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Amines and Diazonium Salts
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Lesson +PAmines Ant : Gis Diggenium Sala Lmines = They are “ ¢ abkyl or age derivatives of Ammon'a Cnisdficalion of Amines - > Aliphatic amines \ Aromatic amines Pisphatee amines Amines sine which nile alegt Howbt rey may be I, aie i or three (7 uns, ' 2) Adabheyl eenine’ © Gide Chats of Or Ee NAD ‘oO SY ! nomenclature r Arnine CH NA Gite NH ann nnn CH GO ces He vor 3 GUSNHGHS tw (ons Hel NH (paprotic) n- Peabyl amine Qsopeehet amine pimenyf ovine eimy_megt eine Framernyflaenin® egyerin™ cz din ted & une, 8 or three Gus" i guc7 NaN 3 3 ‘AS Amines Ln which wi keogen o or three atemalic A - (Gusta); V- s. un attached te Methanamine® Efhanamine feopon-i- amin Propo 2amnin®Paomalic fines a NH CH3 enon a GI Bengenamine N-mettelan' line 1, nebime thy fami ine oe (meng lphenglamine] (Dmehigl phony amir) eo ove u-phenglanilin® (Dipherglaenin) N, ne diphenplanilecie y (tespheryptanine) Sroposatnn of, Pines. ~ co from nile Gmpourds J eagle meobiom a . Kesluckon '— : al illo Gmpoundt Upon Aecuclion wv 0 In Acids medium ver amines eco - Gnevo + 6c) Snel Gig nt 2He Niloe tone Ethyl amine (pos. . q fe/ac! Ho Gir tg EL! ay 2 ila bergene Anifine _ a clio esther > Sn neal. mectum - Nilke upon Seca users Pd-c Ethanol or wang Liatty pet amine. Bromples Gg Noy + 3H fae Ge NH + 2H nilQethane Ethane! Einytamine NO fa- © Dd eo] +34 ——— oJ p 2K? Wilkabengen® mnifine ‘ Mi i (ree a zoben ere ‘Note — Reoluchon nilkabenjere vsng Lialty Ff A mot ami: ene LAl . “ si Alt » Bint haa o LialHy ue oO —_—— olkn= . 20) Bone ne C1) Fond Bilegl haducle? Lieateol with allege halidle nom ateshelic. tdilen op Amniénic. AY ot AB? Sealed tube ot 298k aver min tar Da fiver Tek cated telnet an fa 4 aenmaalpsts methwek Li mt & method Reason ~~ 9F give ™ Ap 2°83 ami me, Which ax oleh Gout IExample i- cbr, + Nt BRK Ct tH WA By saints Stet @ an (cig din + MBP me ch, & ve net a, “ Talal Fbe ot neks br 7 {oun 373k 2° amine tafboeile 2 373K, (cry), + HB ti 373k, : ro . oi uy Baa ia 7 - C By rat ammonium ae TUL Fram witedet 4 pao rbeher 2 v ‘lca open | Bone ainy Pre, " gynines nities apn Aecuchon nn eaney Ni ofrale pond let gre 2? Amines fr egen -2MeL RAPE, Cres Acchagectisle Linimy eanterine Bhaneritcle cot tae e “ EN éy ate Niy 8) ts , Bevagh orn Bexgorctibe pitile But toe roe pe Hn Zc +24, } [mis nH CHg ae pinatleine ety me AlHy aoojanide i, PE Her pines pee 2th 2 wuiainy powerline Lialty re amides toneesp ed ~ ©) LZ & del i Aaduclon “pam _Pmbee Prides “bor rm einung one murien Hy Cet chiar tw CHRCONHE pints [Eb ory Ma Ke le. 40H) é: amine a geil. chy Ne o © pinta] eho + te Bengamide word beyyeor™® L Gabe! teenie Me 7 kot mre n- Al Paaacium Phe yal mi de cape “weaknene wil, ot of 7 5 ef phitabini de, wes fo + Aydesigee* & ate, ° se dy iy c-on oxo te Glo? Tez ad OL on Bi ° OL Phase prinaben Ae pyoeingt petal le phadee gut Efrylaminet a fon ase degen em cess marm Byomamicle Seo Significomee *~ Je Used fev degradation Ci a eaEE e (orm chan 3 @ a ko & Bre Rew cleatend the Series ealined wifr aligngue Sdualmon then amides > Amides upen ° frmines Paving 4 cugen alan eH ex Cg Conr, 48a, & abe Ke — Chai, BEB ane + 46°38 Aceramede P amine or Meg gn ele KO oy + DEgr f2M0% HOB Begamide jhe o Being bois nL PROPERT! es 0F AMINES are = e ba Boilang font ¢ amines Ore hghet thant hydric Reagan :- Due & CuchermMecuber bayalze ox Loncleng Gy amines thoy bane boiling, Pant st : . 