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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. Can protect a ketone
Birch reduction
KMnO4
Thioacetal
Benzyl hydrogenolysis
2. Alcohol closes ring to form oxirane
Conformational Isomer
Halohydrin + Base
E1 Elimination
Aniline
3. Differ in rotation about sigma bonds
Tosylation
Conformational Isomer
Oxidizes amine groups
Aniline
4. Highly reactive carbonyl
E1 Elimination
Benzene + CO + HCl (w/ AlCl3)
Benzyl hydrogenolysis
Acyl Chloride
5. Split an alkene into 2 carbonyls
1 -3-dithiane + BuLi / R-OH
E2 Elimination
Ozonolysis
Geometrical isomer
6. Reduces one bond of benzene ring
E1 Elimination
Oxidizes amine groups
Birch reduction
SN1
7. Ch2I2 - Zn(Cu)
HBr or HI cleavage
Vicinal
SN1
Forms cyclopropane ring from alkene
8. Chiral - with superimposable mirror image
NBS
Saytzeff Product
Constitutional Isomer
Meso compound
9. Splits an ether into alkyl halides
Stereoisomers
Halohydrin + Base
Chromic Acid
HBr or HI cleavage
10. Non-superimposable mirror image
Enantiomer
KMnO4
Vicinal
Nucleophilic Addition
11. Less hindered carbon center; chiral inversion
SN2
Hg(OAc)2
Meso compound
Thioacetal
12. 2 Sulfide linkages in place of aldehyde
RSH + KMnO4
Thioacetal
Saytzeff Product
Acyl Chloride
13. Differ in position of atoms
Nitrile + H2O/H+
Benzene + CO + HCl (w/ AlCl3)
Diels-Alder
Constitutional Isomer
14. Reduces Ar-CH3 to -COOH
Halohydrin + Base
Oxirane
SOCl2
KMnO4
15. One carbon away from aryl group can be reduced with Pd / H2
E2 Elimination
Oxime
Benzyl hydrogenolysis
1 -2 Dihalide + Zn
16. Differ in fixed geometrical arrangement of atoms
Aniline
Nucleophilic Aromiatic Substitution
Stereoisomers
Constitutional Isomer
17. Nucleophile adds to ketone (forming alcohol)
Nucleophilic Aromiatic Substitution
Nucleophilic Addition
H+ - HgCl2 - H2O
Hg(OAc)2
18. Formation of ethoxide
Addition of Alkali Metal to alcohol
Nucleophilic Aromiatic Substitution
HBr or HI cleavage
E2 Elimination
19. Oxidize to -COOH
SN1
Chromic Acid
Constitutional Isomer
Thioacetal
20. Less substituted elimination; sterically hindered
Hofmann Product
Oxime
Geminal
Halohydrin + Base
21. Bound to same atom
Hofmann Product
E2 Elimination
Geminal
Benzene + CO + HCl (w/ AlCl3)
22. R-NH2 + NaNO2/HCl --> R-N=N+ Cl-
RSH + KMnO4
SN1
Thioacetal
Diazotization
23. Donate electrons to aromatic ring
Anti-orientation
SN1
Chromic Acid
O-P Directors
24. CH2-
Meso compound
Clemmenson reaction
Benzene + CO + HCl (w/ AlCl3)
C=O + Zn - Hg / HCl
25. More substituted elimination; more stable
Saytzeff Product
Thioacetal
NBS
O-P Directors
26. Attach tosyl group onto alcohol
Vicinal
Tosylation
Solvomercuration-demercuration
Acyl Chloride
27. 4-pi system + 2-pi system --> Ring formation
Peroxyacid
Clemmenson reaction
Diels-Alder
Saytzeff Product
28. Tertiary carbon center; racemic
SN1
Benzyl hydrogenolysis
Aniline
Acyl Chloride
29. Cis/trans Isomers
Geometrical isomer
Oxidizes amine groups
E2 Elimination
1 -3 Dihalide + Zn
30. OCH3
Methoxy group
Benzene + CO + HCl (w/ AlCl3)
Diels-Alder
Birch reduction
31. Allylic Substitution
NBS
Acyl Chloride
Anti-orientation
O-P Directors
32. Formation of salcohol from alkene
Hg(OAc)2
Aniline
HBr or HI cleavage
SN1
33. Cycloformation
C=O + Zn - Hg / HCl
1 -3 Dihalide + Zn
E1 Elimination
Stereoisomers
34. Reacts with alkene to form oxirane
Nucleophilic Addition
Nucleophilic Aromiatic Substitution
Diazotization
Peroxyacid
35. Oxidize to -CHO
Enantiomer
SOCl2
Pyridine
C=O + Zn - Hg / HCl
36. Aldehyde / ketone synthesis
1 -3-dithiane + BuLi / R-OH
Solvomercuration-demercuration
Nitrile + H2O/H+
Conformational Isomer
37. Ph-NH2
Addition of Alkali Metal to alcohol
Thioacetal
Aniline
Ozonolysis
38. Thionyl chloride
Conformational Isomer
Tosylation
Acyl Chloride
SOCl2
39. H2O2
Conformational Isomer
Oxidizes amine groups
SN1
Aniline
40. Elimination to form alkene
E1 Elimination
Constitutional Isomer
1 -2 Dihalide + Zn
SN2
41. R2C=N-OH
Constitutional Isomer
Conformational Isomer
Oxime
Saytzeff Product
42. Cyclic ether
Thioacetal
E1 Elimination
Oxirane
Forms cyclopropane ring from alkene
43. Benzaldehyde
Diels-Alder
Benzene + CO + HCl (w/ AlCl3)
Diazotization
Ozonolysis
44. Anti-alignment required
E2 Elimination
Tosylation
Addition of Alkali Metal to alcohol
SN1
45. R-SO3H
RSH + KMnO4
1 -2 Dihalide + Zn
Chromic Acid
SOCl2
46. Replaces thioacetal/ketal with carbonyl
Chromic Acid
H+ - HgCl2 - H2O
Anti-orientation
RSH + KMnO4
47. Bound to adjacent atoms
KMnO4
Benzyl hydrogenolysis
Vicinal
RSH + KMnO4
48. Reduces ketone to alkane
Geometrical isomer
Nitrile + H2O/H+
Clemmenson reaction
Constitutional Isomer
49. Oxirane ring opening
Anti-orientation
Thioacetal
Addition of Alkali Metal to alcohol
Pyridine
50. Tertiary carbocation formed; relieved by deprotonation
Saytzeff Product
Hofmann Product
E1 Elimination
E2 Elimination