Ont =! v “Pedeggnaiin , supbanlion 2 2 Sbfpliin eegpactin The cox TN which One O” atoms are Faliioduwed fate 29 organic Compoend , has peepealnn 8 orgpnie Couple CATineg Rduorica Chiorine , Soromine. and tedene Can Ke accompli Nino Buy a Veal et tettiads - tialogenalsio A fnvelve ee Avactions 2, > Addition etd + 2c, Feds 5 Rds 5 ajcu-enel: » an fin ot ie Thane lec tite ye Bele ) ot ant ac ts Comey, +H 3} Regatament ao re a cl, Pies CHaticool + He] Aetic 2 Si Lhloninalinn 5 avescedd racsa. halogen AAdibiss of, Chlorine to teen Ong Copa is cabled a Chloninabsn. ®Cr ee . Clatonin ‘ bs 1. Chlonine & TRionyl chloride 2 “ibn a be autho chloride. 3+ Soduiem ypechdorile ee phosphoreus chloride - 4. a the. Chanifieation of chbariaalicr depends on se (Volejnaing’) agats wird F —Plsede pebion of cherie Ove 1 j Go. cnt Fed ; > cicu,cheo! Snes Cha + Cle Dichloroefiace Ethylene i i » Chy + cle eS, CaCl + en cla He) Jekhand peetey) BY Chloride ——-mrathare 5 ao ie SS Ben Benzens- See Claes Hs, wa chat | d Coy aye tl, es voy i a Wed Toluene Cina ees Bency? chloe cH 4 Feds cH ch, DCL Pech > SP tH one Te < c\ [aune- o-chlere pe chloroTZ — Hubeclie Aced_o ix. chbarneking Agent 4 mamas D Addrtiin Renken react + Rel BSE yap men Cl chef » Sullvctttiln Cu cls > , an + ottcl +© Gao? ne ey » lacement Reodfion Coho 4 tel Ache a iecl + Ha? Crhanel Chay norte |S ~ Soduinn Ruspoohlercte Che , Naocl c CD > ool! elation P NHCoCH, NW Co CH d (oy A CalOcle io ” Solvent- e | Bena hectanibe Cane EE Preetn fe—_ = & Wce by > Coy” sy Cot — (oy Benrat dehyde edly D Chycoott + Cy tH CCl —S cucocl + GHC Recke acd — emadboeldnd Ha Beare TC. chborinaben with “Thione Wordle (8oct, Row + Soci, a Rel + So they Ateahn Tangs cee Mejlebloide wv = Chlorinabis 9 welts pRorgean | (Cocly) & Benratiidilen dh Hela » Resell + Sock =. Reoe| + So tHe Catboneacid ig” i doi s ee [seca] Nis Cl SS i ( D (ol + 28001, =<" “heen +250, | ~ Benzene r i frmmoniam Ts Hanon Cinlesd Chait ®CH 3 SbCl; Ha ct ) © + §0,Cle D fo) + 2nel + 254 Cectalyst C “Talus aged Jo lune Ge chlorination with phosphorus Charl 3 RCoott + Pel, —33 Roc) + Hg P% > ceolrorybh« Acel why “Meade > Reoona + pels 2 Roel +NaPo,t 2Nac) ie Piepaulion ef Chorne Qerivelives Seg ‘The Sane and Catfermann Recefrons ‘ D RN ge) Cully HES poy + Not Custle Pep diezosion At byl Chloride Chloride Catteamann PearBon DRNLCI RED Rel + Ne weehi Ateu| At Dia roniem _ chloride Cliboride .