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