Homework Answers
Which reagant is more nucleophilic?
Nucleophilic Character of a compound is revealed by the fact when it donates a pair of electrons for the formation of chemical bond in a reaction. Nucleophiles are ions or molecules which has a pair of free electrons or a pi bond. As they donate electrons they are also known as Lewis Bases.
CH3CH2OH or CH3CH2O-
Coming to Ethanol (CH3CH2OH) and Ethoxy radical(CH3CH2O-) the more nucleophilic character is exhibited by Ethoxy Radical(CH3CH2O-). In an Ethoxy radical the destabilisation of Oxygen by the inductive effects results in the donation of electron Pair by the Oxygen.
Whereas Ethanol is a poor nucleophile because of its weak alcohol group. Also it containes electronegative Oxygen, it cannot donate a pair of electrons to perform as a nucleophile.
Ph-S- or Ph-O-
Ph-S- is more nucleophilic because of the largest Sulphur atom present. It is bigger than Oxygen. The Polarisability of electrons leads to possess more nucleophilic character in Ph-S-.
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Page 2 3. I State which reagent you would expect to be more nucleophilic. (1 pt.)...
3. State which reagent you would expect to be more nucleophilic (1 pt.) ii. Explain why...
3. State which reagent you would expect to be more nucleophilic (1 pt.) ii. Explain why you would expect your choice to be more nucleophilic (2 pts.) a) CH CH.OH or CH CHO b) Ph-5 or Ph-O-
1. For each of the following structures, i. write the IUPAC name. (2 pts.) ii. classify...
1. For each of the following structures, i. write the IUPAC name. (2 pts.) ii. classify each halogen as 1º, 2º, or 3º. (1 pt.) 2. Draw structures for the following alkyl halides. Be sure to indicate any stereochemistry as needed. (2 pts. each) a. 3,6-dibromo-3,6-dichlorononane b. 2-iodo-2-methylpentane Page 3 4. Indicate which alkyl halide you would expect to react more rapidly by an S12 mechanism. (2 pts.) Explain your answer. (2 pts.) 3. i. State which reagent you would...
Page 7 i. State which reaction in each of these pairs that you would expect to...
Page 7 i. State which reaction in each of these pairs that you would expect to be faster. (1 pt.) Explain why you would expect your choice to be faster. (2 pts.) 11. a. The Sn2 displacement with hydroxide ion on (CH3)3CCI or CH3CI.
(6) Which of the following reagen (b) Which of the following reagents would be more nucleophilic...
(6) Which of the following reagen (b) Which of the following reagents would be more nucleophilic in acetone. Explain your choice. i) I or C1 ii) PH3 or NH3 iii) MeOH or KOMe (3 marks)
3. For each pair of reactions, circle which you would expect to be faster (2 pts) and indicate why in around 20 word...
3. For each pair of reactions, circle which you would expect to be faster (2 pts) and indicate why in around 20 words. a) i) CH3CH2CH2OH + HCl → CH CH CH CI + H2O ii) CHCH-CH2OH + HI – CHỊCH CHI + H2O OH + HBr + H₂O HOCH ) + HBr — Br., CH3 + H2O
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,...
11). (12 pts) For each pair of nucleophiles, CIRCLE the one that is more nucleophilic, and...
11). (12 pts) For each pair of nucleophiles, CIRCLE the one that is more nucleophilic, and provide a short explanation for your choice. A) CH.CH.CH OH and CH CH CH NH B) CH-OH and C H-O"Nat C) I and Br" D) (CH-CH2),P (Triethylphosphine) and (CH-CH2),N (triethylamine)
() 1. Which of the following alkyl holides would you expect to be most reactive in a unimolecular reaction? CH3 a)...
() 1. Which of the following alkyl holides would you expect to be most reactive in a unimolecular reaction? CH3 a) CsM , CH, CH, CH, Br b) CEHCH CH BY c) CH, CCH, Br d) CH, CH2 CH CHE сн. он сня Br e) CHICCHE CH3 (4). 2. What would you expect to be the chief organic product(s) when tert-butyl bromide reacts with sodium acetylide, i.e.. CH + - CH3-C-Br + Na CECH ? CH a) 1 b) II...
CHEM 330 Homework # 9 Name: Due: 11/06/19 Identify which of the following two reactions you would expect to occur more...
