Exam 3

Question 1

Br2

Answer 1

Addition of Br and H (in one or 2 places)

Question 2

H3CC=_CNa

Answer 2

Na is the spectator, add the leftover compound in place of the leave in group

Question 3

Linda’s catalyst

Answer 3

Pairs with H2, breaks triple bond into a double

Question 4

I mol Br

Answer 4

Anti addition, add Br to both sides cis

Question 5

H2SO4

Answer 5

Forms ketone

Question 6

BH3, THF

Answer 6

Connects to triple bond and pushes it down a carbon to make double bond, can leave oxygen on the end

Question 7

H2

Answer 7

Lindlar, makes a triple bond a double

Question 8

Na

Answer 8

(Excess) hydrogens on opposite sides of the triple bond and makes a double bond

Question 9

NaH

Answer 9

Takes H off compound, easy for next to be added

Question 10

OsO4

Answer 10

Cis OH on both sides of the double bond

Question 11

SOCl2

Answer 11

Is swapped for the OH group and inverted

Question 12

PBr3

Answer 12

Is swapped with the OH group

Question 13

CN

Answer 13

Swaps with leave in group and inverts

Question 14

H2SO4

Answer 14

Drops OH forms a double bond

Question 15

TsCl

Answer 15

Pyridine, drops H from OH and added Ts (no inversion)

Question 16

H2CrO4

Answer 16

Makes ketone (1+2 alcohol)

Question 17

PCC

Answer 17

Double bond to oxygen (1) ketone (2)

Question 18

IBX

Answer 18

Double bond to oxygen (1) ketone (2)

Question 19

Sn2

Answer 19

Approach from opposite of the leave in (inverts)
Molecule is negative
(One bump left is higher then right)

Question 20

Sn1

Answer 20

Step1- leave in group breaks off
Step 2- fast step (OH)
(Two bumps decreasing

Question 21

E2

Answer 21

Removal of the beta carbon proton
MAKES DOUBLE BOND
(One bump)

Question 22

E1

Answer 22

Step 1- remove leave in group
Step 2- fast step FORMS DOUBLE BOND
( two bumps)

Question 23

Electrophilic addition

Answer 23

Opens double or triple bond and adds OH
(Two bumps)

Question 24

Radical addiontion

Answer 24

ROOR, opens double bond and gains a hydrogen and Br

Question 25

Rate

Answer 25

Rate= k[R(leave in group)][Top line]

Question 26

Major resonance

Answer 26

Exchanges + - for bonds (neutral)

Question 27

Resonance structures

Answer 27

Normally have a charge

Question 28

NBS

Answer 28

Big molecule Adds Br one carbon down from the double bond

Question 29

CH3CO3H

Answer 29

Possible oxirane ring

Question 30

Ozone question

Answer 30

Remove oxygen and combined molecules

Question 31

Strong acids

Answer 31

F,O, N , C Cl, Br, HI

Question 32

Meso compound

Answer 32

Internal symmetry (cis)

Question 33

Strong bases

Answer 33

NaOH, NaNH2, NaH

Question 34

Chiral

Answer 34

Not identical to its reflection

Question 35

Achiral

Answer 35

Identical to its reflection

Question 36

HBr

Answer 36

Opens double dons easy switch

Question 37

OsO4

Answer 37

Cis OH groups

Question 38

Diaxial

Answer 38

2 molecules away in a ring (cis)