Homework Answers
36. Option D, S isomer since it is an example for SN2 reaction as starting compound has R configuration
37. Option B, since ring opening of epoxide takes place at less substituted side in SN2 manner with Lialh4 hence inversion of configuration occurs
38. Option D, since it forms more stable conjugated carbocation which is aromatic by following Huckle's rule with 6 pi electrons (4 from two double bonds and two from lone pair of electrons on oxygen atom)
39. Option B, both II and III forms vinyl cation
40. Option C, since it is an example for E2 reaction hence E alkene is the major
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36. What is the s ereocheni stry of the nitrile produed in the reaction shown? 2CHa...
Consider the reaction of (R)-2-bromopentane and sodium cyanide in acetone. CN Br Hir.. CH5n + NaCN...
Consider the reaction of (R)-2-bromopentane and sodium cyanide
in acetone.
CN Br Hir.. CH5n + NaCN ch + NaBr CH, acetone CH; (R)-2-bromopentane The stereochemistry of the product should be (circle your answer and briefly explain): A. 1:1 mixture of (R) and (S) isomers B. (R) isomer only C. (S) isomer only D. 60% (S) and 40% (R) E. 60% (R) and 40% (S)
3. The reaction of A with NaCN in ethanol to form B and C is shown...
3. The reaction of A with NaCN in ethanol to form B and C is shown below. The rate of reaction with either 0.1 M or 0.2 M NaCN is the same. NaCN IN, 11 EtOH H CN 0) What's the name of the mechanism for this reaction? (b) (Circle the correct answer) The reaction of the R isomer of A would give: (1) the R isomer of B; (2) the S isomer of B; (3) a racemic mixture of...
please circle answer Shown below is the reaction between a nitrile and a Grignard reagent. What...
please circle answer
Shown below is the reaction between a nitrile and a Grignard reagent. What would be the first step in the mechanism? CN - 1. CH3MgBr 2. H307 Nucleophile attacks nitrile carbon Hydrolysis of the nitrile Protonate the nitrile nitrogen Base Beprotonates the alpha-carbon An unknown compound shows an infrared absorption around 2250 cm (medium intensity). What structural fragment could be causing this absorption? carbonyl OOH nitrile N-H NH 1. (CH3)2CHCOCI, pyridine 2. LIAIH4 3. H2O Product tertiary...
Consider the substitution reaction: (S)-2-bromohexane CH3O^- ---------> Ch3OH The product(s) of the reaction is(are): Consider...
Consider the substitution reaction:
(S)-2-bromohexane CH3O^-
--------->
Ch3OH
The product(s) of the reaction is(are):
Consider the substitution reaction: CH,0 (S)-2-bromononane - CH, OH The product(s) of the reaction isare): a. Senantiomer C-OH HT CH; b. R enantiomer но-с A equimolar mixture of a and b. d. A mixture of the major product a with the minor product b. e. R enantiomer C-OH H / CH; f. Senantiomer HO-C H CH3 9. A equimolar mixture of e and f. h....
What is the major product in each of the S 2 reactions below? For each product,...
What is the major product in each of the S 2 reactions below? For each product, label all stereocentres as R or S as appropriate. [8 Marks] CH3CH2SNA acetone Он 1. NaH in THF 2. 1. NaH in THE HS 2. CI сH, NaCN H Br H CH3 acetone CH2CH3
REACTION UPPURIUNITI Give the structure of the MAJOR organic product, reactant, or catalyst in each incomplete...
REACTION UPPURIUNITI Give the structure of the MAJOR organic product, reactant, or catalyst in each incomplete equation. (a)-3-methyl-1-butene grond Na BH HT OH CH3 HCI ethylcyclohexane E,O Каон CH,CH, A (an isomer of Y) ВАМ 3,3-dimethyl-1-butene KOH ale, a L. O 2. Zn ACETONE (the only product!) (an isomer of D) CHOAC) I (CH2) Lhe Dach 2. NaBihy, THF NGASOL + ACETONE Y 2.2,HOA (an isomer of II) I (CH her, b - exco, T o Abbreviations: HO - peroxides,...
(24 pts) 3. Predict the product(s) for each reaction. Indicate stereochemistry if known. If more than...
(24 pts) 3. Predict the product(s) for each reaction. Indicate stereochemistry if known. If more than one product is predicted, circle the one you think would be major. If there is no reaction expected, then indicate NR. а. HaCl.. Br NaCN THF b. Н—Br ether ОН с. CH3 КОН Br THF d. НОСН heat е. PBr3 ОН ether f. ОН NaSCH3 Hо g. cat Br H2SO4 heat ОН h Br H но heat Br
Give the major organic product(s) of the reactions of l-methyl-2-deuteriocyclohexene (D = "H) with the reagents...
Give the major organic product(s) of the reactions of l-methyl-2-deuteriocyclohexene (D = "H) with the reagents given. Be sure to show all stereoisomers formed, and indicate which isomers are formed in equal and in unequal quantities. CHE 1-methyl-2-deuteriocyclohexene (a) (1) BH, THF: (2) H:03, NaOH, H:0 (b) HBr, AIBN (c) Br, H:0 Give the major organic product(s) of the reactions shown below. Be sure to show all stereoisomers formed, and indicate which isomers are formed in equal and in unequal...
ICH MgBr 2. H.0. CH3 14) Provide the major organic product of the reaction shown below....
