Organic Chemistry (Reactions only) (Done) Flashcards
Questions give the reactant and you are asked about the product
1
Q
Oxidation of ketone with KMnO4 yields
A
Carboxylic acid
2
Q
Reaction of carboxylic acid with chlorine yields _ then forms _ in the presence of ammonia
A
Acid chloride, amide
3
Q
Hydrogenation of alkene yields
A
Alkane
4
Q
Addition of alcohol to aldehyde or ketone yields
A
Hemiacetal, then further addition results to acetal
5
Q
Reduction of aldehyde with LiAlH4 or NaBH4 yields
A
Primary alcohol
6
Q
Oxidation of aldehyde with KMnO4 / Ag2O and HO- in acidic medium yields
A
Carboxylic acid
7
Q
Reaction of Diazonium salt with Cu2Cl2 in heat yields
A
Chlorobenzene and N2
8
Q
Reduction of alkyne using Pd or Ni-B yields
A
Cis alkenes
9
Q
Oxidation of alkylbenzenes with KMnO4, HO-, heat then H3O+ yields
A
Benzoic acid, CO2
10
Q
Reaction of diazonium salt with KI in heat yields
A
Iodobenzene and N2
11
Q
Reduction of acyl chloride with LiAlH(O-t-butyl) and water yields
A
Aldehyde
12
Q
Reduction of alkyne using Na or Li, NH3 yields
A
Trans alkenes
13
Q
Hydroxylation of alkene in cold, dilute, neutral KMnO4 yields
A
Syn-diol
14
Q
Sulfonation of benzene yields
A
Benzenesulfonic acid
15
Q
Hydrogenation of alkynes in Lindlar’s Catalyst (Pd (Pb)) yields
A
cis-alkene
16
Q
Reaction of ether with HX (X = I or Br) in excess yields
A
Lower order alcohol and higher order alkyl halide
17
Q
Reaction of carboxylic acid with acyl chloride in base (NaOH, pyridine) yields
A
(Acid) anhydride
18
Q
Reaction of acyl chloride with sodium acetate yields
A
Acid anhydride
19
Q
Oxidation of tertiary alcohol yields
A
No reaction
20
Q
Reaction of ether with HX (X = I, Br) yields
A
Lower order alkyl halide, higher order alcohol
21
Q
Use of HX on alcohol yields
A
Alkyl halide
22
Q
Oxidation of methylketone with X2 in NaOH then H3O+ yields
A
Carboxylic acid and haloform
23
Q
Hydration of alkyne using water, H+ and HgSO4 yield
A
Keto-enol (ketone and enol in tautomerism)
24
Q
Reaction of acyl chloride with ammonia yields
A
Amide
25
Hydrohalogenation of alkenes yields
Alkyl halides
26
Use of SOCl2 on primary or secondary alcohol yields
Alkyl halide
27
Grignard synthesis on alkyl halide yields
Alkane
28
Use of Grignard Reagent or Organolithium Compound on ketone yields
Tertiary alcohol
29
Use of K2Cr2O7, CrO7, H2CrO4 on secondary alcohol for oxidation yields
Ketone
30
Friedel-Crafts Acylation of benzene/aromatic hydrocarbon yields
Aromatic ketone
31
Reduction of alkyl halide by metal and acid yields
Alkane
32
Reaction of ester with alcohol in acidic or basic medium yields
Another ester and another alcohol
33
Reduction of amide with LiAlH4 yields
Amine
34
Use of PCC with CH2Cl2 and heat on primary alcohol yields
Aldehyde
35
Addition of Grignard or Organolithium reagent on nitrile yields
Ketone
36
Fridel-Crafts Alkylation of benzene yields
Alkylbenzene
37
Reaction of nitrile with DIBAL-H and water yields
Aldehyde
38
Reaction of carboxylic acid with halogen yields
Alpha-haloacid
39
Reaction of ester with Grignard Reagent yields
Tertiary alcohol
40
Addition of 2HX to alkyne yields
Geminal dihalide
41
Ozonolysis of alkyne yields
Carboxylic acid (main product) and CO2
42
Alkene + X2 (X is a halogen) in water yields
Halohydrin
43
Hydrolysis of nitriles yield
Carboxylic acid
44
Oxidation of alkylbenzenes in KMnO4, HO-, heat then H3O+ yield
Benzoic acid and CO2
45
Alcoholysis of acid anhydrides yield
