acyl...
Plz explain In as much detail as possible don't answer if u
just going to leave one line
Also ignore the answers on the sheet
CH4005/PY5150-WORKSHOP PROBLEMS 1 (Dr Mann): ALCOHOLS 1 Suggest syntheses for the three alcohols shown below. Possible synthetic methods (discussed in lecture 1) include: . substitution of haloakanes .hydration of alkenes via Grignard reagents reduction of carbonyl compounds 2 H, CH,CH-C-OH H,C-C-CH,CH,OH CH,CH C-OH CH, CH, CH In each case, you should suggest a suitable starting...
organic chemistry
1.1 pt) Which reagent would you use to effect the following transformation of a diol into a keto acid? ОН Reagent? CH,CHCH,CH,CH,OH - CH,CCH,CH,сон a) Jones(H2Cr2O7) b) Tollens c) mCPBA d) Collins(PCC) e) LiAlH4 2.(2 pts) Circle the TWO compounds that yield a stable Grignard reagent when treated with magnesium in ether. Br CHÚC HỌC=CH- CH,OH HN 3.(2 pts each) Reactions. Complete each reaction shown here. HỌC=CH- + HC=CH- -CH OH он 1. CH CH MgBrCH,CH,CH=CHCCH2CH3 2.H2O Сн,...
Of the
following compounds, circle the one that is most reactive towards
nucleophilic acyl substitution and underline the least reactive
one
Of the following compounds, CIRCLE the one that is MOST reactive toward 1.(2 pts) nucleophilic acyl substitution and underline the least reactive one. CH CH2COH CHjCH2COCCH CHCH2COCH3 (CH3) CCoCH3 3 2 CH, CTI, CNH2 CH,CH2 2.(2 pts each) Reactions. Provide the appropriate reactant, reagent, or product(s) as required. If more than one product is formed, indicate which is major....
12) Draw a line angle formula (you do not need to redraw f g, k, 1 n, & o), showing all the bonds within each functional group, and then classify the compounds. The possible classifications are as follows: Alcohol Ketone Carboxylic acid Ether Aldehyde Nitrile Alkyne Ester Amide Acid halide Anhydride Alkene Amine (24 pts) (a) CH3CH2CHO (b) CH3CH2CH(OH)CH; (C) CH3COCH2CH3 (d) CH3CH2OCHCH; (e) (CH3)3CCH2CH2COOH CHC(CH3)2 -CCH N-CH (k wachance for clear N-CHZ C-CH (m)(CH3CH2)3CCH COCI
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