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