The target diol is synthesized in one step from 1-methylcyclopentene, but your lab partner exhausted the supply of that alkene. Fortunately, you have plenty of isomers (C6H₁0) on hand from which to synthesize 1-methylcyclopentene and, ultimately, the diol. Provide the missing reagents and organic structures needed to most efficiently produce the target product. reagent 1 Compound A Draw compound A. Compound B reagent 2 Identify reagent 1. reagent 3 H3CII... HO H OH

Using acetylene as your only source of carbon atoms, identify a synthetic route for the production of 1-bromobutane. First, select the reagents necessary for the transformation shown, using no more than four steps in the synthesis. In part 2, you will synthesize any carbon reagents (other than acetylene) that were used in the synthesis. ? H -H Br The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary reagent(s) in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer. A B с MeONa NaNH, t-BuOK D E F EtBr H₂, Lindlar's cat. Br2, hv G H | HBr, ROOR H₂, Pt HBr

3. Suggest an alkyl halide (A) that could be used to make the following compound.

Draw an alkyl bromide that would produce ONLY the following alkene in an E2 elimination. Ignore any inorganic byproducts.

Starting with benzene and using any other reagents of your choice, design a synthesis for the following compound: CI * Incorrect. COOH A Br The target molecule above can be prepared by treating benzene with some reagent or combination of the reagents listed below. Give the necessary reagents in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer. ECABF D NO₂ 1) KMnO4, NaOH, heat 2) H3O+ HNO3, H₂SO4 B E 1) CO2 2) H3O+ (CH3)2CHCI, AICI 3 с Br2, AlBr3 F Cl2, AICI 3

Using your reaction roadmap as a guide, show reagents and conditions to bring about these conversions, which may require more than one step.

Part A Give the set of reactants (including an alkyl halide and a nucleophile) that could be used to synthesize the following ether: CH,CH-OCH-CH-CHCH, CH₁ Draw the molecules on the canvas by choosing buttons from the Tools (for bonds and charges), Atoms, and Templates toolbars, including charges where needed. DCQQ Hot ? W noto H₂C moto H₂C H CH₂ TIL CH₂ CH₂ CH₂ but H C N O 5 PO

Which ones will be used?

Answer both parts of the question and show your work please.

Molecule 2 was prepared via molecule 1. Provide a complete curved arrow mechanism for the most straightforward conversion to 2 using the reagents given. 왜요 1 CH3 3 1. CH3MgBr 2. H3O+ HO LOH NaOCH3 CH3OH CH3 Molecule 4 was prepared via molecule 3. Provide a complete curved arrow mechanism for the most straightforward conversion to 4 using the reagents given. CH3 2 OH