Homework Answers
This reaction is called Woodward syn dihydroxylation. Please see the attached mechanism.
Step-1: Initially, cyclohexene reacts with iodine to form iodonium ion (I).
Step\;2 Iodonium ion is attacked by acetate ion from SN2 fashion to give trans- iodoacetate (II).
Step 3: Now iodoacetate (II) forms intermediate III via neighboring group assistance of acetyl group.
Step 4: The formed cation will be attacked by water to give intermediate IV.
Step 5; Intermediate IV is now rearranging to stable compound V.
Step 6; In basic hydrolysis compound V will get hydrolyze to the
corresponding diol. 
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Propose a mechanısm to account for the observed stereochemistry of the product of...
QUESTION 4 [1,2- versus 1,4-Addition Reactions] 4.1 Propose a detailed mechanism for the reaction of 2-butenal...
QUESTION 4 [1,2- versus 1,4-Addition Reactions] 4.1 Propose a detailed mechanism for the reaction of 2-butenal with ethynylmagnesium bromide in dry THF followed by quenching with dilute aqueous acid. (5) 4.2 Propose a plausible mechanism for the reaction of 1,3-diphenyl-2-propen-1- one with potassium cyanide in ethanol followed by aqueous work-up. 1 (5) 4.3 Predict and draw the structure of the product of the reaction of 2-methyl-1,3- cyclohexanedione with methyl vinyl ketone (3-buten-2-one) in methanol in the presence of potassium hydroxide....
Propose a mechanism to account for the observed product VII. (10 pts) For EITHER TWO of the four reactions below, pr...
Propose a mechanism to account for the observed
product
VII. (10 pts) For EITHER TWO of the four reactions below, propose a mechanism to account for the observed product. Mechanism means showing every step of the transformation, and showing arrows (movement of electrons). 1) Nah (base) 2) 2-bromopropane DMF HBr
2. Predict the product CHE CH,SNa 3. Provide a curved-arrow mechanism, and explain the observed stereochemistry...
2. Predict the product CHE CH,SNa 3. Provide a curved-arrow mechanism, and explain the observed stereochemistry 1) NaOH(aq) (excess) 2) H' workup 4. Explain the difference in reactivity م - م . KOBU no reaction! 5. Explain the difference in reactivity conc. Heso no reaction!
5. Given the stereochemistry of the product, propose a chairlike transition that explains the result. CO...
5. Given the stereochemistry of the product, propose a chairlike transition that explains the result. CO Me Base NH2 NCO Me NO
Propose arrow-pushing mechanism to support the stereochemistry in the ozone reaction conditions Reaction gave us trans-c...
Propose arrow-pushing mechanism to support the stereochemistry
in the ozone reaction conditions
Reaction gave us trans-cyclohexane-1,2-diol
o O: 2. HCI Oxone" reaction : 0 : cyclohexene
Question 7 1. Propose the mechanism to account for the product you expect in the following...
Question 7 1. Propose the mechanism to account for the product you expect in the following reaction. + NaOH → OH 2. Protonation converts the hydroxyl group of an alcohol to a good leaving group. Suggest the mechanism for the following reaction. HSO,. heat 1. Predict the product(s) of reaction of cis-but-2-ene with the following reagents. a. OsO, followed by H,O b. O, (-78 °C), followed by (CH).S
• Please provide the major organic product(s) of the reaction as described. Account for all stereochemistry...
• Please provide the major organic product(s) of the reaction as described. Account for all stereochemistry requirements for reaction and products. You need not include byproducts such as salts for this assignment, but you should be aware of their presence. "No reaction" is NOT a possibility on this assignment. Starting Material Conditions Major Product(s) ОН PB13 Et20 NaCN OMs DMF Br NaNH2 DMSO, 20'C 8 hr
(10) EXTRA: Propose a mechanism to explain the following result. A completely correct answer will account...
(10) EXTRA: Propose a mechanism to explain the following result. A completely correct answer will account for the labelling result shown below. The asterisk represents a C). A four step mechanism is sufficient Hint: The cthoxide serves two functions in this reaction it is a base and a nucleophile -a NUORI (16) 3. Provide reasonable product structures for each of the following reactions
Propose a mechanism to account for the following: Would it be optically active? Page 4 of...
