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