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