Esters (main product) and carboxylate/carboxylic acid
46
Reduction of ketone yields _ while further reduction yields _
Secondary alcohol, alkane
47
Reduction of carboxylic acid yields _ and can form _
Carboxylate, salts
48
Oxidation of aldehyde with KMnO4 / Ag2O OH- (in acidic conditions) yields
Carboxylic acid
49
Addition of Grignard Reagent or Organolithium compound to ketone yields
Tertiary alcohol
50
Baeyer-Villiger oxidation of aldehyde yields
Carboxylic Acid
51
Hydrolysis of acid chloride yields
Carboxylic acid and HCl
52
Dehydration of alcohol yields
Alkenes
53
Addition of a primary amine to a ketone yields
Imine derivative
54
Reaction of carboxylic acid with ammonia yields
Amide
55
Halogenation of alkane in extreme conditions (UV/heat/light) yields
Alkyl halide
56
Dehydrohalogenation of alkyl (vicinal) dihalides yields
Alkynes
57
Reaction of diazonium salt with Cu2(CN)2 in heat yields
Benzonitrile and N2
58
Reaction of ester with DIBAL-H and water yields
Aldehyde
59
Addition of ketone to Grignard reagent yields
Tertiary Alcohol
60
Addition of hydroxylamine to aldehyde yields
Oxime derivative
61
Use of SOCl2 on tertiary alcohol yields
No reaction because tertiary carbons cannot undergo SN2
62
Oxidation of alkene (1. KMnO4, HO- 2. heat 3. H3O+) yields
Ketone and carboxylic acid (if the other C is connected to an R group) or CO2 (if it is connected to just an H)
63
Reaction of haloalkane with ammonia yields
Amine
64
Oxidation of primary alcohol using a strong oxidizing agent (KMnO4 with HO-, H2O and heat) yields
Carboxylic acid
65
Reaction of diazonium salt with Cu2Br2 in heat yields
Bromobenzene and N2
66
Reaction of carboxylic acid with sodium acetate yields
Acid anhydride
67
Oxidation of alkyne (1. KMnO4, HO-, heat 2. H3O+) yields
Carboxylic acid and CO2
68
Williamson Synthesis of alkyl halide and sodium alkoxide yields
Ether
69
Combustion/oxidation of alkane yields
CO2 and H2O
70
Addition of HX (X - halogen) to alkene yields
Alkyl halide
71
Use of PX3 (X = halogen) on primary and secondary alcohol yields
Alkyl halide
72
Reaction of acid anhydride with primary and secondary amine yields
Amide
73
SN2 favors _ carbons
Primary
74
Use of Grignard Reagent or Organolithium Compound on methanal/formaldehyde yields
Primary alcohol
75
Dehalogenation of tetrahalides in 2 Zn yields
Alkynes
76
Reaction of sodium acetylide with alkyl halides yield
Alkynes
77
Reaction of carboxylic acid with PCl3, PCl5 or SOCl3 yields
Acyl/acid chloride
78
Reaction of carboxylic acid with primary alcohol in acidic condition yields
Ester
79
Oxidation of alkyne (1. O3 2. Zn, Water) yields
Carboxylic acid and carbonic acid
80
Oxymercuration-demercuration of alkene yields
Alcohol
81
Reduction of carboxylic acid using LiAlH4 yields
Primary alcohol
82
Hydrolysis of amide in basic conditions then heated yields
Carboxylic acid and ammonia
83
Use of Na, K or NaH on an alcohol then reaction with methyl halide yields
Ether (unsymmetrical)
84
Use of H2SO4 in 140 degC to dehydrate an alcohol yields
Ether (symmetrical)
85
Reduction of nitrobenzene with Fe and HCl yields
amine (aniline)
86
Ozonolysis of alkene yields
Ketone and aldehyde
87
Hydrogenation of alkyne yields
Alkane
88
Addition of HCN to aldehyde yields
Cyanohydrin derivative
89
Baeyer-Villiger oxidation of ketone yields
Ester
90
Reaction of carboxylic acid with tertiary amine yields
No reaction because no other hydrogen
91
Ring substitution of carboxylic acid results in
