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CHEM 140C (21)
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Lecture 1

CHEM 140C Lecture 1: 140C Written Notes
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42 Pages
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Department
Chemistry and Biochemistry
Course Code
CHEM 140C
Professor
Albizati

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Description
IT -nomenclatuve:oe acid examples: hexanoic ould CH 2,2,3 lwrtanoic acid acenc acid ben acid 2-o-4chlovobenic atid Caruxyic ouias- pycalrovees dut to resonaner tow mteumlar wesanted cavvoayke auds tend to have OH ethanoic acid: vine43r aciàic p*eries not that audic carboulate anion -acidity due to stawiitytorn inductive resvlance effects on CB ex 47 f -indu ctiwe efet our e-dureャdifference in EN of difterent atorms is nove audic 1 CB is move state from C1 induenve effects speading he elns 0.13 more auudic vle F mere tN -»snduute efeds ex C CooH COOH is most acidic 1 inda ctive effectsthvough closev londs s teas auaic vc favthest awa induea erisis n* ac srvonj -ex G is most acidic, e) is teast acidic. Since ah" is e-d~natingと causes e-to be move toca liped #tes, deshabiIjze the covmynhd canooxui< aud in strong bas basicitu t tan acid nt seen carlaovii s a induchwey withdvawina, inesii the chag n e ngiy nnakă ,eing it IT -nomenclatuve:oe acid examples: hexanoic ould CH 2,2,3 lwrtanoic acid acenc acid ben acid 2-o-4chlovobenic atid Caruxyic ouias- pycalrovees dut to resonaner tow mteumlar wesanted cavvoayke auds tend to have OH ethanoic acid : vine43r aciàic p*eries not that audic carboulate anion -acidity due to stawiitytorn inductive resvlance effects on CB ex 47 f -indu ctiwe efet our e - dure ャ difference in EN of difterent atorms is nove audic 1 CB is move state from C1 induenve effects speading he elns 0.13 more auudic vle F mere tN -»snduute efeds ex C CooH COOH is most acidic 1 inda ctive effectsthvough closev londs s teas auaic vc favthest awa induea erisis n* ac srvonj -ex G is most acidic , e ) is teast acidic . Since ah " is e - d ~ nating と causes e - to be move toca liped # tes , deshabiIjze the covmynhd canooxui< aud in strong bas basicitu t tan acid nt seen carlaovii s a induchwey withdvawina, inesii the chag n e ngiy nnakă ,eing itehvomic acid ur) H 1 PCC DH PCC creating carbokyc aids using C-C vnd fomatim hydvwlysis cyanide dleme* metinod NACN arganometallsc reagents Gs area*e n O y C02 Ou matin4 CooH, use Ga c'CN becaus 3 cavon やr (stng H2S04) base catalyred mechaniem A-E H-B L-H -B- (base regenerated) t need car O protovated like ln acid-catuzed mach. chemistvy o ay halides one tou unstable veaosacdes with carboxyic aiss acia-catayred ehvomic acid ur) H 1 PCC DH PCC creating carbokyc aids using C-C vnd fomatim hydvwlysis cyanide dleme* metinod NACN arganometallsc reagents Gs area*e n O y C02 Ou matin4 CooH, use Ga c'CN becaus 3 cavon や r (stng H2S04) base catalyred mechaniem A-E H - B L - H - B- ( base regenerated ) t need car O protovated like ln acid-catuzed mach. chemistvy o ay halides one tou unstable veaosacdes with carboxyic aiss acia-catayreddwawbat SB strad siscne Estonticaon Lauid-cot a ed) →estev,acid catalysed A-E wieuhanism #0-CH -대 eramples Fische Estaicahan CVA OH amides formaton of adesta all classes of amide NaDH reduchon i cavvi aud, LiAIH μ'frm reducing agent dut heeduw nthanism wia R--~ r, 0H elemental P.KLCC 0H ヤkarerninatim @alrhaprition fatty auds-bag stvain chain,Unbanhed caWnxyǐlouds , 12-24cn engh Mau haw italkes palwic ausd, stwated ,oleie aid, unsatuvabed -obtain fit, acids nwa Animal fats OH fat auds -reverse 너 osynthest s 처너ain f th, ands Fat Nau michelle s Soaps ust dereaents n warh doh -0-C dwawbat SB strad siscne Estonticaon Lauid-cot a ed) → estev , acid catalysed A - E wieuhanism # 0 - CH - 대 eramples Fische Estaicahan CVA OH amides formaton of adesta all classes of amide NaDH reduchon i cavvi aud, LiAIH μ'frm reducing agent dut heeduw nthanism wia R-- ~ r , 0H elemental P.KLCC 0H ヤ karerninatim @alrhaprition