4 echo Q Biblhay botdung orntr ef acne, are ber tos athe? fre 5 Sine OPH alestwls poe locke ve thoy Nile Aan & tus fom hone et lang tan hanes to a wir, amines “gone oa wing 1” fort pends be ertea ee) mys Ne ° Prnimed Pe 2 al icra , Of Davie Crrtawwnr I, while 3 Pmineg Powe ne ty Tinted ke niltogen © yr anines howe . Aughacl wlrile 3° et awe co ie yese iebng $n cide. ci ') SdiabebSag -— Aenines frome, Hgdeoye bends wify wale, Asa. result lower hate amines ore Mluble te wale . reases, Atubilely decreases. Coat mdjeculas. mars 4 a jen Aaya canbe pants Sopres hydrogen bende tai fy wae Monealic Omines are idluble tn baler. Tris ae Prin A eae due & g lage 0 oa PROPERTIES OF AMINES -- cle, of Amines :- Due & ike, eat 4 ee a ea eee Gn ues bons Crcepliial 9) -b Miphalie S amines au. Akarger base tay ammonia ota sca proctecdy eb lec, ae ae el pl sdame fair m wilgen 7RO NH — an an | fo aaee Peeler. M Se ¢ 2 (CHy),N, (%), iy 4 ein 9, bats shes . ? 7 . | eae cae Of pe S1,N “(Gus wn, Peo Ni, (In Aqucors tata caus phage - Basic Character depenols upon +2 ehheck of et peeps f Fur more are elechen Loni qeups me boss diy by "ae om, siecle Nits 4 CHgNH, | WHS (CIN. [Ri Fp Ro git Va a Stale ants Geet Sr eh a Cri PE wm he Gs Nydorgen 1 boo Gi) pee velmueal Sen FE EE pen. th adler 4 dasicily Should Se B>2or Bude Hyde © Amine tx be mest basic, ad fete tlt mp a mege ene aestelly 4 ammonium SO order of ban i 4 elf Dhol bee ot > 3, — Mew % abet Aincsance ate tyluepen 44 Mel then these ia moh te nic. So order ue parding se Hyaleogen bencling acl fhecle minal (CHs) NH > CHa i > (emi N > 5 b > yA Frente 4 SEE BIC robrance ©, eet BEEPS eljecr Padorninates 2 cele wily aoe bond ha “ (are, Num (GHS),N 7 Gis Nia 7 nia) vet G Hes Arilace SS Lew bose thaws fenmonie? ii more than fmmonia? - ple Value of %niline 44 ea de ee ‘yo ‘apitine 2 Mona, phe élections be ey Onn, - SS no rs wv. in ammonia. - Aesonaliog Alia, clases ont present: nts oN BASICITY oF ARemaTic AMINES NH, Ucreeses Lagi eek olecseases basicity Erpect of sugsrirvé a Election donaling poups such ou ecclion withchawing gow 8 aagage ofa en a nd oH ay CH, OCHs, ch ot Nox, ov X + e%oA in oreler se AO Rta = Cig NH, GMS NM Ge Pus ¢ eT GH NH Che CH, 6 Ch NHL ane Bengyt an amine Mi amine (due k oman engl Mine fit Eesti Satine “OME pt le att gock are tr auaileble — oP yiljagen ue frrtmaledny nat Smee we auretlable or ae , dn Aehenaurces | 9 CHEMICAL REACTIONS OF Animes - Ly LATION = Je is fhoceds dy ine ducing am Atty! qmub in tiany médecule A Phimang amine Gon be Gnveuled +5 Setondony 1 Gad tae 4 finaly & q aanmovium calla, by with match of chyennn, + HOB — Cone, in + Har r (CHy On).un + CH ky —? (mens: 3 + HBr 1 ChgcH), ut Ch er 2 (cy, Hy N gxae . Het Ee CuDsA = THE sith Aaemalit’ aenines > Gees? , nt Proce 1 Catled Ephauttive Tight, a be e used a methyl Zocusle Seackon 14 Calle! “ mths i