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