Step 4: The nitrile intermediate can be generated from the 5-carbon alkyl halide. Work backwards to determine the structure of he alkyl halide. Identify the alkyl halide. Br F } CI

Question 10 of 20 > Given two sets of reaction conditions and two products, select the structure of the common starting material. O Br O Br Br Br The unknown starting material is: `ОН OH `ОН Br₂ (2 equiv.) OH Starting material O H₂ (2 equiv.) Raney Ni OH OH OH

1. Rank the following from most reactive (number 1) to least reactive (number 4) toward nucleophilic acyl substitution. ob ob or ollo 2. Carboxylic Acids. Fill in the missing reagents or products. Indicate the section where each reaction can be found. (From Chapter 20 Reaction Wheel) NO₂ F руг. NH3 (xs) OH E OH B C 1. SOCI₂, pyr 2. (CH3)2CuLi D or

1a). Plan a synthesis of 3,4-dibromoaniline, starting from benzene. 4steps are required, lists reagents needed and draw in the intermediates.