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