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