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