Unit 6 (Lesson 34 - 39) Flashcards
amines react as () with moderate and strong acids
bases
amine: acid/base reactivity trends
- EDG that donate via resonance increase basicity
- alkyl groups that donate electrons increase basicity
- sp3>sp2>sp for basicity
factors that affect base strength of amine
resonance
induction (pulling away) /hyperconjugation (donating)
hybridization (electronegativity)
what do you look for first
resonance – electron donating groups increase basicity - more so than alkyl groups
nitriles can reduce with () to form ()
LIALH4, H3O+ or H2 Pd/C
primary amine
nitro groups can reduce with () to form ()
H2 Pd/C or Zn HCl (aq)
aryl amine
can catalytic hydrogen reduce both imines and enamine
yes
amides can be reduced with () to form ()
LiAlH4
amines
neutral amines are ()
- weak bases
- they can use their nitrogen to accept a proton, becoming a protonated series
amines can deprotonate carboxylic acids
irreversibly
amines can deprotonate strong acids
Irreversibly
electron donation
increases amine basicity
electron withdraw
decreases amine basicity
the stronger the inductive atom/group, (EWD)
the more weakly basic the nitrogen atom
localized lone pair on nitrogen
- more readily shared
- more basic
true/false: alkyl amines are more basic than amide nitrogens
true
amino acids
the monomeric units that make up polyamides or proteins
pka = pH (amino acids)
were half the species is protonated and half is deportonated
isoelectric point
is pH where overall charge = 0
all amino acids are chiral
except for glycine
what interactions drive the folding of peptides into their tertiary, and then quaternary structures
H-bonds
hydrophobic interactions
-S-S-
electrostatic interactions
() is the only L-amino acid with an R configuration
cysteine
from Henderson-Hasselbalch: when pH=pKa
50% in acidic and 50% in basic form –> draw 2 species