“qe10 [Yo Jo samouUMUE ‘UNIT wOL “YI-9 “OME x a 2190 2480%4 fe Io sJouoysz so > s Sz 2 88 2 xa i Seg T) eavoNs gs 2, amo) = | $3 i eBay one = = | 3 HOWN 8 2 3 g | So am F § SS ‘su 2 § = RL suyoyyg ° ge 7 12990195, 30] | & $9100610 3 z Tunjoo . | 00, 0728 a 5 Ja1044 CTO e| 2 ag)F Reo Materials Reguined ) Ey| Meohel > Chlonine 3) Conc Sul Phase aud » Fearne. Chlonide- ately ce Charmi ta Reacllin 1 ecly ere cian’ Gp hel 3 Io Peale * ae Pedkbee _Hes® x ‘ 2 SOy Atoka Hino. > Tiling? Chen Ww CONS otty| aléohel ine ans —\ined (ory Coramic oot. 2othe. Reculltin Tempeuchue vs Cordiclled Jay. Front Frans Raough 4 wales pet on ntaanal coils fy refluersig 8: The sere ag. product ia padectine 98 chtorel aleoholate, onto abiohol, ey] Chboricde ard little annus 6 Chloninudted fog - pokutl Ay oiys mild oo P jo a fewnlined gp pot, hea jf ts mined voitts an qual Volume of Cone, Subphuaic. auf) and distilled. ae sulphuace au , Choral Pio alecholale and also feat coith lidtealed) alcohel fo fron tty] efter @' i | 1 b Wpon ditritalian ; tow feiling. point Ae products Paddle Aa, ety | cbioride , otiy| ether and altcro| cae. Aepesle Buk ocd followed fag tee “Choro” wheel, is fssitta uliseon ten felling. Pink 93 BARS y Chor \eettinn bales ple. owen a paried of 25- 3° Suations 6 Viewd Chloride 3 ae = z a MY hy. T - Poekion . ee Iew,¢l a ch, = CHe| Onjech, Teh) SHAS Ce Re Eon Cie ion Vig lad W — pow “hs wees oy tamed ont fo “Here differ ales { Step- / Etezlew Chlorde Role + : Sup-= [ Ete Oe Files. and Chlorine. qs Che allowed to Pass Vinowph nrearton, tee Ko are deactid in ligucef phage te one ettylers didklantdle i) aF iylene Ax cabonide oy foo poaced with atkalt ay al way Cracked at high “aenpehine to produce View! Cnlenidle CHa CICH,Cl ++ Naotl —_> Nacl + cu, =H el 4 2° es eH ct eta cl AS an,ecHel Hel Step Route or keeali Rocels: ‘ eb Godhiern Eltglone dicblorde is tuned wor hyeite in fez Yolo 2°! and Continuornry, pe 4 aAlech peaches OF [bs'e, The n Competed within & menles and ter Sven flo yy Cooled 44 onalin Column , dea nro 4 Viet caonsde prowuse Monomer Vv i Condonred as Te product, The bstten phioan ia 2 hore tte Walds - etiylere ilove. 14 Casmted Over hte dete Ijdldovde. © Tn addition +e Vn cia, guall Stout of etey lee 1,8 padi [Ths Ral part paar Bit le, diculenide is Vaporized and Paresh Haeuh Howe ef wiler- Then ik > BA into a dvieg to Aomeve all a Stainless wad Cnacheing furnace at about 400-4506, Hew 507" ettylened Chesil is Cracked and to Ys are papal quenched with ed eHtylene didiles'Ge. @Woy) OPHE]YO [AULA “Fo O1y lah g seeinnp Iwehiie yoteey 5 Aa Aerulslecd with apssoioe (LA sg = “a © 0 s 1 a & a} [eaea| E “ oe | E 3 3 2 3 3] 6 spon a aarscjaaie 3 = uasdyie i ; ae] 2 2 4 ba S| eavarys 7) S. | &3 i y8te9 hein e\ } “CO apwehis ° = 2g ) = ¢€ ER 2 a 3 42050 SRI Fawaaay 3 es] = © - 42232}009 Sat 4 I Z | 2S apa S| 3 ot J. fisg wEGSe vont lk haar Ee | faa i atovos | amar es FU Slant «ER Zoe | 25 “ap tor3 3/2) so83} —— = s245} 3 | ¢ Ft Meles3) apeideup veaas: i, : gs 2 AK dates S Saino $ - a os "co € 88822 = g a | Z o 2 3 | 252 4 @ § 15 3 a fee) é < ae 15 8 ws ES 3 ISHOIOHD = 419 + HD J- Sapo of, allyl chloride» Chborindian Pepe T- Paws Haare 1ee Chlorine 3. Caste T Rah |; Cl =CH-cH, 4 