Problem Set 3 Key

Can you explain the mechanism? Can you provide a shortcut?

A) Describe substrate structure and condition that favor SN1 reactions taking place over SN2. B) What conditions promote E2 reactions.

Draw the major organic product(s) of the following reaction. CI 998) • You do not have to consider stereochemistry. • If no reaction occurs, draw the organic starting material. • When SN1 & E1 pathways compete, show both the substitution and the elimination products. • Separate multiple products using the + sign from the drop-down menu. • Do not include counter-ions, e.g., Nat, I, in your answer. SAVIT ? + ChemDoodle H₂O ▼

Can you do the mechanism? OH 1. SOCI 2 2. (CH3CH2)2CuLi 3. H3O+

LReferences Draw the structure of the product obtained when this amine is treated with excess iodomethane and then heated with Ag20 (Hoffman elimination). ball & stick v labels Consider E/Z stereochemistry of alkenes. • Draw only the elimination product, do not the leaving group. In cases where there is more than one answer, just draw one.

Why does k2C03 not support sn2 pathways? What would you do to make this a sn2? Also draw the mechanism. | Ho

Here is the same figure as in the previous two questions, but omitting the red circles. Cys157 Cys157 Cys157 His296 His296 His296 LOH HN HN HN N? -CO2 CH2 Asn329 Asn329 Asn329- Cys157 His296 LOH HN H HyC. Asn329 Which of the following roles is played by the imidazole side chain of His296? Pick the one best [ Select ] answer.

A B C 7. a) For the following synthetic route, Draw the product and reagent structures for A-G. Problem continued on next page. E H A major product F G CH3 TSCI pyridine D E F B C 1) BH3. THF 2) H₂O₂, NaOH D *NOTE: each product is formed as a racemic mixture G

2. Complete one of the SN2 reactions below that occurs with an enolate nucleophile. 1) LDA, -78 °C a) 2) Br 1) LDA, -78 °C CB Chistry Sto b) Chemistry Steps 2) c) 1) LDA, -78 °C 2) Br 3) Br₂, H+ Ⓒ3) Chemistry Ste 4) Pyridine CS Chemistry Steps 1) LDA, -78 °C 1) NaH ? e) ? 2) Chemistry Steps 2) Br Chemistry Steps Chemistry Steps Chemistry Steps Chemistry Steps

7. Draw the mechanism for the reaction. There should be three steps: 1) protonation, 2) Nu attack, 3) proton removal. -ОН H* Но

Identify the type of elimination in an E2 mechanism. A) beta elimination B omega elimination C alpha elimination D delta elimination E) gamma elimination

please draw out the full mechanism. Show the mechanism. Show the mechanism. a e as NaOH, H₂O OH

Draw the curved arrow(s) to depict the formation of the keto form of an enolate ion via a strong base, B. Complete the resonance structures of the enolate anion\'s keto and enolate forms with bonds, charges, and nonbonding electron pairs. Use curved arrows to show how the keto form resonates to the enolate form.

Draw the major organic product(s) of the following reaction. DMF 0 Br + KCN You do not have to consider stereochemistry. If no reaction occurs, draw the organic starting material. ll • When SN1 & E1 pathways compete, show both the substitution and the elimination products. Separate multiple products using the + sign from the drop-down menu. • Do not include counter-ions, e.g., Nat, I, in your answer. ? ChemDoodleⓇ ▼n [F <

draw out the mechanism please thank uou

2. Draw a reaction mechanism to explain the following reaction. O OH i. OH (aq) LOH

Draw the major organic product(s) of the following reaction. CI H20 • You do not have to consider stereochemistry. • If no reaction occurs, draw the organic starting material. • When Sn1 & E1 pathways compete, show both the substitution and the elimination products. • Separate multiple products using the + sign from the drop-down menu. • Do not include counter-ions, e.g., Na*, I, in your answer. ChemDoodle

e) In the acetylation of alcohol with acetyl chloride, the overall yield of ester is improved by tl addition of tri-ethylamine. Explain. Triethylamine RO CH;COCI ROH CH3 Why is a product between acetyl chloride and tri-ethylamine (CH3CH2)3N not observed?

25. Draw the mechanism for the formation of all possible products GH S OH CH3 CH₂ H₂SO4 -H₂O

Kindly answer this question iii, iv, v

I drew out the reaction and the transition states but I am not sure how to draw the energy diagram for compounds with similar mechanisms

For the SN2 reaction, draw the major organic product and select the correct (R) or (S) designation around the stereocenter carbon in the organic substrate and organic product. Include wedge-and-dash bonds and draw hydrogen on a stereocenter. Br. CEN Select Draw Templates / ||| |||| Y More C H N Erase Q2Q

ETAICI2 Major Product? TMS

Rank the compounds in order of reactivity toward nitration with HNO3: benzene 2-methylfuran thiophene Most reactive Least reactive Answer Bank 3-methylthiophene

draw a correct mechanism to react with 2-methylocta-4,6-dien-1-amine with the given reagent. Again, disregard any parts of the molecule represented by R-groups and focus on the given portion of the molecule. Be sure the correct mechanism arrives at the correct product of the reaction. The incorrect mechanism may or may not have the correct product

1. Draw the mechanism and products for the following synthetic sequence. 1) TMSCI, Et N Br 2) Mg 3) Acetone 4) H₂O OH 5) TBAF

A. Show the steps of the mechanism Pocl3

draw reaction mechanism for this 2 reactons pls. 1.2 eq CF3 J 7 eq O + HNE₂ 0.1 eq CuS 0.2 eq. 2-Me-1,10- phenanthroline MeCN, O₂ (1 atm) 60°C, 10 h Ar NEW NE₂2 1 LJ

b. Draw the mechanism for the following reactions. i. [PtCla] + NH3 → [PtCls(NH3)] +Cl (Association mechanism) ii. [Co(NH3);Cl]2+ + H2O → [Co(NH3)5H2O]3+ + Cl (Dissociation mechanism)

Predict the products of each reaction. If the product has stereochemistry, draw the products using dash wedge notation. Draw all stereoisomers formed and indicate if the product is achiral or chiral. Draw a mechanism for each reaction clearly showing how the product stereochemistry is produced. You are not required to draw the final step(s) in the mechanism for reactions involving organometallic intermediates.

ton Draw the mechanism for each reaction ་ 1. он MAJ 2. Ugot 1.-04 2. H₂0 HO Nu HO OH HO 244 S Explain why these reactions produce different products. Reference mechanisms in in your answer. your

View Policies Current Attempt in Progress When the following ester is treated with lithium lodide in DMF, a carboxylate ion is obtained: Integrated Problem 07.91a This reaction follows which mechanism? O The substrate is primary and lodide is a strong nucleophile, so this will be an SN2 mechanism, O The substrate is primary and iodide is a weak nucleophile, so this will be an Syi mechanism. O The substrate is secondary and iodide is a weak nucleophile, so this will be an Sy1 mechanism. O The substrate is secondary and lodide is a strong nucleophile, so this will be an Sy2 mechanism. Sve for Later Attempts: 0 of 1 used Submit Anower