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