D7 GS

Q3: Suggest a synthetic route of the following transformation. [5 pts] [Select One Reaction] Reaction 1. Reaction 2. X NH₂

Draw the products of the four step reaction sequence shown below. Ignore inorganic byproducts. If the reaction results in a mixture of ortho and para isomers, draw only the para-product. Select to Draw NH3 7. (CH3)2CHCI (1 equiv) AICI 3 SOCI2 pyridine > Select to Draw cat. H2SO4 SO3 (1 equiv) Select to Draw

Choose the best reagents to complete the following reaction.

4. Draw the chief organic product or products of the following reaction. Br Br -CH₂ 5. Draw the chief organic product or products of the following reaction. Br OH AICI3 AICI 6. Predict and show a reasonable arrow-pushing mechanism for the following reaction AICI₂ olapl Br OH

Draw the mechanism for the following S2 reactions. Redraw the reactants! a. + -OCH 3 H a. + NaCN CI + -OCH2CH3 b.

Need help solving this, please show your work with the answer!

Q18. Please help me choose!

6. The following reaction is an example of OH A) SN1 B) SN2 Br NaOH EtOH C) E1 D) E2 7. In the above reaction (Q6), what is the role of NaOH? A) It acts as an acid and reacts with EtOH B) It acts as nucleophile and attacks on electrophilic carbon in bromoprop C) It acts as a base and reacts with phenolic OH and forms phenolate ion D) It acts as a spectator

2. Propose an arrow-pushing mechanism and product for the following series of reactions. (First, treat the molecule with PBr3 and take the product of that reaction and treat it with LDA). OH 1. PBr3 2. LDA 3. Propose a mechanism for the following reaction: H₂SO4 H₂O HO

Q4: Rank the relative nucleophilicity of halide ions in water solution and DMF solution, respectively. F CI Br | Q5: Determine which of the substrates will and will not react with NaSCH3 in an SN2 reaction to have a reasonable yield of product. NH2 Br Br Br .OH Br

Answer 2

Draw the products of the three step reaction sequence shown below. Ignore inorganic byproducts. If the reaction results in a mixture of ortho and para isomers, draw only the para-product.

Part 2 only need help!

b).. .. Under each potential product of this E2 elimination, write "major product," "minor product," or "not formed." Me Br H Me Me OH Me Ph Ph H Me H Et Me Me Me Ph Ph Me Me Et

Choose the best solvent for an SN1 reaction.

4

What type of mechanism is the given reaction most likely to follow? 1. X 2. Your answer C 3. Br excess HBr ОН + 1. E1 2. S,2 3. S,1 4. E2 Hint Which side of the ether acts as the electrophile? What is its classification 4.

Consider the following reaction. What is the role of LDA? CH2CH3 CHCO Et 1. LDA, THF 2. CH3CH₂Br CHCO₂Et LDA acts as a nucleophile and is substituted by the THF. LDA acts as a base and removes a proton from the alpha carbon to form the enolate. LDA acts as an electrophile and adds to the alkyl halide so it is easier to substitute. LDA acts as an acid to protonate the carbonyl carbon to form a good electrophile.

Draw the structures (using Chem Draw) of the final products for each of the following dihydroxylation reactions (A-D) outlined in a and b below. a. Be sure show ALL possible stereoisomers. Use planar structure only, no chairs! b. Also indicate if there is more than one stereoisomer, indicate the relationship between the isomers (identical, enantiomers, or diastereomers). A KMnO4 B 1. oxone acetone 2. H3O+/H₂O KMnO4 D 1. oxone acetone 2. H3O+/H₂O

Pleaase don't provide handwritten solution ....

1. The following reaction will proceed through both the SN1 and E1 mechanisms. Use curved arrows to show electron movement for each step of the mechanism. Draw the final major products. Br MeOH 2. The following reaction will proceed through the E2 mechanism. Draw the structure of the nucleophile and use curved arrows to show electron movement for the mechanism. Draw the final major product. Br LDA LDA: lithium diisopropylamide

Draw the intermediates A-F in the boxes below. Draw the mechanism for the requested reaction. 1.0₂ 2. (CH₂)2S Products A E&F Br₂ A 1. NaNH, NH3 2. iPrBr B HBr HgSO4 H₂SO4 H₂O D C E & F Mechanism for converting B to D