the process tp lance} acye youd CF Ey gmp de & F melecute- nel 7 - CHEE NH cat Ber cae doe bonnes wegen ide sivibely o : en “tr + He os boat + CH) NY oa at amine NN, 5 metgtadtor ide ene ob weit bengeyt Chicnide Bauumesin 268cln Aeklyt ehimide malic axnine © 5 Maat pono + He! > Ben ene Haze nua rede priline wile A called sazvia in seacion cn piphalie prmerg amine. react with cota wi wite patie amine | a ive aleshds aga os +NLt De + ae ce Ni yomolic) gee on o* enh Saisecien ceatkin £ we used a ha i Pmine.© 0) Bo Amines : a “cou ) dArmines Mipralie 2 Arie qrices wattr SAuble salt while Demstic 3 fr pias, ann Cowsed orprrd @ | (eosign + monene) eergerd, 81) No Salt” Hew “cable LS ag «> fnowe aye ernne #19 3 ? ‘a Bo Bb Fiffosonn,nraimeltplan line oxidalon.- Cre) nail oxrealion op. Aniline spit Bycean + Mason vet pb pan, SI 0 wee avitine p- bengoguinane keum- 9t 4 became of HG election lenailg om Pre Aung 5 pec reopHiis SoBsI TUTOR REACTIONS. 2D AROMATIC AMINES = Julie Umclecgrs élechaphbe Gubetitlion Aeachors ak 4p poten cy Halogenobion _ with Bomine welt Andice re yigutanrated [podicl “ yh. Gy Hes. naker Sroroysr + guer Frridhine aye eileen he . Buk %G Monohalogenatial ‘devivalore £4 Acquired they amino goup Ls Hae ateljlatia 2 then Roles ding. 44 casnied or NH, CHC > nyHcochy neHcoty NHC Oo co x, | CHC a pilaoe =e, 0007 o} ols oye + = 4+ Hex Acetanlde Ls Nh nite ari oS + or rit [hae er oap- Boamoarilir® Contiolied Gnoliton, ritialon priline 7 penilianilre 4 me Nilcoauiluine , wa Wh "hatn- ce H,£04 Di a oy* gn ner G+ Sag alee Nos. . asi nau vrvitjoowabaie oh P wibjoawilne Cie cz a Nitkin = under ines, misclare ot Be =) Conceptinal questins:- ( i) GrPay Divect i Bakin of aniluie is mot cauied out ? oe : of 7 Seba: Degg, wilahon o Praline, © seamen 1 6leune along eit BOS fos ig Ey presence I Along 8 miata NM Converae in valine, 4 On, um in 4 Ph od Sie - GS8 Gnvev j ni Gnver™ Aniluie ti 04 para nulloanitine @ fm G+ cc. fyicocn, me woe, So Ts ——> re ~ HANNO, 0c cigeo 7° Th80y we * tar oe. shice ts Aceh n wenycoon Melanie One Hoy - B anhydride Ls 1» 0400 230004 [Ht | Ho NH it Sutphnation = Gnt a+ Oe ee Cc with Sulphuce acd No, 2 Karin 7 om (miner) p-nilfoaniline Amilane upon Ticatmen ot" gives pramino bengeme Sutbhon ie (mage Baw, at Yss-47SK, acid algo Called Sudphaniie acid Dymgtsoy ne H Hy, S + HyS0y ——> Co) yss-y 9s k —_— Ho” ~ Yor 05 « S03 ot ulphani lic 244! curbharrili — aud F c Gnceptiat question’ Ie gut ZeoiHee, fon! Comment ‘fet cen) ead exist as ites, Lon. Gmme Zwi By ‘guppharidic & both Sagi + NL qoup Se Sogh yo staan‘ clenabid ae ais bie aud Sutphen torn cat, Intl Sa tans 1 Such tyre % ap on ities Lome 2 Sal Cag Aeackor. “tdy ombne * 2» 3 ° = i 4 RNH, ot . SHE! ° z Geren tBu He ageresupner ° 12 Amin’ Gengene sulphory! ‘phbridle o, Ko ring dlenble © - BN -g Silt BMH pe? ay ° a Amine yw Dred bergen’ ‘culphmazraceexpert ge Me heat The soacton mi @ Chloride +n ane a Wai theatnnent voit, bengenesel sai he Aemauning Ks hited winere. 3 ATUNG Ws Sduid Arvclt aes Shs filled #6 re iferalé. + = ibe a pide Pee tach Conlle-oe, geile fee ° ane tyoesiysed spect & Pe BI? amines Shed OE hai yg 2° amines, ; caneyeamine Test 7 Tencganice SE Note i- ‘Tas tele Coun be used te i St ate saints wen Aromalit ) can Amines because ? Amines ( jus tes ? 