Exam (elaborations) ACS Organic Chemistry

A hydrogen atom on an sp3 carbon atom that is alpha to a carbonyl group is - ANS30 orders of magnitude more acidic than normal, due to resonance. Aldehydes and ketones that are alpha,beta-unsaturated may go through - ANS1,2-addition or 1,4-addition with nucleophiles. *Kinetic product = 1,2-nucleophilic addition, forms faster, dominates if reaction stops before equilibrium is reached *Thermodynamic product = 1,4-nucleophilic addition, forms slower, dominates if reaction continues to reach equilibrium At what frequency is a C atom attached to a pi system in a proton NMR? - ANS2 At what frequency is a C atom attached to an O atom in a proton NMR? - ANS3-4 At what frequency is a C-C triple bond or C-N triple bond in IR spec? - ANS2100 At what frequency is a C=C bond or aromatic C-C bond in IR spec? - ANS1600 At what frequency is a carboxylic O atom in a proton NMR? - ANS11-12 At what frequency is a CH (sp) bond in IR spec? - ANS3300 At what frequency is a CH (sp2) bond in IR spec? - ANS At what frequency is a CH (sp3) bond in IR spec? - ANS At what frequency is an aldehyde C atom in a proton NMR? - ANS10 At what frequency is an amide bond in IR spec? - ANStwo medium strength bands around 3400 + the carbonyl band below 1700 At what frequency is an aromatic C atom in a proton NMR? - ANS7-8 At what frequency is an aromatic C-C bond in IR spec? - ANS1500 At what frequency is an OH or NH bond in IR spec? - ANS3400 At what frequency is an sp2 C atom in a proton NMR? - ANS5-6 At what frequency is an sp3 C atom in a proton NMR spec? - ANS1