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C357_PPS_19_Solutions_2007
Course: CHEM 3570, Fall 2007School: Cornell
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PPS C357 #19 Solutions 1) Left to right, top to bottom 1,1,1,3,3,4,4-heptachloropentane 1-bromo-2,4-dimethylcyclohexane 3,4-dibromo-2,5-dichloro-1-methylcyclohexane 1,1,1,2,2,2-hexabromoethane 8-chloro-3-methyldecane 7-chloro-2-iodononane 1,1,1-tribromo-3-chloro-8-iodononane Page of 1 1 2) Propose a mechanism to account for the product shown in each of the following reactions. Br NaOH H Heat H OH H NaOH H...
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PPS C357 #19 Solutions 1) Left to right, top to bottom 1,1,1,3,3,4,4-heptachloropentane 1-bromo-2,4-dimethylcyclohexane 3,4-dibromo-2,5-dichloro-1-methylcyclohexane 1,1,1,2,2,2-hexabromoethane 8-chloro-3-methyldecane 7-chloro-2-iodononane 1,1,1-tribromo-3-chloro-8-iodononane
Page of 1 1
2) Propose a mechanism to account for the product shown in each of the following reactions.
Br
NaOH
H
Heat
H
OH
H
NaOH
H H H H
Cl
H H
Heat
OH
H
H
I
Heat
H H
H H NH2
H
NaNH2
H
H
CH3
NaOH
CH3 H3CH2C H OH OH
Cl
CH2CH3 H H
Heat
Cl
KOH Heat
H
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Cornell - CHEM - 3570
C357 PPS#18 Synthesis IIPage 1 of 2For the following synthetic problems, you will use starting materials specified (if any) and you will provide a reasonable and efficient synthesis of the target compound. It is suggested that in multi-step synth
Cornell - CHEM - 3570
C357 PPS#17 Possible SolutionsPage 1 of 2Possible (yes, there are others possible (and maybe better than these!) as well as other impossible!) Solutions 1)OHOsO4OH2)H1) NaNH2HOHH2SO4 H2OO2)Br HH H H H3)H1) NaNH2 2)Br H
Cornell - CHEM - 3570
C357 PPS#17 Possible SolutionsPage 1 of 2Possible (yes, there are others possible (and maybe better than these!) as well as other impossible!) Solutions 1)OHOsO4OH2)H1) NaNH2HOHH2SO4 H2OO2)Br HH H H H3)H1) NaNH2 2)Br H
Cornell - CHEM - 3570
C357 PPS#13 Alkene ReactionsPage 1 of 41) For each of the following reactions, on the left side of the arrow, draw the mechanism of the first step of the reaction shown and then draw the resulting intermediate in the box provided. Your intermedia
Cornell - CHEM - 3570
C357 Practice Problem Set #12Page 1 of 21) Provide IUPAC names for each of the following compounds. Remember to include any stereochemical disgnations in the name.Br Br CH3 Cl Br BrH3CClCH3 ClBrBrBr Br BrBrBrBr2) Propose a re
Cornell - CHEM - 3570
Page 1 of 1 C357 Practice Problem Set #11/Stereochemistry and Reactions 1) Give the products of the following reactions, assign the stereochemistry of the product(s), and in the case of multiple products, tell the relationship of the products.H3 C A
Cornell - CHEM - 3570
C357 PPS#10 StereochemistryPage 1 of 91) For each of the following atoms indicated by an arrow, label each as R or S if they are stereocenters and write your designation on the line next to the arrow. If they are not stereocenters, write N on the
Cornell - CHEM - 3570
C357 PPS#10 StereochemistryPage 1 of 91) For each of the following atoms indicated by an arrow, label each as R or S if they are stereocenters and write your designation on the line next to the arrow. If they are not stereocenters, write N on the
Cornell - CHEM - 3570
C357 Practice Problem Set #9/StereochemistryPage 1 of 21) For each of the following compounds, decide which carbon atoms are stereocenters and then assign the absolute configuration (R,S) of each.A) HO H3 CH2C Br O O H H OCH3 O OH H Cl K) H3C HO
Cornell - CHEM - 3570
