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