Level 197 Level 199
Level 198

Leaving Groups & NucleopHilicity


73 words 0 ignored

Ready to learn       Ready to review

Ignore words

Check the boxes below to ignore/unignore words, then click save at the bottom. Ignored words will never appear in any learning session.

All None

Ignore?
I?
good leaving group
Br?
good leaving group
Cl?
good leaving group
H2O
Bent (or) Angular
ROH
good leaving group
?OSO2R
good leaving group
n2
formula to figure out the number of orbitals possible
NR3
good leaving group
SR2
good leaving group
?NH2
poor leaving group
F?
poor leaving group
RO?
strong base
HO?
strong base
R2N?
strong base
RC=C:?
strong base
RS?
good nucleophile
CN?
good nucleophile
RCO2?
good nucleophile
RCO2H
weak nucleophile
NO3?
weak nucleophile
SO4²?
weak nucleophile
ClO4?
weak nucleophile
I
Iodine
Br
Bromine
Cl
Chlorine
Hs
Hassium
H2S
SN2
RSH
SN2
RO
strong nucleophile
N---C
strong nucleophile
Water
What is the most common solvent in everyday life?
Sulfonate ions
Tosylate, mesylate, triflate
Methanol
First member of the family of alcohols, it is a colourless liquid which boils at 65c.
ethanol
protic
protic
acetic acid
ammonia
Arrhenius, BL, and Lewish base
DMSO
polar aprotic
acetonitrile
polar aprotic
DMF
polar aprotic
HMPA
polar aprotic
SN2
?:CN
Sn1
Both mechanisms are sensitive to the nature of the leaving group but the _______ mechanism is more sensitive
sn1 oh
use acid to protonate
sn2 oh
converted to tosylate rather than protonating
excellent
Sulfonate Ions
moderate
bromide ion
bromide vs chloride
bromide is better (atomic radius > EN)
alcohols
moderate
fluoride ion
leave rarely/only under special conditions
amines
leave rarely/only under special conditions
oxyanions
leave rarely/only under special conditions
nitranions
leave rarely/only under special conditions
leave rarely/only under special conditions
fluoride ion, amines, oxyanions, nitranions
hydride ion
never leave in SN2 reactions, only in Chichibabin reaction
alkyl group
a alkane group minus one hydrogen atom
never leaves
alkyl group
2
EN of B
2.55
EN of C
3
EN of N
3.44
EN of O
4
EN of F
1.9
EN of Si
2.2
EN of P
2.6
Calculate the pH value of this solution to 2.s.f
3.16
EN of Cl
Protic Polar Solvents
water (80), methanol (33), ethanol (25)
Aprotic Polar Solvents
DMSO (47), DMF (37), and acetone (21)
Protic Nonpolar Solvents
acetic acid (6.2)
Aprotic Nonpolar Solvents
dichloromethane (9.1), THF (7.6), ethyl ether (4.3), hexane (1.9)
nonpolar
All bonds in HONClBrIF's are _______
polar
a molecule in which the centroid of the positive charges is different from the centroid of the negative charges.
Requirements for Protic
hydrogen donor must:
Requirements for Polarity
e > 20