meta placement of NO2
92
Use of PX3 (X = halogen) on tertiary alcohol yields
No reaction because tertiary carbons cannot undergo SN2
93
Reaction of acid anhydride with ammonia yields
Amide, ammonium carboxylates
94
Hydroxylation of alkene in peroxy acid
Anti-diol
95
Use of Grignard Reagent or Organolithium Compound on formaldehyde and epoxide yields
Primary alcohol
96
Reaction of amine with strong acid yields
Salt
97
Hydration of ester yields
Carboxylic acid, alcohol
98
Partial oxidation of methane yields
Carbon monoxide and hydrogen
99
SN1 favors _ carbons
Tertiary
100
Reduction of nitrile with 2 H2, Raney Ni yields
Amine
101
Hydrolysis of alkyl halides yields
Alcohol
102
Acid-catalyzed hydration (H+, water) of alkene yields
Alcohol
103
Reduction of ester using LiAlH4 and H3O+ yields
Two primary alcohols
104
Nitration of benzene yields
Nitrobenzene
105
Aniline reacted with HNO2 in low temp yield
Diazonium salt
106
Corey House synthesis yields
Alkane
107
Reaction of diazonium salt with water yields
Phenol and N2
108
Reaction of ester in NaOH yields
Carboxylate, alcohol
109
Addition of HCN to a ketone yields
Cyanohydrin derivative
110
Addition of 2,4-Dinitrophenylhydrazine to ketone yields
2,4-Dinitrophenylhydrozone derivative
111
Hydration of acid anhydride yields
Carboxylic acid
112
Hydrogenation of alkyne in the presence of Na or Li in NH3 or C2H5NH2 in low temperature yield
trans-alkene
113
Pyrolysis/cracking of alkane yields
Hydrogen, smaller alkanes and alkenes
114
Oxidation of alkene with KMnO4, HO-, heat then H3O+ yields
Two carboxylic acids
115
Reduction of nitro compound with LiAlH4 yields
Amine
116
Benzenesulfonic acid in NaOH, fuse yield
Phenol
117
Reduction of acid chloride using a bulky hydride source yields
Aldehyde
118
Wurtz synthesis yields
Alkane
119
Halogenation of alkyne yield
Alkyl halide
120
Wolff-Kishner reduction of ketone yields _ then _ when heated
Hydrozone derivative, alkane
121
Reaction of alcohols in the presence of metals yields
Metal alkoxide
122
Dehydrogenation of alkyl halides yields
Alkenes
123
Reaction of diazonium salt with H3PO2 (aka hypophosphorous acid or phosphinic acid) yields
Benzene, N2 and phosphorous acid
124
Reduction of ketone with LiAlH4 or NaBH4 yields
Secondary alcohol
125
Reaction of acyl chloride with primary and secondary amine yields
Amide
126
Reaction of acyl chloride with tertiary amine yields
No reaction
127
Oxidation of secondary alcohols with PCC, CH2Cl2 and heat yields
Ketone
128
Reaction of carboxylic acid with primary and secondary amine yields
Amide
129
Hydroboration-Oxidation of alkene yields
Alcohol
130
Halogenation of alkenes in CCl4 yields
Vicinal dihalide
131
Debromination of dibromide in Zn yields
Alkenes
132
Carbonation (CO2) of Grignard reagent yields
Carboxylic Acid
133
Reaction of acyl chloride with primary alcohol yields
Ester
134
Addition of Grignard Reagent or Organolithium compound to aldehyde yields
Secondary alcohol
135
Oxidation of primary alcohol with weakly oxidizing agent (K2Cr2O7) yields
Aldehyde, then carboxylic acid
136
Halogenation of alkene with heat or UV yields
Allyl halides
137
Use of Grignard Reagent or Organolithium Compound on aldehyde yields
Secondary alcohol
138
Addition of phenylhydrazine to ketone yields
Phenylhydrozone derivatives
139
Halogenation of benzene yields
Halobenzene
140
Friedel-Crafts alkylation of benzene yields
Alkylbenzene
141
Dehydrogenation of vicinal dihalides yields
Alkenes
