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