C357 Practice Problem Set #9/StereochemistryPage 1 of 21) For each of the following compounds, decide which carbon atoms are stereocenters and then assign the absolute configuration (R,S) of each.A) HO H3 CH2C Br O O H H OCH3 O OH H Cl K) H3C HO
Cornell - CHEM - 3570
C357 PPS#9 SolutionsPage 1 of 21) For each of the following compounds, decide which carbon atoms are stereocenters and then assign the absolute configuration (R,S) of each.A) HOSB) NH2 CH2CH3RCOOHRC) H2NCOOHSD) HOSH2N HH SHH
Cornell - CHEM - 3570
C357 Practice Problem Set #8 /StereochemistryPage 1 of 21) For each of the following compounds, decide which carbon atoms are stereocenters and then assign the absolute configuration (R,S) of each.H A) Cl Br CH3 B) H Br CH2CH3 CH3 Cl E) Cl H H C
Cornell - CHEM - 3570
C357 PPS#8 SolutionsPage 1 of 21) For each of the following compounds, decide which carbon atoms are stereocenters and then assign the absolute configuration (R,S) of each.H A) Cl Br B) CH2CH3 H Br S CH3 C)R OH SH Cl Br H HD)Cl HR CH3
Cornell - CHEM - 3570
C357 PPS#6 Cyclic ConformationsPage 1 of 61) For each of the following cyclohexane molecules, draw the molecule in its most stable chair conformation. If the two chair conformations are of equal stability, draw both.CH2CH2CH3 A) CH2CH3 B) H3CH2C
Cornell - CHEM - 3570
C357 PPS#5 Solutions 1)H H H H H HPage 1 of 2H3C H3CHH H3CCH32)H HH HFlat, all eclipsing H'sH H H H3)HHH H HPuckered, less torsional strainHFlat, all eclipsing H'sHH H HPuckered, less torsional strainH H4)chair
Cornell - CHEM - 3570
C357 PPS#4 Solutions 1) Left to right, top to bottomPage 1 of 16-ethyl-2,2,5,5,8,9-hexamethyldecane 1,2-diethyl-3,4,5-trimethyl-6-propylcyclohexane (11 others possible) 9-(1,1-dimethylethyl)-2,6,8,10-tetramethyl-5-propyldodecane 3,3-dimethyl-4-pr
Cornell - CHEM - 3570
C357 PPS#4 Solutions 1) Left to right, top to bottomPage 1 of 16-ethyl-2,2,5,5,8,9-hexamethyldecane 1,2-diethyl-3,4,5-trimethyl-6-propylcyclohexane (11 others possible) 9-(1,1-dimethylethyl)-2,6,8,10-tetramethyl-5-propyldodecane 3,3-dimethyl-4-pr
Cornell - CHEM - 3570
C357 PPS#4 Solutions 1) Left to right, top to bottomPage 1 of 16-ethyl-2,2,5,5,8,9-hexamethyldecane 1,2-diethyl-3,4,5-trimethyl-6-propylcyclohexane (11 others possible) 9-(1,1-dimethylethyl)-2,6,8,10-tetramethyl-5-propyldodecane 3,3-dimethyl-4-pr
Cornell - CHEM - 3570
C357 PPS#4 Solutions 1) Left to right, top to bottomPage 1 of 16-ethyl-2,2,5,5,8,9-hexamethyldecane 1,2-diethyl-3,4,5-trimethyl-6-propylcyclohexane (11 others possible) 9-(1,1-dimethylethyl)-2,6,8,10-tetramethyl-5-propyldodecane 3,3-dimethyl-4-pr
Cornell - CHEM - 3570
C357: Practice Problem Set #4Page 1 of 11) Name the following compounds according to IUPAC convention.2) For the following names, draw the corresponding structure and then tell whether the name given was the most correct IUPAC name. If it was n
Cornell - CHEM - 3570
C357: Practice Problem Set #4Page 1 of 11) Name the following compounds according to IUPAC convention.2) For the following names, draw the corresponding structure and then tell whether the name given was the most correct IUPAC name. If it was n
Cornell - CHEM - 3570
C357: Practice Problem Set #4Page 1 of 11) Name the following compounds according to IUPAC convention.2) For the following names, draw the corresponding structure and then tell whether the name given was the most correct IUPAC name. If it was n
Cornell - CHEM - 3570
C357 PPS #3 SolutionsPage 1 of 31) Rank the following compounds in order of decreasing acidity (1= strongest acid, 5= weakest acid).O OH O OH O OH I2Cl3O OHBr4O OH F512) Consider the molecular formula C4H8O. In the space below
Cornell - CHEM - 3570
