Organic Chemistry Final

what is the relationship between these 2 structures

constitutional isomers

identify the localized and delocalized electrons

I: delocalized

II: localized

III: one localized one delocalized

A

A

which structure is more stable and why

the second one because they are all equatorial

orbital (hybridization)

E

2

what is the molecular formula

C5H9Cl

D acid chloride

A C14H10

which ion has a single negative formal charge

B

D amide

• not a ketone because the there is not a a carbon atom double-bonded to an oxygen atom, C=O that is bonded to two other carbon-containing groups

ranks the compounds from least acidic to most acidic

3,2,4,5,1

the right side

rank these hydrogens from most acidic to least acidic

C

D

B

SH is the stronger acid because it is larger, so the weaker acid is on the left side

which possesses a dipole moment

1 and 3

which CH bond is the strongest

E

D

if you draw out the chair conformation, everything is equatorial

• do not assume dashed means equitoral automatically, it depends on what is up or down in the chair conformation

E

only has 4 carbons in parent chain

4-bromo-2-ethyl-1-methylcyclooctane

• this gives all 3 substitution groups the lowest numbers possible

A

all equitoral, in B carbons 5 and 6 are axial

D

parent chain only has 3 carbons

E

hexane has the most carbons in the parent chain

C, A, B, D

which is most acidic

option 3

what is the relationship

its the same compound, the chair is simply flipped

3-ethyl-8methylbicyclo[4.3.0]nonane

which solvents are good for SN2 reactions

polar aprotic

DMSO, acetone, DMF, THR, ACN

which solvents are good for SN1 reactions

polar protic

water, MeOH, ETOH

as we go down a column, is it more protic or aprotic

protic