Specific pKa | Massachusetts Institute of Technology

University:
Massachusetts Institute of Technology
Course:
5.12 | Organic Chemistry I
Academic year:

2023
Views:

335

Pages:

4
Author:

Malakai Olson

nitro nitrile pKa O O N N H O O H3C C N H3C H C N -11.3 H+ + -10.1 H+ + H ketone O O C C H3C thiol CH3 H+ + H3C -7.2 CH3 H H3C H3C S + S H+ -6.8 H H H O O H H phenol H+ + -6.7 H ester O O C C H3C OCH2CH3 H3C + -6.5 H+ OCH2CH3 H carboxylic acid O O C C H3C sulfide OH H3C S H3C CH3 -6.1 H+ + OH H3C S + CH3 -5.4 H+ H ether H3CH2C O H3CH2C CH2CH3 O CH2CH3 H + H+ + H+ + H+ -3.6 H H alcohol H3CH2C H3CH2C O O -2.4 H H O O amide C H3C H N N O O H C F3C O 0 H H carboxylic acid H C H3C + C F3C O H+ 0.2 O phosphoric acid HO pKa O P OH O P OH 2.1 H+ + OH OH H H N aniline N H H + H+ 4.6 H carboxylic acid O O + H3C H3C OH 4.7 H+ O H N N pyridine + H+ 5.3 H N N imidazole N N H H O phosphoric acid O O P OH O P OH H+ + OH O O S C H O S CH3 C H O H amine CH3 H3C N CH3 C H 8.5 CH3 + H+ 9 H CH3 H3C H+ O 1,3-diketone C CH3 H O H3C O + H3CH2C H3CH2C 7.2 O O β-keto thioester 7.0 H+ + CH3 H + N H3C CH3 H+ 9.8 pKa O O H phenol thiol H3CH2C S H H3CH2C O b-keto ester H3CH2C O O C H H3C iminium ion H3CH2C CH3 H3C O N H3C + OH O P N C N H3C H N H N N H H + H+ N H3C H O H+ 13.2 + H+ 14.4 N C + H O C H3CH2C C H H O alcohol 12.4 H H N H3C 11 H+ + O imidazole amide 11 O H N H+ C N N H+ O P + H O H3C CH3 CH3 H H guanidine C H O phosphoric acid O H C H O H H H3C 10.6 H+ O CH3 N + S 10.0 H+ + 15.0 N H H H3CH2C O + H+ 15.9 ketone H H O C C H CH3 pKa H O C C CH3 H O C C OCH2CH3 + H+ 20 H+ + H ester H H O C C OCH2CH3 C H H + H+ 24.5 H acetylene H C H C H nitrile H C 25 H C C N H C C + N H+ 25 H amine H H3C H3C N N 35 H+ + H H H H toluene C H C H H H H H H H H H H H C H + C H+ 44 H H H H3C H C C H ethane H+ H H C 41 43 + ethylene H+ H H benzene + H H H H3C C H + H+ 50