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Test your basic knowledge |
GRE Chemistry Organic
Start Test
Study First
Subjects
:
gre
,
science
,
chemistry
Instructions:
Answer 50 questions in 15 minutes.
If you are not ready to take this test, you can
study here
.
Match each statement with the correct term.
Don't refresh. All questions and answers are randomly picked and ordered every time you load a test.
This is a study tool. The 3 wrong answers for each question are randomly chosen from answers to other questions. So, you might find at times the answers obvious, but you will see it re-enforces your understanding as you take the test each time.
1. Elimination to form alkene
H+ - HgCl2 - H2O
Oxidizes amine groups
Nucleophilic Aromiatic Substitution
1 -2 Dihalide + Zn
2. R-NH2 + NaNO2/HCl --> R-N=N+ Cl-
Tosylation
Nitrile + H2O/H+
Diazotization
Birch reduction
3. Reduces ketone to alkane
1 -3 Dihalide + Zn
Nucleophilic Aromiatic Substitution
Diazotization
Clemmenson reaction
4. H2O2
SOCl2
SN1
Oxidizes amine groups
1 -2 Dihalide + Zn
5. Oxidize to -CHO
Halohydrin + Base
Pyridine
Conformational Isomer
1 -2 Dihalide + Zn
6. More substituted elimination; more stable
Saytzeff Product
1 -3 Dihalide + Zn
Oxime
Benzene + CO + HCl (w/ AlCl3)
7. Formation of salcohol from alkene
RSH + KMnO4
Diazotization
Hg(OAc)2
Nitrile + H2O/H+
8. Oxirane ring opening
H+ - HgCl2 - H2O
Chromic Acid
Anti-orientation
Diels-Alder
9. Aldehyde / ketone synthesis
Peroxyacid
1 -3-dithiane + BuLi / R-OH
Diazotization
Birch reduction
10. Replaces thioacetal/ketal with carbonyl
H+ - HgCl2 - H2O
E1 Elimination
Acyl Chloride
SOCl2
11. Formation of ethoxide
Saytzeff Product
Addition of Alkali Metal to alcohol
Hofmann Product
Benzene + CO + HCl (w/ AlCl3)
12. Reacts with alkene to form oxirane
Diazotization
Peroxyacid
1 -3 Dihalide + Zn
C=O + Zn - Hg / HCl
13. Best with electron withdrawing group ortho/para to substitution site
Birch reduction
Nucleophilic Aromiatic Substitution
Tosylation
Forms cyclopropane ring from alkene
14. Nucleophile adds to ketone (forming alcohol)
Nucleophilic Addition
Pyridine
Thioacetal
Nitrile + H2O/H+
15. Bound to same atom
Geminal
Vicinal
Conformational Isomer
Aniline
16. Donate electrons to aromatic ring
Aniline
Stereoisomers
1 -2 Dihalide + Zn
O-P Directors
17. Highly reactive carbonyl
RSH + KMnO4
Oxirane
Benzene + CO + HCl (w/ AlCl3)
Acyl Chloride
18. Benzaldehyde
Benzene + CO + HCl (w/ AlCl3)
Geometrical isomer
Solvomercuration-demercuration
E1 Elimination
19. Forms carboxylic acid; releases N
Birch reduction
Solvomercuration-demercuration
Nitrile + H2O/H+
Ozonolysis
20. 2 Sulfide linkages in place of aldehyde
C=O + Zn - Hg / HCl
Thioacetal
E2 Elimination
Constitutional Isomer
21. Can protect a ketone
Hg(OAc)2
Tosylation
Stereoisomers
Thioacetal
22. Ch2I2 - Zn(Cu)
Birch reduction
Forms cyclopropane ring from alkene
Acyl Chloride
SN2
23. Tertiary carbon center; racemic
Clemmenson reaction
SN1
Peroxyacid
Benzene + CO + HCl (w/ AlCl3)
24. One carbon away from aryl group can be reduced with Pd / H2
Constitutional Isomer
Anti-orientation
Benzyl hydrogenolysis
Vicinal
25. Reduces Ar-CH3 to -COOH
KMnO4
RSH + KMnO4
Constitutional Isomer
Benzyl hydrogenolysis
26. Differ in position of atoms
NBS
Benzyl hydrogenolysis
Constitutional Isomer
Oxidizes amine groups
27. Tertiary carbocation formed; relieved by deprotonation
Thioacetal
Geminal
1 -3 Dihalide + Zn
E1 Elimination
28. Non-superimposable mirror image
Enantiomer
Constitutional Isomer
C=O + Zn - Hg / HCl
Benzyl hydrogenolysis
29. Cyclic ether
Stereoisomers
Diazotization
Nitrile + H2O/H+
Oxirane
30. Split an alkene into 2 carbonyls
Saytzeff Product
E2 Elimination
Ozonolysis
Thioacetal
31. Anti-alignment required
Constitutional Isomer
Hg(OAc)2
E2 Elimination
Saytzeff Product
32. CH2-
SN1
C=O + Zn - Hg / HCl
Diazotization
Pyridine
33. Differ in fixed geometrical arrangement of atoms
Stereoisomers
Oxidizes amine groups
O-P Directors
Addition of Alkali Metal to alcohol
34. Oxidize to -COOH
HBr or HI cleavage
KMnO4
Clemmenson reaction
Chromic Acid
35. Bound to adjacent atoms
Vicinal
Diels-Alder
E1 Elimination
Addition of Alkali Metal to alcohol
36. Reduces one bond of benzene ring
Oxirane
Birch reduction
Diels-Alder
RSH + KMnO4
37. Chiral - with superimposable mirror image
Oxirane
1 -3-dithiane + BuLi / R-OH
SN1
Meso compound
38. 4-pi system + 2-pi system --> Ring formation
Forms cyclopropane ring from alkene
Hofmann Product
Diels-Alder
C=O + Zn - Hg / HCl
39. Splits an ether into alkyl halides
HBr or HI cleavage
Aniline
Ozonolysis
Vicinal
40. Uses Hg(OAc)2 + R'OH; forms ether from alkene
KMnO4
Nitrile + H2O/H+
Nucleophilic Addition
Solvomercuration-demercuration
41. OCH3
Methoxy group
Addition of Alkali Metal to alcohol
Oxirane
KMnO4
42. Attach tosyl group onto alcohol
Meso compound
1 -3-dithiane + BuLi / R-OH
Oxidizes amine groups
Tosylation
43. Less substituted elimination; sterically hindered
Nitrile + H2O/H+
Hofmann Product
1 -3 Dihalide + Zn
KMnO4
44. R2C=N-OH
Anti-orientation
Oxime
Diazotization
Enantiomer
45. Cis/trans Isomers
Benzene + CO + HCl (w/ AlCl3)
Geometrical isomer
Hg(OAc)2
O-P Directors
46. Less hindered carbon center; chiral inversion
SN2
Anti-orientation
Hg(OAc)2
Nitrile + H2O/H+
47. R-SO3H
Benzyl hydrogenolysis
RSH + KMnO4
Methoxy group
Diazotization
48. Cycloformation
Conformational Isomer
H+ - HgCl2 - H2O
1 -3 Dihalide + Zn
Diazotization
49. Allylic Substitution
NBS
Oxidizes amine groups
SN1
Chromic Acid
50. Differ in rotation about sigma bonds
Solvomercuration-demercuration
Conformational Isomer
Oxirane
Peroxyacid