cl, ——> CH, =cH-cHcl tHe] Propper Atl Chubor tele Crtten Raanchion _ Lpmqutiil 1) CH = CH co 4, Chechen, C1 Atlas Onbonide » Cy 2h Cg cl + Cl, —> Ca = HCH | Anbortela a “t [2- Dichborop Lf wvDraginn 4 J-o—-p [Bf ts i vo be Tote ay ii fj i Fic, 6-11. Flow disgram of ely! chloride plant.Espa. | Propylene. faom wel Storage tank, 1 allowed to pass “Hurouigh bayonet: - Fine Coles, loeatad 19 die pottom of He do propylene, S forage. Tanle and Pon Hisoush a — Canlescon From 62. Coallescay, wel grep is disected fo the dlaion. which oe Pacted att actvatad abeeming fo tie do, popyfoee The dsted propybae fbmes Gtonaga Link, Hew He evaponatlion of preps ORE. The Vepous ah tee ep oh tea dig Semae tmle ty alloed + ows eaough tes acter. Hee wall, Vepous Chborne us allbacued ne Pass Hea ean seneton ce atau fon [PES be psig. A peas peconder Conlicller Aaguilales 4 Baw of Aud fo Matststn Constant prewine ta fe keh Aeaston has Cooler and pain of Aeaetors The Croton, whieh eleancat tHetardron, arid Cool tee The. Cooled Aanton [edu o> fed dicts to the Prebinchiondden, How it Aepraalls te Organic chlehidefron pyle ad hnapn ehltde, Heid pepyice fom Storage Us wyed as safer, This rea. ts Cooled +o eeu kot. The Product from fer frebractionslan, Cortaens popizlene ond hydrogen der'de , Passes inte tee OCI alesonlien whee aguecus HCI is froduced. Hee baud Morin is fafedtid fo remove ‘Hea heals of adrorgltin The Propylene prom tea absrordlees 1 ia ly Wit, Gutic tp nemave baer of HCl and 4 then Aitecléd fo ta recycle Compuigon. This Comprenoy adic handles tex re ie netalisa and the Vapour {pen the prafractonecton raftbarc fost drum, Adfe, Condensation, the Combined propybae recycle Hough Web propylace Storage Terk. Crude Aly Chloride from Jaw batlim of the Preberchonatin Ts Refined Bey tabtng Top and Ssttin Cub, in Keo Costinwows dist (laledn Ateps. Ty fea Rout dstrllaisin prow, teas =f prapylar ox Removed 08 Vapors and ia tee Aten dolilats, Aep Raia ally Chlontda fs taken Oves-hod ana tea betlam woletal“Ps pect cto Sterege , @_ Chbestndiin of Adee We ober Regained : 9) Chee. > Cotalayl = Pane Chloride TE Resalisie CHECH aL Cle FA 5 Cy He Cy + : ib: Tete Udlore Pech feas Chas fea So inane.. BD poe: | 7? Vetta cderbetions gemuaton which, Crone “ Oaphileg ato priperinaponed on eee Aazeton and Cberin Abrenptton Gurer dak in intial wait a Cscling foyfim, The. Asselin Zone. Us paved colth Zar fen te aver wings: Joo Lauid. Vas aux locited In tos Vapour Space, ore fue aleve. tus Vauid (evel and tue offer aleouk- om Wighon, Hiom tia lower of those taps Ate haclbewcerane Ajuied fo fad tue Chterine teuren = © 4 > te“OUBY DOT YouIy9} JO amMjoumULUT :ss9001d TOYBAL “EI-9 “I Suahjo20 pub sutoyi/? Sof samainp srjoue pojranyy AAS ” 419. ouahyeny sJoppubayydap roof want abe 40 ubisag < ex 249j;000 ;Lt Witdswe, [pon He