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- Azo dyes are the major source of artificial color in textiles and food. Part of the reason for their intense coloring is the conjugation from an electron-donating group through the diazo bridge (—N=N—) to an electron-with drawing group on the other side. For the azo dyes below, draw a resonance form that shows how the electron-donating group is related to the electron-with drawing group on the other side of the diazo bridge. Used curved arrows to show how the electrons are reorganized.'N: H Z-I H3O+ H₂O6-bromo-2,3-dimethyl-2-hexene Draw the molecule on the canvas by choosing buttons from the Tools (for bonds), Atoms, and Advanced Template toolbars. The single bond is active by default. O 5 C O O 8 H 2D EXP' CONT. H N CI Br Marvin JS (1] A" by ChemAxon F A
- PPh3, DIAD CH20H (A) THF mitsunobu H2N sreaction NH2 excess AGOH () (Ci3H20 INS) me I N-me meCH3 3. The structures below show the step-wise bond making and bond breaking in this reaction. Draw curved arrows to show the electron flow that has occurred in each step. :0: :0: :0: ー T :0: :0 H-OH, + H,O + H-он, H H H H 76% 4 Classifr 0nokDraw as many resonance structures as you can for the following spe- cies, adding appropriate formal charges to each: 2nd bios pigleM 2-S oslom boot dat vo slovo bios sitio edt bovlovni sonstedua s (a) Nitromethane, :O: +// H3C-N :0: Caislax Jon e..obbo.ilodstem o (b) Ozone, :0=0-0: HO- -OH Phenol 22=9.91 CH COH HO-O + .. (c) Diazomethane, H₂C=N=N: in Problem 2-44 is a strong enough acid
- Another reagent that can be used to convert carboxylic acids into acid chlorides is phosphorus trichloride (PCI3), as shown in the scheme below. :0: :0: :ö: PCI2 + -PCI2 H. H :O: + НОРCI2 The mechanism, for the reaction, is shown above but the curved arrows and the formal charges, on the respective atoms, have been omitted. (a) Draw the missing curved arrows for each step (b) Supply any missing formal charges2. Write resonance structures for the following anions: (kindly note lone pairs of electrons with a negative sign) llll (1) CH3CCHCCH3 o= e (ii) NECCHCOCH 3 (iii) -CO₂CH3KHS2O3 + H2O --> (?)
- Draw one additional resonance structure for the species below: [References] CH3 • You do not have to consider stereochemistry. P. opy aste [上 ***** CH4 ChemDoodle3. For the following structures: CH3a C-CH,CH3 C Hy' H (a) Determine whether each radical is a primary, secondary, or tertiary radical. (b) Rank these radicals in terms of their relative stability (1 = most stable to 3 = least stable). 4 Draw the (2) banoggata 1oH In each set of resonace structures bebw, rank contribution that each resorice e structure makes to the hybrid (1=most: 3 = least) & write none under the one that makes he contribution :ZI VN
