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