HW2_key - CH 310N Spring 2008 Name HomeWork'fiIZ 5 Due...

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Unformatted text preview: CH 310N Spring 2008 Name: . . . . . HomeWork'fiIZ' 5' ' Due: Tuesday 02-05-08 lefouowtheWGuidennesafiflostfldonBlackbom\ '1_.;= 1- Full-lessee" structures hevebeen huewnfprmorethsn'id Steers and ”one? sf the simplest ' 7 ‘ ' examples consists of 60 carbon atoms. It is aipighly symmetmaloompound with a 3111:511an shape and possesses “aromaticity”. Knowing that, 'descfibefpfedict its 13(3 and ‘H NMR " mm 1‘ might-um ““3““ 1"“ mesa-llzhasf‘medeu‘s _. ’.-’ selubility in manyct’mmtm -. -' - ' ' organicsolventsy, " _ \ a : . Proton "KI! sputum ,l‘b 1'30- ' ‘ '. . .. chemical slain in ppm 2. Ferrocene is a sandwich type metalloorganic compound that is quite often pictured as Cnge where Cp stands for cyclopentadienyl unit. Please, assign all signals In proton and C13 NMR spectrum __ given below. What is the reason for the usual” upfield shift '. ' of‘ protOn and carbon signals of truly 6 1: aromatic " = “cyclopentad1enyl ligands 8611ch Lot‘ Ferrocene . ' ' ' ' ‘ cathaldehydeu -- What is the multipIiCity of signals' 11': the proton specmnn? Write s for singlet, at for d‘ublet, _t fOr triplet, q for quadruplet and m for anything more complicated in the brackets after signals A, B, C and D. «J 4§s§3 4399 i*o(3): 42:1 3. Cyclo[8]pyirole is a relatively new type of expanded porphyrin, recently discovered an Sessler’ s lab. It' 13 a red solid compound (in form of salt with sulfuric acid) and has a long conjugation pathway. After many hard and nerdy experiments this large molecule was fully characterized (by NMR as well) It has been proved that it is an aromatic macrocycls with allinherent to.-mmfic compoundsrowfies Please, fisscfibcfihe . regions that-WOW wwnd to ”allhidl-‘sswandcarbons in the'NMR spectra Marinas earners-Launspcctmm of __ . ; cyclofajpyrrola Chem-l shift In ppm 4. Sometimes it is impossible to lake NMR due to paramagnetic properties of certain compounds. In other cases there is not many groups that you can easily analyze by routine NMR experiment, for example, it simply does not have any protons and you do not have enough time to run carbon 13 expenmt. Here' is the example of a simple and complicated compound ironpentacarbonyl -—Fe(CO)5. It 1s highly volatile, flammable, toxic, straw-colored liquid. Yes, it lcolts like a metal with valence nun:b"et ' zero but 111 the form of a. liquid and not mercury! This is a great time to explore power ' of IR spectroscopy that is truly fast and handy these days and especially quite = characteristic for this type of compound Please, explain why. it is so useful' 1n this field i of (crgauometallic) chemistry and what signal/signals chemist will observe' 111' IR - - spectrum? [ripen awj déawgéimairw (wk/Ma/ym/gwer ea Wofl) CL? %M’ In 12- S’érA awe/2%,? M “/fidigrghixfiéf [7/ a/WM/fiéeé’a We; Mariam :2 Wale «ma W My,” WM M ZXWM W79 vamp, use: .. ig/M/Ip fees/9 gap 5. What IS the reason that IR spectroscopy is “sensitive” to polar compounds? Is the filllenene ficm problem#1 visible m IR region? Express all your thoughts but try to squeeze it- in the half page limits P 4;]; ...
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