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