Problems TB1 Ch1 - Pharma PDF
| Title | Problems TB1 Ch1 - Pharma |
|---|---|
| Course | Instrumentación óptica avanzada |
| Institution | Universitat de València |
| Pages | 5 |
| File Size | 237.6 KB |
| File Type | |
| Total Downloads | 43 |
| Total Views | 125 |
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ORGANICCHEMISTRYPROBLEMS Thematicblock1 Chapter1 1‐1‐1.Use the electronegativity values (see Tablein Chapter 1,Part 1)topredictthemorepolar compound(that having thehighest dipole moment) in each of the following pairs. Indicate alsothedirectionoftheoveralldipolevector. a)H3CClandCl2 b)CH4andHBr c)CH3OHand(CH3)2O d)H3CNH2andCH3I e)CH2Cl2andCCl4 f)(CH3)2Oand(CH3)2S 1‐1‐2.Methylfluoride(fluoromethane,CH3F)hasalowerdipolemoment(=1.81D)thanmethyl chloride(chlorometane,CH3Cl,=1.87D),eventhoughfluorineismoreelectronegativethan chloride.Proposeanexplanationforthisfact. 1‐1‐3. Draw Kekulé structures for each of the following molecules and assign the appropriate charges where necessary (the order of atom connection is given in parenthesis in some cases). a)ClF b)BrCN c)SOCl2 d)MeNH2 e)MeOMe f)N2H2(HN=NH) g)CH2CO h)HN3(HNNN) i)N2O(NNO) j)MeNH3 k)HC2 (HCC) l)H2O2 m)Me n)Me o)MeO 1‐1‐4.Indicatepositionoftheunsharedelectronpairsthatexistinthefollowingmolecules: a)MeOMe b)MeCOMe c)CH2FCl d)MeCONH2 1‐1‐5.Drawpossible resonance structures for each of the following molecular species. Indicate in eachcasethemajorcontributortotherealstructure. a)OCN b)HCONH2 c)O3 d)CH2=CHCH2 e)SO3 f)MeCNO g)MeNCO h)MeOCN 1‐1‐6.Lookattheresonancestructurepairsdepictedbelow.Indicateineachcasewhichisthemajor contributorandwhyitisso.
1‐1‐7.Deducetheempiricalformulaofeach of thefollowing compoundsthathave theindicated analyticaldata: a) Aspirin:C,60.00%;H,4.44%. b) Paracetamol:C,63.57%;H,5.96%,N,9.27%. c) Morphine:C,71.6%;H,6.7%;N,4.9%. d) DDT:C,47.7%;H,2.6%;Cl,50%. 1‐1‐8. Calculate the empiricalandmolecular formulae of two compounds Aand B thathave the followinganalyticaldata: CompoundA:C,39.97%;H,6.73%;molecularweight,90. CompoundB:C,68.95%;H,4.95%;molecularweight,122. 1‐1‐9.Identifyandnamethefunctionalgroupsineachofthefollowingmolecules.
1‐1‐10.Thethreefollowingstructurescorrespondtothreepharmacologicallyactivecompoundsof naturalorsyntheticorigin.Identifyineachcasetheexistentfunctionalgroups.
1‐1‐11. Represent all existent constitutional isomers with molecular formulae C5H12, C6H14 and C3H8O.Drawthemwithbothcondensedandbond‐lineformulae. 1‐1‐12.Whichofthefollowingcompoundsisnotaconstitutionalisomerofacompoundofempirical formulaC3H7Oandmolecularweight118?
1‐1‐13.Drawallpossiblechainandpositionalisomersof:a)2‐chloro‐2‐methylbutane.b)3‐methyl‐ pentanol.c)2,3‐dimethylheptanodioicacid 1‐1‐14. Drawall possiblefunctional andpositional isomersof compoundswith molecularformula C4H7OBr. 1‐1‐15. Indicate where possible which one within the following compound pairs has the highest boilingpoint: a)2‐methylpentaneandn‐hexane b)n‐octaneandn‐heptane c)n‐heptaneand2‐methylheptane d)ethanolandethyliodide 1‐1‐16.Identifyprimary,secondary,tertiaryandquaternarycarbonatomsineachofthefollowing molecules: a) ethane; b) pentane; c) 2‐methylbutane; d) 3‐ethyl‐2,2,3,4‐tetramethyl‐ pentane;e)cyclohexane;f)1,1,5‐trimethylcyclooctane. 1‐1‐17.Drawthestructureofanalkaneorcycloalkanethathas: a)sixcarbonatoms,allsecondary. b)eightcarbonatomsandonlyprimaryhydrogens. c)sevencarbonatomsandtwoisopropylgroups. 1‐1‐18. Give the correct IUPAC name to each of the following molecules. Indicate also which functionalgroupstheycontain.
