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