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