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