0 A ab (Auphalie 1 open beaker 4 cue, & i. Kon ques Conger ite 3 a Aries O° CH, NHL t CHCl; + 3kOH 2 CH, veer gKet 3H! Mi ami aA anide ee aed a ime wae geet n,? pcnels + BHO — a Pen pmtyaride 7a i ndle ‘tg fest Com be ab nile 2 met am dy Arilunt 4 Erne © 4 Hono FHC! we ess ae Frldne 2 pil NaH 9 S\ ase foynen ms) + HCI Gris ner $35 pHarle prnpite! I" peter) "raph tel aber . Hinsberg s Teal aos bal be us " SE _ mire with esulphery! thloide, 9” Suach 1 Prine ves, de nich * Aduble Icon. a “urphonaenile ncuble Kou oe oo renin, TS nat Beat z oF pemine A ont oy bee! a je 4 He a i Amine 6 L_KoH cduble ann + orien ois on eee % Aenea Snseluble an + Grfro > Ne ° seacton mine _Congesesuspreny t Cher 7p ena) Beenie ene ere = sad gooered ferrets Ea Ar ge Bramgle ‘- _ Syiienc! Alenide ua zeniun wach ore Paghly unstable berger is hatic oun diazoriuen £01 eng cf wonimes for azenium A Compe penenx —> RteN +KG vipske > brim amines Bo pa Zorve” “endl writ saaie for 8 OE tne de cdutin ak 273- 72K ae papers! peut Pesson Tre dian op Onn son sabe ih OM Zhaage on jengen® ® - ei ae quai yen ° nen: @ <> (eI ~ ra — . pemdteneny & Eleinal flo, snstabilily of Pian Perce “eau we He ther 4 Stable Mo padtecute, & form corbe S ReNENx~— ate it x7 eile x et net % Phong! este _ awry ppocelians se bri ree nilke ger" woe a ce ha © akon S > DypzoTISATIO® - De pros Me crvessin # pomarg 3 ae . Ott suis azoriven gale 44 caused azo aon goaded ~ 4 2 3n the wepod & Cetd s futon 4 soci 4097 8K askion fa guemalic amine 1 OA of ee Me ane! rH oO pe Nacht 2° © + Nano + egueanponin Prilone 5 Clete SALTS eres OF py azonie ——— peo heel det ih gis vane” SO L re e ertang A rt he amine oy dean he fe \ ei Nhe iy apacenene 4g 10% ate cr tyeNx” + > ee Hx tN; BD) + Hy fo t 42 or 13 P23 le Alonediage _ RR +yeny” we oc} + cone Als eo) aN pxt & Ein! oleae Aheeend . a (0 dondme yess 8 cackon er cucper 1 - “ect Sou [J @ cp vb seprceenent 4 ot oN _ feagegecinze cuBsiner BF op 5 chlevide Or ; cucnsken gal Gi) Gattermann Atackon Newer @ ae . Guttermann Aeaccer “ew fg) i © epic vd Qo cn Bengene Qt cu] tar a | cn 4 diazonium ¥ yt chloe Leu Kend on an oO TN (iii) Replatement by sodane ri z aut With poreasie” Gcatinent @ Beugene ouazeniun Ur dodo beng ene + Enel” Oo] + kL | Bengene chiencle | ww Replacement by ydasngh fio | bia zeniven cate Shuskon % faye volume of beheg dodide, We ° ph + KO! iazonnum Poolobeuazen® Upon low ih 14804, Phenot 44 ob tauned - 4+ Encl oH 293K I see ns Semen Phenol ww keplacement be Fluorine 7 > C gaiz- sebieman” Aeacton ) gi Cane SH Fen en a + Be a © 4, ant 88 Dagenion robradi, Ary! duende i Cou . peachons + Abene lia: salis Aras wilh aghty Reachve pond ot ad phenols £ amines fom azo Compounds . Hg + ed ie on wenn + HEL Bengene er ® Phenol g70-278K by rong agenengene a rey) i ia Hs ytenct + 4 ni fa (aynew Ere “ roe p-aminoage bug ewe ndte couplers usually octet at p- poslion a Ea on or Nh, po? pul %f Pr Poeclon Gi ocaupied couple eeure oe 070 perrton oon on leren + é, sy Nene! +Hel + lf NENC! + ote pHa-lo weNn
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