Question

1. (10 Pts) Here are the pk, values for cyclohexylamine, pyridine, aniline and pyrrole. Explain the relative base strengths using piperidine as your standard for comparison. Amine Piperidine Pyridine Aniline Pyrrole 13.4 2. (5 Pts) Starting with benzene and any needed organic or inorganic reagents, synthesize 3. chloroaniline (meto-chloroaniline).

Answer 1

Solution piperdine in mare basic due to sp3 , Widragen li abm which gives it lone pain easily so it - Pub valus lower 're aig Due to sp²- Nidnogen atom, thin Pipertine (cyclohexylamine / mare boire than other given molecule un in mar = 8.8 Phys. 9.9 Phy= 13.4 a here all N-asom are sp2 hybridined alom, but on pyridine the lone-poin in Ireely avialable and not in conjugation to thin A mare bonic son other. o similarly in aniline widneyen tone pair in Conjugation which in easily not available for donation this in reason the Pkb value an higher and dess basic * In Pynoal, the laras busy on conjugation which provider aromaticity in the molecule so it Mkb much lower among all. TUP) hour strength a > > > KN) a . love pain bosicity decrease (lau-pain not av allable due to aroma dich decrease highly available due to spe Nalom