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