Minnesota - CHEM - 2301

Exam 3 Chart of Reaction ConditionsReactions to consider from Ch. 6-7 (Exam 2): HBrO OAcid-Base, SN2, SN1, E2, E1Cl2 or Br2, hHBr Br2H2SO4 H2O 1. Hg(OAc)2 H2O or ROH 2. NaBH4O Cl O O HO N BrOOO(NBS)(benzoyl peroxide) Br2 H2O

Minnesota - CHEM - 2301

Chemistry 2301 In-Class Exercise: Planning Multistep Organic SynthesesFriday, March 13Chemists specializing in organic synthesis plot routes to make complex molecules from simple starting materials, using their knowledge of organic transformation

Minnesota - AH - 3401

Minnesota - AH - 3401

Minnesota - AH - 3401

Minnesota - AH - 3401

Minnesota - CHEM - 2301

Organic Chemistry is About Valence ElectronsValence electrons: El t V l l t Electrons in outermost atomic shell. i t t t i h ll Valence electrons are available for bonding and reactions; They di t t th h Th dictate the shapes of molecules, character

Minnesota - CHEM - 2301

Chemistry 2301 Workshop 1 Drawing Organic MoleculesFriday, January 231. In this exercise, well construct molecules from the atoms in the chart below. For each atom, in each empty box: (i) give the electronic configuration; and (ii) give the numbe

Minnesota - CHEM - 2301

Chemistry 2301Monday, January 26 In-Class Exercise: Acid-Base Reactions and "Electron Pushing"Each of the reactions below shows the combination of a base (on the left) and an acid (on the right). For each combination: On each base, draw any lone

Minnesota - CHEM - 2301

Chemistry 2301 Workshop 1 Drawing Organic MoleculesFriday, January 231. In this exercise, well construct molecules from the atoms in the chart below. For each atom, in each empty box: (i) give the electronic configuration; and (ii) give the numbe

Minnesota - CHEM - 2301

Chemistry 2301 Workshop 2 Valency and Formal ChargesFriday, January 23All of the protein in your body is composed of 20 amino acids, 14 of which are shown below. (The bold letters are standard abbreviations for the amino acids.) Some of these ami

Minnesota - CHEM - 2301

Chemistry 2301 Workshop 1 Solutions Drawing Organic MoleculesFriday, January 231. atom H C N O S Br electronic configuration # of valence electrons1s1 1s22s22p2 1s22s22p3 1s22s22p4 1s22s22p63s23p4 1s22s22p63s23p64s23d104p51 4 5 6 6 7One eas

Minnesota - AH - 3401

Minnesota - CHEM - 2301

Chemistry 2301 Workshop 2 Solutions Formal ChargesFriday, January 23-O O H N+AO H N N H O SH ODFO H N N H O O N H OHNHH NNHN HCE-OOGOIO H N N H O N H ON LH N N H O H2N OOO N O H N N H OPKNH 3MSR

Minnesota - AH - 3401

Minnesota - AH - 3401

Minnesota - CHEM - 2301

Chemistry 2301 Workshop 3 Charge and ResonanceFriday, January 301. Are any of the atoms in the structures below formally charged? If so, draw the charge on the atom.CH 3OH OOH3 COH3 CN CH 3CH 3OCH 3CCH2. For each of th

Minnesota - CHEM - 2301

Chemistry 2301Friday, January 30Workshop 4 Mechanisms of Lewis Acids and Bases (by "Electron Pushing") 1. Lewis bases donate electrons to proton donors. For each acid-base equilibrium drawn below, draw double-barbed arrows () that (i) show how ea

Minnesota - AH - 3401

Minnesota - CHEM - 2301

Chemistry 2301 Workshop 5 Ranking Acids and BasesFriday, January 301. For each of the sets of acids below, rank the molecules from 1 (most acidic) to 3 or 4 (least acidic) without consulting a pKa chart. Then describe why you ranked the acids the

Minnesota - CHEM - 2301

Chemistry 2301 Workshop 3 Solutions Charge and ResonanceFriday, January 301.H3 C OH3 CCH 3 + N CH 3 CH 3OH OO --C O+HH 3CCIn my opinion, the best way to keep track of this is to look for a number of bonds that doesnt match

Minnesota - CHEM - 2301

Chemistry 2301Friday, January 30Workshop 4 Solutions Mechanisms of Lewis Acids and Bases (by Electron Pushing)1.base baseconjugate acidH H H N + H OHH H N H H+ OHHHH O + H O H +HOHO HO H O CH 3 + H OHHO O H CH 3