C357 PPS# 15 AlkynesPage 1 of 51) Provide IUPAC names for each of the following structures and write your answer on the line to the right of the structure. Be sure to include any appropriate stereochemical designations.A)BrB)C)H H H HD)
Cornell - CHEM - 3570
C357 PPS# 15 AlkynesPage 1 of 51) Provide IUPAC names for each of the following structures and write your answer on the line to the right of the structure. Be sure to include any appropriate stereochemical designations.A)BrB)C)H H H HD)
Cornell - CHEM - 3570
C357 PPS# 15 AlkynesPage 1 of 51) Provide IUPAC names for each of the following structures and write your answer on the line to the right of the structure. Be sure to include any appropriate stereochemical designations.A)BrB)C)H H H HD)
Cornell - CHEM - 3570
C357 PPS#14 Solutions 1) a) b) c) d) e) f) g) h) i) 2)A) B) C)Page 1 of 33-methyl-1-cyclohexene (E) 3,8-deimethyl-5-undecene (E) 3,8-dimethylundec-5-en-1-yne (Z)1-chloro-3-methyl-2-(1-methylethyl)-1-pentene (Z)4-methyl-3-(1-methylethyl)-2-hexene
Cornell - CHEM - 3570
C357 PPS#14 Solutions 1) a) b) c) d) e) f) g) h) i) 2)A) B) C)Page 1 of 33-methyl-1-cyclohexene (E) 3,8-deimethyl-5-undecene (E) 3,8-dimethylundec-5-en-1-yne (Z)1-chloro-3-methyl-2-(1-methylethyl)-1-pentene (Z)4-methyl-3-(1-methylethyl)-2-hexene
Cornell - CHEM - 3570
C357 PPS#14 Solutions 1) a) b) c) d) e) f) g) h) i) 2)A) B) C)Page 1 of 33-methyl-1-cyclohexene (E) 3,8-deimethyl-5-undecene (E) 3,8-dimethylundec-5-en-1-yne (Z)1-chloro-3-methyl-2-(1-methylethyl)-1-pentene (Z)4-methyl-3-(1-methylethyl)-2-hexene
Cornell - CHEM - 3570
C357 Practice Problem Set #14 Alkenes/AlkynesPage 1 of 21) For each of the following compounds, give an IUPAC name and include any stereochemical designations where appropriate.A) B) C)D)ClE)F) C CHHG)H) I)OHH H2) Predict t
Cornell - CHEM - 3570
C357 Practice Problem Set #14 Alkenes/AlkynesPage 1 of 21) For each of the following compounds, give an IUPAC name and include any stereochemical designations where appropriate.A) B) C)D)ClE)F) C CHHG)H) I)OHH H2) Predict t
Cornell - CHEM - 3570
C357 Practice Problem Set #14 Alkenes/AlkynesPage 1 of 21) For each of the following compounds, give an IUPAC name and include any stereochemical designations where appropriate.A) B) C)D)ClE)F) C CHHG)H) I)OHH H2) Predict t
Cornell - CHEM - 3570
C357 PPS#2 Solutions 1)Page 1 of 3HHHeHeHydrogen fills only the bonding MO, whereas Helium must use the antibonding MO in order to accommodate all of the electrons. Thus, H2 is more stable than two H atoms, whereas He2 doesnt gain any sta
Cornell - CHEM - 3570
C357: Practice Problem Set #2Page 1 of 31) Explain, through the use of molecular orbitals, why H2 is stable and He2 is not. 2) Draw in 3D fashion the following compounds, showing all bonds and their orientation around the atom. CH3CH3 CH2CH2 CHCH
Cornell - CHEM - 3570
Cornell - CHEM - 3570
Cornell - CHEM - 3570
Cornell University Chemistry 357 Summer 2007 Final Examination June 29, 2007 Instructions: Read all questions completely before answering. If the question is still unclear, be sure to ask for clarification. You may find it helpful to first answer tho
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Cornell University Chemistry 357 Fall 2004 Examination I September 23, 2004 Instructions: Read all questions completely before answering. To be fair to all students, the proctors have been instructed to not answer any questions about the exam. You ma
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NMR Spectral Presentation Solutions 20071)Br10)H3 C OH19)H3COO CO OCH32)Br11)HO H3C20)H3CH2COO CO OCH2CH3 O3)Br12)HOO C21)4)Br13)O H C5)Cl Cl14)O6)Br15)O7)16)HO8)H3C CH317)O OH3
