Worksheet 1-2

Order the following compounds with respect to SN1 reactivity: Br CH2BR CH CH3 CBr 3. Assuming that the nitrogen in enamine is sp? hybridized, explain why the double bond of an enamine is more nucleophilic than a typical alkene double bond. Propose the mechanism for the reaction below and use resonance structure to explain why the other regioisomer does not form. Br HBr OCH3 OCH3

These are all electron-withdrawing groups that slow electrophilic aromatic substitution, with one exception. Which one? © CO,H O NO₂ O CF3 O NH2

Show reaekson and don't use hend raiting and step by step solutions please

Predict the nucleophilic substitution product.

1. Provided below is the structure of the minor product of the electrophilic addition reaction. Provide a mechanism to account for its formation. Br. он Ph—с—с—н Ph H the minor product

1. Predict the product and provide the mechanism for the following reversible nucleophilic addition. bbs off O.H So NaOH in H₂O

Which reagent(s) would complete this reaction?

Identify the sequence of curved arrows (electron movement) in the steps of the following two separate reactions. a. proton transfer, proton transferb. proton transfer, loss of a leaving groupc. proton transfer, nucleophilic attackd. nucleophilic attack, proton transfer

EtOH 1. + NaQEt [Review Topics] [References] NaCl HOEL 2. Br Acetone + Nal a = Proton transfer b = Lewis acid/base C c = Radical chain substitution d = Electrophilic addition e E1 Elimination f = E2 Elimination + NaBr g= SN1 Nucleophilic substitution h = SN2 Nucleophilic substitution Identify the mechanism by which each of the reactions above proceeds from among the mechanisms listed. Use the letters a - i for your answers. 1. 2.

1. Predict the product and provide the mechanism for the following reversible nucleophilic addition. NaOH in H₂O 2. Predict the product and provide the mechanism for the following reversible nucleophilic addition. H2SO4 (cat) H EtOH

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C15T09Q9684 Give the major product of the following reaction. NaOH H+ F- -NO, heat O,N HO- O,N N- H OMe F- N. Meo NO2 There is no reaction under these conditions or the correct product is not listed here.

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Alkyl diazonium salts decompose to form carbocations, which go on to form products of substitution, elimination, and (sometimes) rearrangement. Keeping this in mind, draw a stepwise mechanism that forms all of the following products.

b) Listed below are several hypothetical nucleophilic substitution reactions. None is synthetically useful because the product indicated is not formed at an appreciable rate. In each case provide an explanation for the failure of the reaction to take place as indicated. OMe HO + OMe + OH HO + CH; OH

help with the questions except number 1

Solve the mechanism of aromatic electrophilic reaction-substitution (Nitration).  Hello, I hope you can help me, thank you very much.

1c. What is the nucleophile in the following reaction? .Br CH;CO0 Na LO OCCH3 NaBr ld. What is the electrophile in the following reaction? Br CH;COO Na L0OCCH3 NaBr +

3. SN2 reactions are useful in the synthesis of many pharmaceutical compounds. The antiviral agent acyclovir can be prepared using an S№2 reaction as shown below followed by a hydrolysis reaction. The hydrolysis reaction will be discussed in CHEM 40B. R'RN A + B SN2 R'RN ELECTROPHILE: من مهمه NUCLEOPHILE: Identify which molecule (A or B) would serve as the electrophile and which would serve as the nucleophile in the S№2 reaction. Place your responses in the box below. Connections to biology The amino acid cysteine is one of the common building blocks of proteins that contains the thiol (SH) functional group. The reactivity of the thiol group allows researchers to connect various molecules to proteins, a process known as labeling. For example, it is possible to connect fluorescent probes that allow us to trace the fate of proteins in the cell. H SH O Cysteine amino acid within a protein chain sa acyclovir LG H₂N S OH H O Cysteine amino acid labeled with electrophilic probe…

5. Predict the MAJOR product and provide the mechanism for the following reaction. Make sure to include the formation of the electrophile and any relevant resonance structures (of the electrophile AND substrate). Note: do not use water in any step in this mechanism. HC- CI ои G,Ou затв MS сиз- - но, 2n₂ CI و -Alely -> د۔ > 54 CI AIC13 CH₂- c-ens CHO cus دے CH3 = د Alcs C=O @o 0 er acylimien OH ON сосну CUO C4₂ (minor (major)

Which of the following molecules is most nucleophilic? OA. NaOCH₂CH3 OB. CH3CH₂OH OC. NaOC6H5 OD. C₂H5OH 1 E.CH3COONa

Alkyl diazonium salts decompose to form carbocations, which go on to form products of substitution, elimination, and (sometimes) rearrangement. Keeping this in mind, draw a stepwise mechanism that forms all of the following products.

Explain the selectivity observed in the following reactions.

2. OH 1. HCI 2. H- O a = Proton transfer b = Lewis acid/base c = Radical chain substitution d = Radical chain addition OH OCOH xXxa + H₂O e = Electrophilic addition f = E1 Elimination g= E2 Elimination HCI Identify the mechanism by which each of the reactions above proceeds from among the mechanisms listed. Use the letters a - j for your answers. h = SN1 Nucleophilic substitution i = SN2 Nucleophilic substitution j = Electrophilic aromatic substitution

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5. Predict the MAJOR product and provide the mechanism for the following reaction. Make sure to include the formation of the electrophile and any relevant resonance structures (of the electrophile AND substrate). Note: do not use water in any step in this mechanism. 0=ú نے سے CI -SAICS $ 504 + + сиз MS 1 но, 0=ú -eng -All د۔ 204 CI AIC13 СЊ с-ен C-D cus 0=J 14 CIO CH₂ = 0 دوAlc acylimia On ои CUO CH₂ сосну (mimor (major)

Page of 11 ZOOM + Section A (continued) A10. Which of the following statements is true for an E1 reaction? The rate of an E1 elimination reaction of an alkyl halide depends on the concentration of: the alkyl halide only В A the base only the product the alkyl halide and base D A11. Identify the main product for the following Sn2 reaction. Br NaSEt main product ? A В SEt Br ŞEt SEt A12. Which reagent should be chosen to carry out the following reaction? A MCPBA KMNO4 CrO3 in H2SO4 D HCI in H2O A13. Which of the following is the strongest base? A В H .N. H ZHN