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OrChem > Aromatic Reactions > Flashcards

Aromatic Reactions Flashcards

Organic reactions

1
Q

Benzene —-> Cyclohexane
▪︎Type and Name
▪︎Reagents and conditions

A 
Type: Addition 
Name: Hydrogenation 
Reagents and conditions:
H2
Ni 
150°C
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2
Q

Benzene —-> Hexachlorocyclohexane
▪︎Type and Name
▪︎Reagents and Conditions

A 
Type: Addition 
Name: Halogenation 
Reagents and Conditions:
UV light 
Cl2
Heat
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3
Q

Benzene —-> Nitrobenzene
▪︎Type and Name
▪︎Reagents and Conditions

A 
Type: Electrophilic substitution 
Name: Nitration
Reagents and Conditions:
Conc. HNO3
Conc. H2SO4
55°C
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4
Q

Benzene —-> Ethanoyl benzene (C6H5COCH3)
▪︎Type and Name
▪︎Reagents and Conditions

A 
Type: Electrophilic substitution 
Name: Friedel Craft's acylation 
Reagents and Conditions:
CH3COCl
anhydrous AlCl3
Heat
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5
Q

Benzene —-> Toluene (Methylbenzene)
▪︎Type and Name
▪︎Reagents and Conditions

A 
Type: Electrophilic substitution 
Name: Friedel Craft's alkylation 
Reagents and Conditions:
CH3Cl
anhydrous AlCl3
Heat
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6
Q

Benzene —-> Ethylbenzene
▪︎Type for both reactants
▪︎Reagents and Conditions

A 
Type (benzene ring): Electrophilic substitution 
Type (alkene): Electrophilic addition 
Reagents and Conditions:
CH2=CH2
Conc. HCl
350°C OR heat
anhydrous AlCl3
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7
Q

Benzene —-> Benzenesulfonic acid (C6H5SO3H)
▪︎Type
▪︎Reagents and Conditions

A

Type: Electrophilic substitution
Reagents and Conditions:
Conc. H2SO4
Heat

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8
Q

Benzene —-> Chlorobenzene/Bromobenzene
▪︎Type and Name
▪︎Reagents and Conditions

A 
Type: Electrophilic substitution 
Name: halogenation 
Reagents and Conditions:
Cl2/Br2
anhydrous AlCl3
Heat
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9
Q

Toluene —-> Chloromethyl benzene (C6H5CH2Cl)
▪︎Type
▪︎Reagents and Conditions

A

Type: Free radial substitution
Reagents and Conditions:
Cl2
UV light

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10
Q

Toluene —-> 2-Nitrotoluene (minor) + 4-Nitrotoluene (major)
▪︎Type and Name
▪︎Reagents and Conditions

A 
Type: Electrophilic substitution 
Name: Nitration 
Reagents and Conditions:
Conc. HNO3
Conc. H2SO4
55°C
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11
Q

Toluene —-> COCH3 directed into 2- and 4- positions seperately of toluene
▪︎Type
▪︎Reagents and Conditions

A 
Type: Electrophilic substitution 
Reagents and Conditions:
CH3COCl
anhydrous AlCl3
Heat
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12
Q

Toluene —-> 2-Chlorotoluene (minor) + 4-Chlorotoluene (major)
▪︎Type
▪︎Reagents and Conditions

A 
Type: Electrophilic substitution 
Reagents and Conditions:
Cl2
anhydrous AlCl3
Heat
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13
Q

Toluene —-> 2-methyltoluene (minor) + 4-methyltoluene (major)
▪︎Type
▪︎Reagents and Conditions

A 
Type: Electrophilic substitution 
Reagents and Conditions:
CH3Cl
anhydrous AlCl3 
Heat
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14
Q

Toluene —-> 2-ethyltoluene (minor) + 4-ethyltoluene (major)

▪︎Reagents and Conditions

A

CH2=CH2
Conc. HCl
350°C
anhydrous AlCl3

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15
Q

Toluene —-> Benzoic acid
▪︎Type
▪︎Reagents and Conditions

A

Type: Oxidation
Reagents and Conditions:
KMnO4/H+ OR Alkaline KMnO4, Dil H2SO4
Heat