CHEM 330 Homework # 9 Name: Due: 11/06/19 Identify which of the following two reactions you would expect to occur more rapidly and then explain your choice. (2 pts) 4. НЕг HЕг 5. Suggest an efficient target synthesis for the following transformation. (3 pts) OH 2 steps Br Provide the complete mechanism for the following reaction. (6 pts) 6 но HаРОд Н-о
#70 & 74 Page < 3 > 0f 4 0 - leucine the-Leu. ds. 18.70 Which would you expect to be more soluble in water...
#70 & 74
Page < 3 > 0f 4 0 - leucine the-Leu. ds. 18.70 Which would you expect to be more soluble in water, a peptide rich in alanine and leucine, or a peptide rich in lysine and aspartate? Explain. 18.71 Proteins are usually less soluble in water at their isoelec- tric points. Explain familiar nctional min from alyst ? e glycyl. Applications 18.72 (a) Tyramine is said to be the "decarboxylation" product of the amino acid tyrosine. Write...
3. State which reagent you would expect to be more nucleophilic (1 pt.) ii. Explain why you would expect your choice to be more nucleophilic (2 pts.) a) CH CH.OH or CH CHO b) Ph-5 or Ph-O-
1. For each of the following structures, i. write the IUPAC name. (2 pts.) ii. classify each halogen as 1º, 2º, or 3º. (1 pt.) 2. Draw structures for the following alkyl halides. Be sure to indicate any stereochemistry as needed. (2 pts. each) a. 3,6-dibromo-3,6-dichlorononane b. 2-iodo-2-methylpentane Page 3 4. Indicate which alkyl halide you would expect to react more rapidly by an S12 mechanism. (2 pts.) Explain your answer. (2 pts.) 3. i. State which reagent you would...
Page 7 i. State which reaction in each of these pairs that you would expect to be faster. (1 pt.) Explain why you would expect your choice to be faster. (2 pts.) 11. a. The Sn2 displacement with hydroxide ion on (CH3)3CCI or CH3CI.
(6) Which of the following reagen (b) Which of the following reagents would be more nucleophilic in acetone. Explain your choice. i) I or C1 ii) PH3 or NH3 iii) MeOH or KOMe (3 marks)
3. For each pair of reactions, circle which you would expect to be faster (2 pts) and indicate why in around 20 words. a) i) CH3CH2CH2OH + HCl → CH CH CH CI + H2O ii) CHCH-CH2OH + HI – CHỊCH CHI + H2O OH + HBr + H₂O HOCH ) + HBr — Br., CH3 + H2O
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,...
11). (12 pts) For each pair of nucleophiles, CIRCLE the one that is more nucleophilic, and provide a short explanation for your choice. A) CH.CH.CH OH and CH CH CH NH B) CH-OH and C H-O"Nat C) I and Br" D) (CH-CH2),P (Triethylphosphine) and (CH-CH2),N (triethylamine)
() 1. Which of the following alkyl holides would you expect to be most reactive in a unimolecular reaction? CH3 a) CsM , CH, CH, CH, Br b) CEHCH CH BY c) CH, CCH, Br d) CH, CH2 CH CHE сн. он сня Br e) CHICCHE CH3 (4). 2. What would you expect to be the chief organic product(s) when tert-butyl bromide reacts with sodium acetylide, i.e.. CH + - CH3-C-Br + Na CECH ? CH a) 1 b) II...
CHEM 330 Homework # 9 Name: Due: 11/06/19 Identify which of the following two reactions you would expect to occur more rapidly and then explain your choice. (2 pts) 4. НЕг HЕг 5. Suggest an efficient target synthesis for the following transformation. (3 pts) OH 2 steps Br Provide the complete mechanism for the following reaction. (6 pts) 6 но HаРОд Н-о
#70 & 74
Page < 3 > 0f 4 0 - leucine the-Leu. ds. 18.70 Which would you expect to be more soluble in water, a peptide rich in alanine and leucine, or a peptide rich in lysine and aspartate? Explain. 18.71 Proteins are usually less soluble in water at their isoelec- tric points. Explain familiar nctional min from alyst ? e glycyl. Applications 18.72 (a) Tyramine is said to be the "decarboxylation" product of the amino acid tyrosine. Write...
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