Orgo 2-1

Question 1

True/False

A radical contains an atom that has an octet of electrons?

Answer 1

False

Question 2

True/False

A radical is formed by the homolysis of a covalent bond.

Answer 2

True

Question 3

True/False

Cleavage of a stronger bond forms the more stable radical

Answer 3

False

Question 4

True/False

The stability of a radical increases as the number of alkyl groups bonded to the radical decreases

Answer 4

False

Question 5

True/False

The higher the bond dissociation energy for a C-H bond, the more stable the resulting carbon radical.

Answer 5

False

Question 6

True/False

Less stable radicals generally do not rearrange to more stable radicals.

Answer 6

True

Question 7

Answer 7

3

Question 8

True/False

Light or heat provides the energy needed for homolytic bond cleavage to form radicals.

Answer 8

True

Question 9

True/False

Breaking the weak O-O bond of peroxides initiates radical reactions

Answer 9

True

Question 10

True/False

The diradical O₂ removes radicals from a reaction mixture.

Answer 10

True

Question 11

True/False

Radicals rearrange

Answer 11

False

Question 12

True/False

Bromination is unselective, yielding a mixture of products

Answer 12

False

Question 13

True/False

Chlorination is faster than bromination

Answer 13

True

Question 14

True/False

Chlorination is often selective, yielding one major product

Answer 14

False

Question 15

True/False

Bromination is faster than chlorination.

Answer 15

False

Question 16

True/False

The rate-determining step in bromination is exothermic

Answer 16

False

Question 17

True/False

Bromination produces a mixture of products

Answer 17

False

Question 18

True/False

A single radical halogenation product predominates in bromination.

Answer 18

True

Question 19

True/False

The rate-determining step in chlorination is endothermic.

Answer 19

False

Question 20

True/False

The transition state resembles in the product during chlorination.

Answer 20

False

Question 21

True/False

During chlorination, the more stable radical is formed faster.

Answer 21

False

Question 22

True/False

Chlorination results in a mixture of products.

Answer 22

True

Question 23

Answer 23

II

Question 24

Answer 24

I

Question 25

Answer 25

4

Question 26

Answer 26

III < II < I

Question 27

Answer 27

II > IV > III > I

Question 28

Answer 28

IV

Question 29

Answer 29

II

Question 30

Answer 30

4

Question 31

Answer 31

I

Question 32

Answer 32

I

Question 33

Answer 33

III

Question 34

Answer 34

I and II

Question 35

Answer 35

IV

Question 36

Answer 36

I and II

Question 37

True/False

The first of the chain-propagating steps in free radical halogenation of alkanes is rate-determining

Answer 37

True

Question 38

True/False

Free radical halogenation of alkanes proceeds by way of a flat sp² hybridized free radical

Answer 38

True

Question 39

True/False

The chain-initiating step of free radical halogenation of alkanes involves cleavage of a carbon-hydrogen bond to afford a carbon radical and a hydrogen atom.

Answer 39

False

Question 40

Answer 40

H_b

Question 41

Answer 41

III

Question 42

Answer 42

Only [1]

Question 43

Answer 43

Only [2] and [3]

Question 44

Answer 44

-5 kcal/mol

Question 45

Answer 45

IV

Question 46

Answer 46

Allylic radical

Question 47

Answer 47

I

Question 48

Answer 48

6

Question 49

Answer 49

2

Question 50

Answer 50

I < II < III < IV

Question 51

Answer 51

All of them

Question 52

Answer 52

IV

Question 53

Answer 53

I