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