Minnesota - CHEM - 2301

Chemistry 2301 Workshop 5 Solutions Ranking Acids and BasesFriday, January 301. rankH H O H1In general, for acids with multiple protons, each successive proton is more difficult to remove, so thats one reason why. But thinking about it anoth

Minnesota - AH - 3401

Minnesota - AH - 3401

01-11-N3647 11/28/05 11:09 AM Page 361The National Museum of the American IndianSharing the Giftamanda j. cobbWe have lived in these lands and sacred places for thousands of years. We thus are the original part of the cultural heritage of ever

Minnesota - AH - 3401

Minnesota - CHEM - 2301

Chemistry 2301 In-Class Exercise: Newman ProjectionsFriday, February 61. The center bond of 2-methylbutane (structure below) is free to rotate. As the bond completes a full (360) rotation, the molecule passes through three staggered and three ecl

Minnesota - CHEM - 2301

Chemistry 2301 In-Class Exercise Solutions Newman ProjectionsFriday, February 61. Rotating the group in the back,CH 3 H 3C H CH 3most stable (tie)H3 C CH3 H H 3CCH 3 CH 3 H H60H H H3 C60H H H60least stable (tie)H 3C CH 3 H H H

Minnesota - AH - 3401

Minnesota - AH - 3401

Minnesota - CHEM - 2301

Chemistry 2301 Workshop 6 Hybridization and Molecular ShapeFriday, February 61. For each of the structures below: (i) give the hybridization on all atoms other than hydrogen; and (ii) draw a wedge/dashed-bond structure to illustrate the molecule

Minnesota - CHEM - 2301

Chemistry 2301 Workshop 7 Molecular OrbitalsFriday, February 6In a molecule of formaldehyde, the four atoms contribute a total of 12 valence electrons to bonding and lone pairs in the molecule. In the absence of bonding, these electrons would occ

Minnesota - AH - 3401

Minnesota - CHEM - 2301

Chemistry 2301 Workshop 6 Solutions Hybridization and Molecular ShapeFriday, February 61.3 sp3 spH C Hsp3H C H3 3 sp3 sp spsp33 3 sp3 sp spH 3COOCH3H3CNspOCH 3CH3 3H H3 C O H HH O CH3H3C H3CNOCH3sp

Minnesota - CHEM - 2301

Chemistry 2301 Workshop 7 Solutions Molecular OrbitalsFriday, February 61. a) C and O are both sp2-hybridized.2H C Ob) (See next page) Only three sp atomic hybrid orbitals need to be H made from the original atomic orbitals of these atoms. A

Minnesota - AH - 3401

Minnesota - CHEM - 2301

Chemistry 2301Wednesday, February 11 In-Class Solutions Disubstituted Cyclohexane Conformers1.CH3 CH3 H H HCH 3chair flipH CH3Both conformers have one axial and one equatorial methyl group, so the conformers are equal in energy.2.CH 3

Minnesota - AH - 3401

Minnesota - AH - 3401

Minnesota - AH - 3401

Minnesota - CHEM - 2301

Chemistry 2301 Workshop 8 Cyclohexane Conformers, and SweetnessFriday, February 13Sucralose (marketed as Splenda by Tate & Lyle) is a chlorinated sugar that mimics the three-dimensional structure of sucrose, and tastes even sweeter than sucrose.

Minnesota - CHEM - 2301

Chemistry 2301 Workshop 9 Fused Rings in SteroidsFriday, February 13Steroids are a class of hydrophobic molecules with a characteristic carbon skeleton containing four fused cycloalkanes. In animals, all steroids are derived from one common precu

Minnesota - CHEM - 2301

Chemistry 2301 Workshop 8 Solutions Cyclohexane Conformers, and SweetnessFriday, February 13a) The first step in this problem is to draw equatorial and axial sticks on the cyclohexane chair, so we can then add substituents:axOaxeqbecomes

Minnesota - CHEM - 2301

Chemistry 2301 Workshop 9 Solutions Fused Ring SystemsFriday, February 13O OH CH 3 H H OH HCH3 H CH3cholic acidOHCH 3 H HOHOHBHHOH= axial= equatorialandrosteroneCH 3 H HO H HCH3OCH3 CH3 H OHBOH HHH

