understanding the principles of organic chemistry_a laboratory experience_2010_0495829935

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1、ApproximatepKValuesforSomeOrganicAcids*aAcidBasepKAcidBasepKaaSO3HSO325HCNCN9.2OOOHO100.2F3COHF3COOOOO10.3HOOOO3.7HOHHOCH3SHCH3S10.3NH3NH24OOOOHCHCOOCHCHH3CH2COOCH2CH3133223HHHOOOHO4.2CH3CH2OHCH3CH2O16OOOO4.8OHO17NH2NHNHN5.2(CH3)3COH(CH3)3CO18OOOO206.4H3CCH3H3CCH2HOOHHOOOO24OOH3CH2COCH3H3CH

2、2COCH2NHN8.3HOONN40OO*OONotethatpKvalueslessthan22andgreaterthan18cannotbemeasureda9inwaterandvarydependingonthesolventusedforthemeasurement.HHHFFront_EndpapersPP2.indd2ront_EndpapersPP2.indd2111/25/091:09:00PM1/25/091:09:00PMCommonSolventsNameMolecularFormulaBoilingDensity[CASNumber]Formul

3、aStructureWeightPointoCg/mLaceticacidOCHO60.05116–1181.05242[64-19-7]OHaceticanhydrideOOCHO102.09138–1401.08[108-24-7]463OacetoneOCHO58.0855–560.79[67-64-1]36acetonitrileCHNCHCN41.0580–810.79[75-05-8]2331-butanolCHOOH74.121170.81[71-36-3]410carbontetrachlorideCClCCl153.8276–771.59[56-23-5]4

4、4chloroformCHClCHCl119.3860–621.49[67-66-3]33dichloromethanemethylenechlorideCHClCHCl84.9339–401.322222[75-09-2]diethyletherCHOO74.12350.71[60-29-7]410N,N-OdimethylformamideCHNO73.10152–1530.9537HN[68-12-2]dimethylsulfoxideOCHOS78.141891.10[67-68-5]26S1,4-dioxaneCHOOO88.11100–1011.03[123-91

5、-1]482O1,3-dioxolaneCHO74.0874–751.06[646-06-0]362OethanolCHOOH46.07780.79[64-17-5]26ethylacetateOCHO88.1176–770.90[141-78-6]482On-hexane*CH86.1868–690.66[110-54-3]614methanolCHOCHOH32.0464–650.79[67-56-1]43n-pentaneCH72.1535–360.63[109-66-0]5121-propanolCHOOH60.1096–970.80[71-23-8]382-prop

6、anolOHCHO60.1080–830.78[67-63-0]38tetrahydrofuranCHOO72.1165–670.89[109-99-9]48tolueneCH92.14110-1110.87[108-88-3]78waterHOHO18.021001.00[7732-18-5]22*Thetermhexanesreferstoamixtureofhexaneisomersthathasadensityof0.67.FFront_EndpapersPP2.indd3ront_EndpapersPP2.indd3111/25/091:09:01PM1/25/09

7、1:09:01PMUNDERSTANDINGTHEPRINCIPLESOFORGANICCHEMISTRYALABORATORYCOURSEStevenF.PedersenUniversityofCalifornia,BerkeleyArlynM.MyersUniversityofCalifornia,BerkeleyAustralia•Brazil•Japan•Korea•Mexico•Singapore•Spain•UnitedKingdom•UnitedStates229935_00_FM_pi-