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Physics 651 Problem Set 3Read Chapter 1.(due 9/22/03)1. Show that in the sense of distribution theory lim+01 1 = P i (x) , x+i xwhere P is the principal value. To prove this identity, consider integrals of both sides of the equation with
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C357 PPS#28 Solutions1) O O O 2) NH2 3)Page 1 of 1NH24)5)OH6) HH HO7) C CH8)9) OH O 11) 12)10) H O O O O O13)14)15)O16)OH OH O17) N18)CC
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C357 PPS#27 Solutions 1)Cl ClPage 1 of 52 Cl .Cl .H.Cl ClCl+Cl .Cl .H.ClClCl+Cl .2)Br H Br2 Br ..Br . + Br+ H+H+O N O BrH O N OBr-BrBr Br+.Br Br+Br .Br.Br Br+Br .Page 2 of 5 3)
Cornell - CHEM - 3570
C357 PPS#27 RadicalsPage 1 of 31) Propose a reasonable mechanism to account for the formation of the following observed reaction product(s).ClCl2 Light+Cl2) Propose a reasonable mechanism to account for the formation of the following obs
Cornell - CHEM - 3570
C357 PPS#26 Solutions Page 1 of 4 1) Provide IUPAC names for each of the following compounds. Be sure to include stereochemical designations, where appropriate. a) 2-bromohexane b) 8-chloro-6-ethyl-3-nonanol c) 2-chloro-4-methyl-1-cyclopentanol d) 7-
Cornell - CHEM - 3570
C357 PPS#25 Solutions 1)Page 1 of 2H CH3 OH H+ CH3 O+ H H H + H OR CH2H2OH CH2 CH2H2)HHH2 O Br + OH OHH O+O3)Page 2 of 2OH H+ H+O+ H Carbocation A transH H H2OcisOr, rearrangment of carbocation A+Carbocation A
Cornell - CHEM - 3570
C357 PPS#25 Solutions 1)Page 1 of 2H CH3 OH H+ CH3 O+ H H H + H OR CH2H2OH CH2 CH2H2)HHH2 O Br + OH OHH O+O3)Page 2 of 2OH H+ H+O+ H Carbocation A transH H H2OcisOr, rearrangment of carbocation A+Carbocation A
Cornell - CHEM - 3570
C357 Practice Problem Set #25 Alcohols, etc. 1) Propose a mechanism for the following reaction:CH3 OH H2SO4 HeatPage 1 of 1+2) Propose a mechanism for the following reaction:Br Heat OH H2O O3) Propose a mechanism for the following reaction:
Cornell - CHEM - 3570
C357 Practice Problem Set #25 Alcohols, etc. 1) Propose a mechanism for the following reaction:CH3 OH H2SO4 HeatPage 1 of 1+2) Propose a mechanism for the following reaction:Br Heat OH H2O O3) Propose a mechanism for the following reaction:
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Other European Colonization Models: New France: Started in Quebec 1608 by Samuel Champlain Forts / Outposts were trading centers for wandering trappers / traders / missionaries St. Lawrence R. & Great Lakes Ohio / Mississippi River valleys Gul
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PAM 210 Lecture 1 Instructor: Salam Abdus Problem Set #3 Posted: February 11th, 2008 Due: February 18th , 2008 #1) Student Student 1 Student 2 Student 3 IQ score 114 128 130 Self-concept score 56 70 78a) What is the standard deviation of IQ scores?
Cornell - CHEM - 3570
C357 PPS #24 Solutions 1)Page 1 of 2+ + + + + +5 (tie)32 1O5 (tie)42)N H HCl CrO3 B) OH KMnO4 Heat OH C) KMnO4 Heat O OH OA)OHO D)O OH 1equiv. H2/PdOO OHPage 2 of 2 3)O HO OH Cr O H O+ O O Cr-OOHHOHH OHH
Cornell - CHEM - 3570
C357 Practice Problem Set #24/ Alcohols, etc. Page 1 of 2 1) Rank the following carbocations (1=best) in terms of stability:+ + + + + +2) Fill in, over the arrows, reagents and conditions needed to accomplish the following synthetic conversions:
Cornell - CHEM - 3570
C357 PPS#23 Substitution/elimination, AssortedPage 1 of 61) In the boxes for the reaction scheme below, draw the required reagents, products, or starting materials (whatever is appropriate). For products, one can assume they are organic products
Cornell - CHEM - 3570
C357 PPS#23 Solutions 1)Li NH3 (l)HPage 1 of 6HH2SO4 H2ONaO-Na+OHH H HBrOH OOHH H1) O3 2) (CH3)2S+H O HPage 2 of 6 2)H O N-OH O BrBr O H O H H OBr H O OO Br O H N HH O Br N H O O H OH O Br H O H OO