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Chem 351 Test 4

Total questions: 51

Worksheet time: 51mins

Name
Class
Date
1.

Hydrohalogenation is adding a ______ across a  π\pi  bond.

a)

H and X

b)

H and OH

c)

H and H

d)

OH and OH

2.

Hydration is adding a ______ across a π bond.

a)

H and X

b)

H and H

c)

OH and OH

d)

H and OH

3.

Hydrogenation is adding a ______ across a π bond.

a)

H and X

b)

H and OH

c)

H and H

d)

OH and OH

4.

Halogenation is adding a ______ across a π bond.

a)

H and X

b)

X and X

c)

H and H

d)

OH and OH

5.

Halohydrin formation is adding a ______ across a π bond.

a)

OH and OH

b)

X and X

c)

H and H

d)

X and OH

6.

Dihydroxylation is adding a ______ across a π bond.

a)

OH and OH

b)

H and H

c)

OH and X

d)

X and X

7.

What is the product of this reaction?

a)
b)
c)
d)
8.

HBr in the presence of an Alkene will do ___________ of H and Br.

a)

Markovnikov addition

b)

Anti-Markovnikov addition

c)

Syn Addition

d)

Anti Addition

9.

HBr, ROOR in the presence of an Alkene will do _________ of H and Br.

a)

Markovnikov addition

b)

Anti-Markovnikov addition

c)

Syn addition

d)

Anti addition

10.

H3O+ in the presence of an Alkene will undergo ________ and add OH and H across the π bond. This proceeds via ________.

a)

Markovnikov

b)

SN2

c)

Anti-markovnikov

d)

SN1

11.

 Dilute H2SO4more H2O\frac{Dilute\ H2SO4}{more\ H2O} in the presence of an Alkene will undergo ________ and add H and OH across the π bond. This proceed via ______.

a)

Markovnikov addition

b)

SN1

c)

Anti-markovnikov addition

d)

SN2

12.

 Concentrated H2SO4dilute H2O\frac{Concentrated\ H2SO4}{dilute\ H2O}  in the presence of an Alkene will undergo ________. This proceed via ______.

a)

Elimination

b)

Substitution

c)

SN1

d)

E1

e)

SN2

13.

An HBr radical in the presence of an Alkene will undergo ________ and add H and Br across the π bond.

a)

Anti-markovnikov

b)

Markovnikov

14.

 Hg(OAc)2, H3O+NaBH4\frac{Hg\left(OAc\right)_2,\ H3O^+}{NaBH_4}  in the presence of an Alkene will undergo ________ and add H and OH across the π bond.

a)

Markovnikov addition

b)

Anti-markovnikov addition

15.

HBr will add ___________ across the π bond.

a)

H

b)

Br

c)

H and Br

d)

None of the answer choices are correct

16.

H3O+ will add ___________ across the π bond.

a)

H

b)

OH

c)

H and OH

d)

H3O+

e)

H3O+ and H

17.

 BH3 THFH2O2 , NaOH\frac{BH_3\cdot\ THF}{H_2O_2\ ,\ NaOH}  will add ___________ across the π bond.

a)

BH and H

b)

H

c)

OH

d)

H and OH

e)

BH3

18.

 BH3THFH2O2 , NaOH\frac{BH_3\cdot THF}{H_2O_2\ ,\ NaOH}  in the presence of an Alkene will undergo ________ and add H and OH across the π bond.

a)

Markovnikov addition

b)

Anti-markovnikov

19.

 BH3 THFH2O2 , NaOH\frac{BH_3\cdot\ THF}{H_2O_2\ ,\ NaOH} in the presence of an Alkene forms 2 chiral centers, it proceeds via  ________ and adds H and OH across the π bond. 

a)

Markovnikov with syn addition

b)

Anti-markovnikov with syn addition

c)

Markovnikov with anti-addition

d)

Anti-markovnikov with anti-addition 

20.

 H2Pt (also Pd or Ni)\frac{H_2}{Pt\ \left(also\ Pd\ or\ Ni\right)}  in the presence of an Alkene will undergo ________ and add H and H across the π bond.

a)

Syn-addition

b)

Anti-addition

21.

 H2Pt\frac{H_2}{Pt}  will add ___________ across the π bond.

a)

H

b)

H and H

c)

Pt

d)

Pt and H

22.

Cl2 in the presence of an Alkene will undergo ________ and add Cl and Cl across the π bond.

a)

Syn-addition

b)

Anti-addition

23.

 Br2H2O\frac{Br_2}{H_2O}  in the presence of an Alkene will form a _______ and undergo ________; this adds H2O to the intermediate. 

a)

Radical

b)

Bromonium ion

c)

Syn-addition

d)

Anti-addition

24.

RCO3H in the presence of an Alkene will form a(n) _______.

a)

radical

b)

epoxide

c)

carboxylic acid

d)

ketone

25.

RCO3H in the presence of an Alkene will undergo ________ and add OH and OH across the π bond.

a)

Anti-addition

b)

Syn-addition

26.

 OsO4tBuOOH or NMO\frac{OsO_4}{tBuOOH\ or\ NMO}  in the presence of an Alkene will undergo ________ and add OH and OH across the π bond.

a)

Syn-addition

b)

Anti-addition

27.

 OsO4tBuOOH or NMO\frac{OsO_4}{tBuOOH\ or\ NMO}  will add ___________ across the π bond.

a)

H and H

b)

OH and H

c)

OH and OH

d)

OsO4 and H

28.

 O3DMS or ZnH2O\frac{O_3}{DMS\ or\ \frac{Zn}{H_2O}}  in the presence of an Alkene will undergo ________ and cleave the π bond.

a)

Oxidation

b)

Reduction

c)

Hydroxylation 

d)

Ozonolysis

29.