yen Tap He pare rend fon Shrrage (4 Taken. At He lowes Pat of tee peaches Fone ty an oubitdle jackie fos alam te heat tre alia chlaroottion ‘te te noabion Gro pesihine ee fostiahag and foa diet ling fous product: Wher fo Poly chilis Content “bf CMesineden Chaiga jeaches & moni mun ef 3° 7. Tn the base of tus. Aoarcten, Provinien > adie fe fee Aepaale adniaedtiee © Fee paattanle and thelr Hhrorough mdouing i The dpb leg mater UB QA Sue of closed Tihes tack ig plied wots wes Lop « dip pp, F ra erik Mipsis flow tee dephlegnitin Pou & Condonroht ond Rants & Atoraware tpaden feton ‘thet Maintaeis af ee -lBe omen li 8, fhe Vapour Jopae eh fee ee ee 5 pedins, 2th Aepatid Roy a Uguil ale and parked with Raschig Tings Erwne tap P P Ma al ie 1 Cir cudatad tn tee joekels, and Liquid jo wr m aol Plae Covled 1, qea. ortareal Geler, and pettanad te teae ne wonTo saladiin ) Yon tS Joy tia Ryrine. Coolers. Koase 26 gate fer yore ef fee Toven ° oh (eliacalone cttw o> ratio ee kanal b Raw Naterniols } Chiecal cov Chlaul a 2 ee hae Qeonoe Dred et 5 = Paulin 438 cutee wv > ccl,én tHe cel cite + 2% fA : Be) hyateelter ie Chtorad ene pole : en L @ 4Wt ee Lyle Taicldore -2, 2- Lois Cp chlacophony)) % DOT te Chhans. pT uo Nook Knowa Dagan Ingoctecides Procoduse Clloral and Motocllerofrenzenr aus Condonree| ade Qheut 260. In Hrs tn tee Prcsene Ey HaSe hoodia » Wales > Aomoued Fog Re acid ; wliclh, Beporalls faom fee 5, has GRA Wittdraon, Wad te Gonclve tee DDT Eom wuorccllore oenrne (d asik is foamed. This Qolvent lagen With wate, and dared to notover 16% Uonodrtoro ae ad fe often oot Whi + Cooled and ond one of fee Mayon [robbers ty que Cools nding ef OpT Ys Aased on tee ot Fil pascla, at abo of This Jue: s Lamied op jee wrolten DDT followed bey Mechanical rman wile ing Hee Ware Coyitelted fuass dows do oom ey)Chloral storage Oleum storage WCB storage Tonk scale ~—— Soda ash Reactor DOT to cooling trays Torecovery & grinding or waste Towoste Fic. 6-17. Flow diagram of DDT plant. Condenser 2g = g g $ s g Monochloro- benzene recoveryTiti al Ant \seabions of Cheostna 4 Nol Ktokine. rat ls Com yprunds Ane twed onlennvely a} gen Sabec nels ‘\ to Ro peper ancl tile industrass. ba ee Aisingea ina mrvenierpal Wate, Supplies A fos Moashatd eactes and germiesden \ do Hae peodialion ef Reon enganie end thennasic a neh Charrcats Ty eee sel altsn 80 metals Aruba as Copper lead nickel and qe fre Jeet, Ovo, Rcluents cue Uned od an —enhigatior a oekpetey 6 AQ medium in pharaacoutical Prroses. A D> chtes DT pots ae and plastics [procomting . OTA fe neonate ch adhecives bs past and \YReanish Asmover, 3) Chtosinc Conposials lane focen used diy Pharnaceectiont focmustatiin hes mag goats In astizeptes do In deags Atle — Chlopamphon'co). ) Eulicntan of 6 Iafed nl, 7 Gut lenallion 2 7 Ee alien Pfr % Meek ) diseases.