fatty auds - bag stvain chain , Unbanhed caWnxyǐlouds , 12-24cn engh Mau haw italkes palwic ausd, stwated ,oleie aid, unsatuvabed -obtain fit , acids nwa Animal fats OH fat auds -reverse 너 osynthest s 처너 ain f th , ands Fat Nau michelle s Soaps ust dereaents n warh doh -0-Cartificial ses revise z seviol Carenu4n) ,lout net twe resonance inet tmmoan) me- aat on cany c, vn Dayens,s wwe reacisa than esters enolae ion lt ~ Hヶ → M L. Lけ R々し. (happews @ carb nyl DXY n) aiyl chlow Ae inshd f aho hiet 選 → R.e-c. → [email protected]' .. K. -Hl-nEu-K-> K요、.K 0 DCH3 Liz auyl chlovides w Awnes58-ctalue artificial ses revise z seviol Carenu4n) ,lout net twe resonance inet tmmoan) me- aat on cany c, vn Dayens,s wwe reacisa than esters enolae ion lt ~ H ヶ → M L. L け R々 し . ( happews @ carb nyl DXY n ) aiyl chlow Ae inshd f aho hiet 選 → R.e - c . → n @ w ' .. K. -Hl - nEu - K- > K 요 、 .K 0 DCH3 Liz auyl chlovides w Awnes58-ctalueOH to tun l chide an adewte -synthesis problem tl Hor wauyP organo currate reagews Cuu unamttvical (o useul creates miktures - weak bast EX -0A nshz Ho Excess Naot WOH 0纬 R: tso wkue -mechanism OCH LH reduction ’f CaraxfWc acid Li AIH4 DH OH to tun l chide an adewte -synthesis problem tl Hor wauyP organo currate reagews Cuu unamttvical (o useul creates miktures - weak bast EX -0A nshz Ho Excess Naot WOH 0 纬 R: tso wkue -mechanism OCH LH reduction ’ f CaraxfWc acid Li AIH4 DH- reaucton ot esTEYS ti t4 14 NHz -reductio o aaides LiAIHA i Al nitiies ture *ら - chemishmy of ies w Gvinards eunamsm: imine (x5 ?psblime02 igin gantt compoumds eseaucth pee em lhdrocarbons) pervleum po differente catespries natural ERY USEFUL, HaH HUMAN USE) - medium malewav waoa omp wnds (pentant, hexane, oulan) iqu14 han?"rtation fuels ( vpY USEFUL) panleum: Sourced carbon atumS that wi", eerホlally vun od - reaucton ot esTEYS ti t4 14 NHz -reductio o aaides LiAIHA i Al nitiies ture * ら - chemishmy of ies w Gvinards eunamsm: imine (x5 ?psblime02 igin gantt compoumds eseaucth pee em lhdrocarbons) pervleum po differente catespries natural ERY USEFUL, HaH HUMAN USE) - medium malewav waoa omp wnds (pentant, hexane, oulan) iqu14 han ? " rtation fuels ( vpY USEFUL ) panleum : Sourced carbon atumS that wi " , eer ホ lally vun od-Aitern.tve加per rolam :ドtant material fuel which emits Cez that the Plen女 imines TN H 2 amine -amines amines tapidIq ino, @non 차npevartwre ican't iratrtan St€5eulems 42" 480 namencatureSiwtix amit /Cu子 , triethylamine LE40 L -cidiy «mines -Shon9ov → weaker acid ; LDA R group, inductively e, r刨easing, so 2 amine awide nitynaen mae e- withdrawing s。 "w'une basil more basic b/c Hi,1 as vcsonance, so Ndovates e. pair tving Cl mcSt basic k/1-54, ise- releasing i leal, basic lit -Cl ise- withdvawin nlaridiaton facttrs ased on oasay 等mov s character means K-CEN 50% 5 charcter closer to nucleus, 1-ess wilting 다 muSt Vasic least oait 11., 2.,13.) LAIH armaes -synthesis cf amine sfrom ucleopilicihy baud on asiciy: ad way mating 1 amines (not qoodyxn ble product mare Nathan reactant, CH了 -Aitern.tve 加 per rolam : ド tant material fuel which emits Cez that the Plen 女 imines TN H 2 amine -amines amines tapidIq ino , @non 차 npevartwre ican't iratrtan St € 5eulems 42" 480 namencatureSiwtix amit / Cu 子 , triethylamine LE40 L -cidiy «mines -Shon9ov → weaker acid ; LDA R group , inductively e , r 刨 easing , so 2 amine awide nitynaen mae e - withdrawing s 。 " w'une basil more basic b / c Hi , 1 as vcsonance , so Ndovates e . pair tving Cl mcSt basic k / 1-54 , ise - releasing i leal , basic lit - Cl ise - withdvawin nlaridiaton facttrs ased on oasay 等 mov s character means K-CEN 50 % 5 charcter closer to nucleus , 1 - ess wilting 다 muSt Vasic least oait 11. , 2. , 13 . ) LAIH armaes -synthesis cf amine sfrom ucleopilicihy baud on asiciy: ad way mating 1 amines ( not qoodyxn ble product mare Nathan reactant , CH 了NPa Ex Hi) resence of acid如reduce Mines LH ex Mannich in N-R 04 food poisoning 4ed to cure ved meats to eep down twic kactera (bbtism-causmg
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