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