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