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16
Q

Benzoic acid —-> Benzoyl chloride (C6H5COCl)

▪︎Reagents and Conditions

A

PCl5/SOCl2
Room temp

OR

PCl3
Heat

17
Q

Benzoyl chloride (C6H5COCl) —-> Benzoic acid

▪︎Reagents

A

H2O

18
Q

Benzoyl chloride (C6H5COCl) —-> Benzamide (C6H5CONH2)

▪︎Reagents

A

NH3

19
Q

Phenol —-> 2,4,6-Trinitrophenol (Picric acid)
▪︎Type
▪︎Reagents

A

Type: Electrophilic substitution
Reagents:
Conc. HNO3

20
Q

Phenol —-> 2,4,6-Tribromophenol
▪︎Type
▪︎Reagents and Conditions

A

Type: Electrophilic substitution
Reagents and Conditions:
aq. Br2
Room temp

21
Q

Phenol —-> 2-Nitrophenol (minor) + 4-Nitrophenol (major)
▪︎Type
▪︎Reagents and Conditions

A

Type: Electrophilic substitution
Reagents and Conditions:
Dilute HNO3
Room temp

22
Q

Phenol —-> Sodium phenoxide (C6H5O-Na+) + H2
▪︎Type
▪︎Reagents and Conditions

A

Type: Redox/Oxidation
Reagents and Conditions:
Na
Room temp

23
Q

Phenol —-> Sodium phenoxide (C6H5O-Na+) + H2O
▪︎Type
▪︎Reagents and Conditions

A

Type: Neutralization/Acid-base reaction
Reagents and Conditions:
NaOH
Room temp

24
Q

Nitrobenzene —-> Aniline (Phenylamine)
▪︎Type
▪︎Reagents and Conditions

A 
Type: Reduction 
Reagents and Conditions:
Sn 
Heat 
Conc. HCl
25
Q

Aniline (Phenylamine) —-> 2,4,6-Tribromoaniline
▪︎Type
▪︎Reagents and Conditions

A

Type: Electrophilic substitution
Reagents and Conditions:
aq. Br2
Room temp

26
Q

Aniline (phenylamine) —-> Aniline Hydrochloride (C6H5NH3+ Cl-)

▪︎Reagents

A

HCl

27
Q

Benzoyl chloride (C6H5COCl) —-> Phenyl benzoate (C6H5-COO-C6H5)

▪︎Reagents and Conditions

A

Phenol/Sodium phenoxide
Conc. HCl
Heat

28
Q

Aniline (Phenylamine) —-> Benzenediazonium chloride (C6H5-N+≡NCl-)
▪︎Name
▪︎Reagents and Conditions

A 
Name: Diazotization 
Reagents and Conditions:
NaNO2
HCl
T<10°C
29
Q

Benzenediazonium chloride (C6H5-N+≡NCl-) —-> C6H5-N=N-C6H4OH
▪︎Type
▪︎Reagents and Conditions

A

Type: Coupling reaction
Reagents and Conditions:
Phenol
T<10°C

30
Q

Benzenediazonium chloride (C6H5-N+≡NCl-) —-> C6H5-N=N-C6H4NO2
▪︎Type
▪︎Reagents and Conditions

A

Type: Coupling reaction
Reagents and Conditions:
Nitrobenzene
T<10°C

31
Q

Benzenediazonium chloride (C6H5-N+≡NCl-) —-> C6H5-N=N-C6H4SO3H
▪︎Type
▪︎Reagents and Conditions

A

Type: Coupling reaction
Reagents and Conditions:
Benzene Sulfonic acid
T<10°C

32
Q

Benzenediazonium chloride (C6H5-N+≡NCl-) —-> Idobenzene + N2

▪︎Reagents

A

NaI/CuI

33
Q

Benzenediazonium chloride (C6H5-N+≡NCl-) —-> Phenol + N2 + HCl
▪︎Type
▪︎Reagents and Conditions

A

Type: Hydrolysis
Reagents and Conditions:
H2O
T>10°C

OrChem (2 decks)

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