19. Which compound will elute last in a silica-filled column: 4-Hydroxynitrobenzene or 2- Hydroxynitrobenzene? Why? HO NO₂ LOH NO₂

Low-molecular-weight dicarboxylic acids normally exhibit two different pK, values. Ionization of the first carboxyl group is easier than the second. This effect diminishes with molecular size, and for adipic acid and longer chain dicarboxylic acids, the two acid ionization constants differ by about one pK unit. Dicarboxylic Acid Structural Formula pK,2 a1 Охalic НООССООН 1.23 4.19 Malonic НООСCH,COOH 2.83 5.69 Succinic HOOC(CH,),COOH 4.16 5.61 Glutaric HOOC(CH,),COOH 4.31 5.41 Adipic HOOC(CH,),COOH 4.43 5.41 Why do the two pK, values differ more for the shorter chain dicarboxylic acids than for the longer chain dicarboxylic acids?

propiophenone + excess Br2 + excess NaOH=

Select the best reagents to achieve the following transformation Ph Ph Br HBr HBr, ROOR Br2, H₂O Br2

6. Identify compound X in the scheme below. Ph LiAlH4 Et₂O then aqueous workup Dess-Martin or Ley or Swern or PDC compound X

Hh.100.

is For part C of this lab, during the work up, we add 30% KOH solution. What is the purpose of adding 30% KOH during the work up? Part C: a-Diethylamino-2,6-dimethylacetanilide H.C HN CH₂CI CH₂ (C₂H-J-NH ● It creates the lidocaine salt It deprotonates the lidocaine It decreases the pH. thus making the product less soluble mp 68-69 lidocaine CH₂N(C₂Hsz It increases the solubility of lidocaine in aqueous phase CH3 5331

Question 5

i) 3-methyloctane-2,3-diol 11) 3-chloro-4-ethoxy-2-methylcyclopentanamine iii) N, N, 3,3-tetramethylbutan-2-amine iv) 1-ethoxy-2,5-difluorohexan-3-ol 6) 5-isopropoxy-3-isopropyl-6-propoxy-4-propylcyclohexane -1, 2-diol   draw of the following names in skeletal forms

What is the literature melting point of product the reaction between benzoyl chloride and excess ammonium hydroxide? 288-290 128-130 -1-2 197-199