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