ICH MgBr 2. H.0. CH3 14) Provide the major organic product of the reaction shown below. 1. CH CH-CH:CH:MgBe 2. HO 15) Provide the major organic product which results when (CH3)2CHCH2CH2COCI is treated with LiAIH[OC(CH3)3]3. (CH 3 ) 2 CH CH₂ CH₂ CHO
35. Provide the major organic product of the reaction shown below. 1. HO 2. PCC 3....
35. Provide the major organic product of the reaction shown below. 1. HO 2. PCC 3. CH MgBr 4. H 0 36. Provide the major organic product of the reaction shown below. 1. BH,THE 2. H.O. HO з РСС 4. CH MgBr 5. HO 27. Provide the major organic product of the reaction shown below. 1. BH, THF 2. H.O., HO 3. PCC 4 CH,MgBI 5. H,0
Consider the reaction of (R)-2-bromopentane and sodium cyanide
in acetone.
CN Br Hir.. CH5n + NaCN ch + NaBr CH, acetone CH; (R)-2-bromopentane The stereochemistry of the product should be (circle your answer and briefly explain): A. 1:1 mixture of (R) and (S) isomers B. (R) isomer only C. (S) isomer only D. 60% (S) and 40% (R) E. 60% (R) and 40% (S)
3. The reaction of A with NaCN in ethanol to form B and C is shown below. The rate of reaction with either 0.1 M or 0.2 M NaCN is the same. NaCN IN, 11 EtOH H CN 0) What's the name of the mechanism for this reaction? (b) (Circle the correct answer) The reaction of the R isomer of A would give: (1) the R isomer of B; (2) the S isomer of B; (3) a racemic mixture of...
please circle answer
Shown below is the reaction between a nitrile and a Grignard reagent. What would be the first step in the mechanism? CN - 1. CH3MgBr 2. H307 Nucleophile attacks nitrile carbon Hydrolysis of the nitrile Protonate the nitrile nitrogen Base Beprotonates the alpha-carbon An unknown compound shows an infrared absorption around 2250 cm (medium intensity). What structural fragment could be causing this absorption? carbonyl OOH nitrile N-H NH 1. (CH3)2CHCOCI, pyridine 2. LIAIH4 3. H2O Product tertiary...
Consider the substitution reaction:
(S)-2-bromohexane CH3O^-
--------->
Ch3OH
The product(s) of the reaction is(are):
Consider the substitution reaction: CH,0 (S)-2-bromononane - CH, OH The product(s) of the reaction isare): a. Senantiomer C-OH HT CH; b. R enantiomer но-с A equimolar mixture of a and b. d. A mixture of the major product a with the minor product b. e. R enantiomer C-OH H / CH; f. Senantiomer HO-C H CH3 9. A equimolar mixture of e and f. h....
What is the major product in each of the S 2 reactions below? For each product, label all stereocentres as R or S as appropriate. [8 Marks] CH3CH2SNA acetone Он 1. NaH in THF 2. 1. NaH in THE HS 2. CI сH, NaCN H Br H CH3 acetone CH2CH3
REACTION UPPURIUNITI Give the structure of the MAJOR organic product, reactant, or catalyst in each incomplete equation. (a)-3-methyl-1-butene grond Na BH HT OH CH3 HCI ethylcyclohexane E,O Каон CH,CH, A (an isomer of Y) ВАМ 3,3-dimethyl-1-butene KOH ale, a L. O 2. Zn ACETONE (the only product!) (an isomer of D) CHOAC) I (CH2) Lhe Dach 2. NaBihy, THF NGASOL + ACETONE Y 2.2,HOA (an isomer of II) I (CH her, b - exco, T o Abbreviations: HO - peroxides,...
(24 pts) 3. Predict the product(s) for each reaction. Indicate stereochemistry if known. If more than one product is predicted, circle the one you think would be major. If there is no reaction expected, then indicate NR. а. HaCl.. Br NaCN THF b. Н—Br ether ОН с. CH3 КОН Br THF d. НОСН heat е. PBr3 ОН ether f. ОН NaSCH3 Hо g. cat Br H2SO4 heat ОН h Br H но heat Br
Give the major organic product(s) of the reactions of l-methyl-2-deuteriocyclohexene (D = "H) with the reagents given. Be sure to show all stereoisomers formed, and indicate which isomers are formed in equal and in unequal quantities. CHE 1-methyl-2-deuteriocyclohexene (a) (1) BH, THF: (2) H:03, NaOH, H:0 (b) HBr, AIBN (c) Br, H:0 Give the major organic product(s) of the reactions shown below. Be sure to show all stereoisomers formed, and indicate which isomers are formed in equal and in unequal...
ICH MgBr 2. H.0. CH3 14) Provide the major organic product of the reaction shown below. 1. CH CH-CH:CH:MgBe 2. HO 15) Provide the major organic product which results when (CH3)2CHCH2CH2COCI is treated with LiAIH[OC(CH3)3]3. (CH 3 ) 2 CH CH₂ CH₂ CHO
35. Provide the major organic product of the reaction shown below. 1. HO 2. PCC 3. CH MgBr 4. H 0 36. Provide the major organic product of the reaction shown below. 1. BH,THE 2. H.O. HO з РСС 4. CH MgBr 5. HO 27. Provide the major organic product of the reaction shown below. 1. BH, THF 2. H.O., HO 3. PCC 4 CH,MgBI 5. H,0
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