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