Minnesota - CHEM - 2301

Chemistry 2301 In-Class Solutions Cahn-Ingold-Prelog NomenclatureWednesday, February 18Assign the chiral centers in the following molecules as having (R) or (S) stereochemistry:3F(R) 4 HBr 1 Cl21H2 N H 4 OH(S) 3 2O4H OO21

Minnesota - CHEM - 2301

Chemistry 2301 Workshop 10 Assigning (R) and (S) StereochemistryFriday, February 20Find all of the stereocenters in the following molecules, and label each one (R) or (S) according to Cahn-Ingold-Prelog nomenclature rules.HH3 CH3 C OH H N H

Minnesota - CHEM - 2301

Chemistry 2301 Workshop 11 Enantiomers, Diastereomers, and MethFriday, February 20Congress passed the Combat Methamphetamine Epidemic Act of 2005 to limit the availability of ephedrine and pseudoephedrine at pharmacies, because of the ease with w

Minnesota - CHEM - 2301

Chemistry 2301 Workshop 10 Solutions Assigning (R) and (S) StereochemistryFriday, February 20HH3 C(S)H3 C OH H(S) (S)CH 3 N OH NH 2 O OH(S) (S) (S)N CH 3NnicotineOH OH O OHtetracyclineOH HO(R) (R)OH(S)OH OHD-fructoseH

Minnesota - CHEM - 2301

Chemistry 2301 Workshop 11 Solutions Enantiomers, Diastereomers, and MethFriday, February 20a)OHOH(R)H(S) CH3N CH3(S)H(S) CH 3N CH 3ephedrinepseudoephedrineThese molecules are diastereomers. They are stereoisomers, both chira

Minnesota - AH - 3401

Minnesota - AH - 3401

Minnesota - CHEM - 2301

Chemistry 2301 In-Class Exercise: SN2 MechanismsMonday, February 23For each of the SN2 reactions below: (i) identify the nucleophile and the leaving group; (ii) push electrons, using curved arrows, to illustrate the reaction mechanism; and (iii)

Minnesota - CHEM - 2301

Chemistry 2301 In-Class Solutions: SN2 MechanismsMonday, February 23Important: each of your curved arrows should begin at a pair of electrons, and should end at a nucleus that the pair will be newly associated with.H3C HSCH3+C H HClHS

Minnesota - AH - 3401

Minnesota - CHEM - 2301

Chemistry 2301 In-Class Solutions: Proton-Mediated SN1 MechanismsFriday, February 27H3 C C H 3C H 3C BrCH 3OHH3 C C H3 C H 3C O CH 3(heat )H3 C C H 3C H3C BrCH3Br H OH3 C C H3 C H 3C OHBrH 3C CH 3CH 3CH 3H3 C C H3 C H 3

Minnesota - CHEM - 2301

Chemistry 2301 Workshop 12 Chemotheraputic Alkylating AgentsFriday, February 27Though there are many types of cancer, cancerous cells have two characteristics in common: (1) they multiply more rapidly than normal cells, resulting in tumor growth;

Minnesota - CHEM - 2301

Chemistry 2301 Workshop 13 Multistep Reaction MechanismsFriday, February 27Diethylamine [(CH3)2NH] is a great nucleophile, and alkyl halides like methyl iodide (CH3I) add to it readily via the SN2 mechanism. One interesting characteristic of this

Minnesota - CHEM - 2301

Chemistry 2301 Workshop 12 Solutions Chemotheraputic Alkylating AgentsFriday, February 27a)very reactiveN N Nvery reactiveOsomewhat reactiveH2Nvery N reactiveNH O NH2somewhat reactiveNThese molecules have three types of lone pa

Minnesota - CHEM - 2301

Chemistry 2301 Workshop 13 Solutions Multistep Reaction MechanismsFriday, February 27H H 3C N H 3C H C H H H 3C I1st additionH 3C N+ I CH 3 H O O OO + H3C N H3C CH 3 CH 3 + I2nd additionH 3C N H 3C CH 3HO H H C HOIAnother way th

Minnesota - CHEM - 2301

Chemistry 2301 In-Class Exercise: Stereoselectivity of E2Monday, March 2Each of the diastereomeric 2,3-dibromobutanes below reacts via E2 elimination to give a different alkene product. (For this problem, consider only elimination at the C2-C3 bo

Minnesota - CHEM - 2301

Chemistry 2301 In-Class Exercise: E2 Reactions with Multiple ProductsWednesday, March 41. E2 elimination of 1-bromo-trans-1,2-dimethylcyclohexane (shown below) should yield three different alkene products, by deprotonation of three different Hs i