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