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