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