 NaNH2NH3\frac{NaNH_2}{NH_3}  in the presence of a dihalide will generate an alkyne via ________.

a)

SN1

b)

SN2

c)

E1

d)

E2

30.

 H2Pt\frac{H_2}{Pt}  in the presence of an Alkyne will undergo ________ and add H and H to form an alkane.

a)

Syn-addition

b)

Anti-addition

31.

 H2Lindlars Catalyst\frac{H_2}{Lindlars\ Catalyst}   in the presence of an Alkyne will undergo ________ and add H and H to form a ______ alkene

a)

Syn-addition

b)

Trans

c)

Cis

d)

Anti-addition

32.

 NaNH3\frac{Na}{NH_3}   in the presence of an Alkyne will undergo ________ and add H and H to form a _________ alkene.

a)

Anti-addition

b)

Syn-addition

c)

Cis

d)

trans

33.

HX in the presence of an Alkyne will undergo ________ and add X to form an alkene. This proceeds via ______.

a)

Markovnikov

b)

Anti-markovnikov

c)

SN1

d)

SN2

34.

xs HX in the presence of an Alkyne will undergo ________ and add X and X to form an alkene.

a)

Markovnikov

b)

Anti-Markovnikov

c)

Syn-addition

d)

Anti-addition

35.

 H2SO4 , H2OHgSO4\frac{H_2SO_4\ ,\ H_2O}{HgSO_4}  in the presence of an asymmetrical Alkyne will yield a mixture of ___________. 

a)

Aldehydes

b)

Ketones

c)

Carboxylic acids

d)

Diols

36.

 1. Disiamylborane or 9BBN2. H2O2 , NaOH\frac{1.\ Disiamylborane\ or\ 9-BBN}{2.\ H_2O_2\ ,\ NaOH}  in the presence of a terminal Alkyne will undergo ________ to produce an ________.

a)

Markovnikov

b)

Anti-Markovnikov

c)

Aldehyde

d)

Ketone

37.

___________ produces a tetra-halide in the presence of an Alkyne.

a)

xs Br2 or Cl2

b)

1 equivalent of Br2 or Cl2

38.

 1. O32. H2O\frac{1.\ O_3}{2.\ H_2O}  in the presence of an Alkyne will produce two _________.

a)

ketones

b)

aldehydes

c)

Carboxylic acid

d)

dihalides

39.

_________ produces a di-halide in the presence of an Alkyne

a)

xs Br2 or Cl2

b)

1 equivalent Br2 or Cl2

40.

 1. O32. H2O\frac{1.\ O_3}{2.\ H_2O}  in the presence of a terminal Alkyne will produce a _________ and __________.

a)

carboxylic acid

b)

ketone

c)

aldehyde

d)

carbon dioxide

41.

__________ in the presence of an Alkyne will add an R group to the alkyne thus elongating the carbon skeleton.

a)

 1. O32. H2O\frac{1.\ O3}{2.\ H_2O}  

b)

 1. NaH2. H3O+\frac{1.\ NaH}{2.\ H_3O^+}  

c)

 1. NaNH22. RX\frac{1.\ NaNH_2}{2.\ RX}  

d)

 1. HBr2. RX\frac{1.\ HBr}{2.\ RX}  

42.

   ?  \equiv\ \ \frac{?}{\rightarrow}\ \ \parallel  

a)

 H2Lindlars Catalyst\frac{H_2}{Lindlars\ Catalyst}  

b)

 H2Pt\frac{H_2}{Pt}  

c)

 NaNH3\frac{Na}{NH_3}  

43.

 ?  \equiv\frac{?}{\longrightarrow}\ \   |

a)

 H2Pt\frac{H_2}{Pt}  

b)

 H2Lindlars Catalyst\frac{H_2}{Lindlars\ Catalyst}  

c)

 NaNH3\frac{Na}{NH_3}  

44.

  ?\parallel\ \frac{?}{\rightarrow}  |

a)

 H2Lindlars catalyst\frac{H_2}{Lindlars\ catalyst}  

b)

 NaNH3\frac{Na}{NH_3}  

c)

 H2Pt\frac{H_2}{Pt}  

45.

Rank the following in increasing acidity

I. RH

II. ROH

III. XH

IV. RNH2

a)

I, II, III, IV

b)

II, IV, I, II

c)

IV,I I, III, II

d)

I, IV, II, III

46.

________ can deprotonate an alcohol.

a)

NaH

b)

NaNH2

c)

Li, Na, or K

d)

NaNH3

47.

HX in the presence of a tertiary alcohol will proceed as __________.

a)

SN1

b)

SN2

c)

E1

d)

E2

48.

SOCl2 or PBr3 in the presence of a primary or secondary alcohol will proceed as __________.

a)

SN1 with stereochemistry

b)

E1 with stereochemistry

c)

E2 with stereochemistry

d)

SN2 with stereochemistry

49.

 concentrated H2SO4Δ (heat)\frac{concentrated\ H_2SO_4}{\Delta\ \left(heat\right)}  in the presence of a secondary or tertiary alcohol will proceed ________.

a)

E1

b)

SN1

c)

E2 

d)

SN2

50.

 concentrated H2SO4Δ (heat)\frac{concentrated\ H_2SO_4}{\Delta\ \left(heat\right)}  in the presence of a primary alcohol will proceed ________.

a)

SN1

b)

SN2

c)

E1

d)

E2

51.

Dehydration of an alcohol will occur via ______ if the hydroxyl group is tosylated/pronated.

a)

SN1

b)

SN2

c)

E1

d)

E2