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