1‐1‐19.DrawthecorrectstructurethatcorrespondstoeachofthefollowingIUPACnames:
a)p‐Chlorobenzoicacid c)2‐Butyl4‐methylpentanoate e)4‐Methoxy‐2‐butenoicacid g)2,4,6‐Trichlorononanenitrile i)4‐Methylcyclohex‐2‐enone k)2‐Methyl‐4‐methoxyhex‐2‐ene m)2‐Phenylethanol ñ)3‐Oxobutanoicacid p)Triisopropylamine r)6‐Methyl‐1,3,5‐heptatriene t)3,4‐Dibromo‐4‐ethylcyclohexanone v)4,4‐Dichloro‐2‐ethylhex‐2‐enal x)4‐Formylbenzoicacid z)4‐Ethynyl‐3.5‐dimethylocta‐1,6‐diyne ab)5‐Ethyl‐3‐methyl‐1,2,6‐trinitrononane ad)9,10,17‐Trihydroxyheptadecanoicacid af)N‐(4‐Hydroxyphenyl)acetamide ah)3,5‐Dibromo‐2‐hydroxybenzaldehide
b)t‐Butylcyclohexylketone d)Methylcyclobut‐2‐ene‐1‐carboxylate f)N‐Methyl‐N‐phenylbutanamide h)2,2‐Dimethylpropanoicacid j)Allylbenzylether l)3‐Phenylhexanamide n)4‐Oxaheptane o)2‐Bromo‐6‐methylphenol q)4‐Hydroxypent‐2‐enoicacid s)4‐Cyano‐4‐ethylheptanoicacid u)4‐Cyclopropyl‐3‐chloro‐1,2‐cyclobutanediol w)4,4‐Dimethylcyclohexa‐2,5‐dienone y)5,5‐Dimethyloctanoylbromide aa)2‐Propylundecane‐1,7‐diamine ac)N‐Ethylcyclopropane‐1‐carboxamide ae)2‐Chloro‐4‐nitrobenzamide ag)2‐Bromo‐2‐methylpentanedinitrile ai)N‐Ethyl‐N‐isobutyloctanamine
1‐1‐20. Draw the correct structure which corresponds to each of the following IUPAC names. In somecasesyoumayfindthattheproposednameisnotthecorrectone.Inthatcase,write thecorrectname.
a)2‐Methyl‐3‐propylpentane c)2,3,4‐Trimethyl‐4‐butylhept‐1‐ene e)4‐(2‐Ethylbutyl)decane g)4‐s‐Butylheptane i)4‐Cyano‐5‐methylbenzoicacid k)8‐Hydroxy‐5,7‐dimethyloctanal m)2‐Methyloct‐2‐en‐6‐yne ñ)5‐Carboxy‐7‐methylocta‐2,6‐dienenitrile
b)5‐(1,1‐Dimethylpropyl)nonane d)4‐t‐Butyl‐5‐isopropylhexane f)2,4,4‐Trimethylpentan‐3‐ol h)2,4,6‐Trimethylcyclohexane j)4‐Formylphenol l)2,4‐Dimethyl‐5‐formyloctanol n)1‐Hydroxy‐7‐methyloctan‐5‐one o)2,5‐Dinitroaniline
p)2,5‐Dimethylcyclodec‐1‐ene r)2,4,5‐Trinitrotoluene t)3‐Isobutylundecan‐4,9‐dione v)3‐Bromo‐5‐carboxynaftalene‐1‐amine x)5‐Nitrocyclohepta‐2,5‐dienol z)2,4‐Dimethylhexa‐1,3,5‐trienylacetate ab)9‐Formyl‐4‐hydroxy‐3‐propylundecanoicacid ad)4,6‐Dihydroxy‐3‐methyl‐11‐oxoundecanonitrile af)8‐Cyano‐4‐methyl‐5‐oxooct‐7‐en‐2‐ynoicacid ah)3‐(6‐Oxocyclohex‐1‐en‐1‐yl)propanoicacid
q)3‐Hydroxy‐5,6‐dichlorobenzaldehyde s)3‐Bromo‐2‐chloro‐5‐hydroxybenzonitrile u)3‐Isobutyl‐4,9‐dioxoundecanoicacid w)2,6‐Diamino‐4‐bromohex‐3‐en‐1‐ol y)Dimethyl5‐methylnon‐7‐en‐2‐ynedioate aa)3,5‐Dichloro‐6‐methylbenzonitrile ac)1‐Methylcyclonona‐1,7‐dien‐4‐one ae)3‐Bromo‐5‐methyl‐1‐naftaldehyde ag)1‐(4‐Methylhexyloxy)‐2‐methylbutane ai)2,2,6‐Trimethylcyclohex‐5‐en‐1‐one...
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