Propose a mechanism to account for the following:
Would it be optically active?
Page 4 of 16 5) (20) a) Propose a mechanism to account for the formation of the following observed reaction product(s) 1) NaBH4 CH3CH2OH 2) H30* он
• Please provide the major organic product(s) of the reaction as described Account for all stereochemistry requirem...
• Please provide the major organic product(s) of the reaction as described Account for all stereochemistry requirements for reaction and products. You need not include byproducts such as salts for this assignment, but you should be aware of their presence. "No reaction is NOT a possibility on this assignment Starting Material Conditions Major Product(s) ОН PBr3 Et20 NaCN DMF NaNH2 DMSO, 20'C 8 hr 1) NaH, DMF, -78°C 2) M ai NaOH
QUESTION 4 [1,2- versus 1,4-Addition Reactions] 4.1 Propose a detailed mechanism for the reaction of 2-butenal with ethynylmagnesium bromide in dry THF followed by quenching with dilute aqueous acid. (5) 4.2 Propose a plausible mechanism for the reaction of 1,3-diphenyl-2-propen-1- one with potassium cyanide in ethanol followed by aqueous work-up. 1 (5) 4.3 Predict and draw the structure of the product of the reaction of 2-methyl-1,3- cyclohexanedione with methyl vinyl ketone (3-buten-2-one) in methanol in the presence of potassium hydroxide....
Propose a mechanism to account for the observed
product
VII. (10 pts) For EITHER TWO of the four reactions below, propose a mechanism to account for the observed product. Mechanism means showing every step of the transformation, and showing arrows (movement of electrons). 1) Nah (base) 2) 2-bromopropane DMF HBr
2. Predict the product CHE CH,SNa 3. Provide a curved-arrow mechanism, and explain the observed stereochemistry 1) NaOH(aq) (excess) 2) H' workup 4. Explain the difference in reactivity م - م . KOBU no reaction! 5. Explain the difference in reactivity conc. Heso no reaction!
5. Given the stereochemistry of the product, propose a chairlike transition that explains the result. CO Me Base NH2 NCO Me NO
Propose arrow-pushing mechanism to support the stereochemistry
in the ozone reaction conditions
Reaction gave us trans-cyclohexane-1,2-diol
o O: 2. HCI Oxone" reaction : 0 : cyclohexene
Question 7 1. Propose the mechanism to account for the product you expect in the following reaction. + NaOH → OH 2. Protonation converts the hydroxyl group of an alcohol to a good leaving group. Suggest the mechanism for the following reaction. HSO,. heat 1. Predict the product(s) of reaction of cis-but-2-ene with the following reagents. a. OsO, followed by H,O b. O, (-78 °C), followed by (CH).S
• Please provide the major organic product(s) of the reaction as described. Account for all stereochemistry requirements for reaction and products. You need not include byproducts such as salts for this assignment, but you should be aware of their presence. "No reaction" is NOT a possibility on this assignment. Starting Material Conditions Major Product(s) ОН PB13 Et20 NaCN OMs DMF Br NaNH2 DMSO, 20'C 8 hr
(10) EXTRA: Propose a mechanism to explain the following result. A completely correct answer will account for the labelling result shown below. The asterisk represents a C). A four step mechanism is sufficient Hint: The cthoxide serves two functions in this reaction it is a base and a nucleophile -a NUORI (16) 3. Provide reasonable product structures for each of the following reactions
Propose a mechanism to account for the following:
Would it be optically active?
Page 4 of 16 5) (20) a) Propose a mechanism to account for the formation of the following observed reaction product(s) 1) NaBH4 CH3CH2OH 2) H30* он
• Please provide the major organic product(s) of the reaction as described Account for all stereochemistry requirements for reaction and products. You need not include byproducts such as salts for this assignment, but you should be aware of their presence. "No reaction is NOT a possibility on this assignment Starting Material Conditions Major Product(s) ОН PBr3 Et20 NaCN DMF NaNH2 DMSO, 20'C 8 hr 1) NaH, DMF, -78°C 2) M ai NaOH
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