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