Hydrocarbons Reaction Log PDF

Summary

This document provides a log of named reactions, mechanisms, and preparation for different types of alkanes. It appears to be a compilation more than a formal exam paper.

Full Transcript

= - ~ aa = Named Reaottons,_ | Name of 2m | Reactton 4 Mechanism...

= - ~ aa = Named Reaottons,_ | Name of 2m | Reactton 4 Mechanism lifany) oll a | Frantelang ol Reaction Rx + 2) ——~» Rzanx ~ Freperatton Ranx + R!'x —— > R-R!+ 2nxz “a oF alleanes —. 7” 2) hereto X-haloesterto B-hydroxyest=r. Oo « > oO JB! = = YO Bra) earpnyl = 7 e 3) H20t — OH -= — a Cn) = Mechanism: = Zn yes wid Row\ nee - =-” O a. | REN 1 | = on | aa | - we Lae ii _ ENR Be ”a) 2 a WYye So ~ - 2) | Simmon smith | R- cH an : aa HT, Ary emer oY Reaction i | " inet. Mechanism : * £ ran =r a > : 5 oe = ‘\ : aa ; ~2nt y ’ carbenol : Me2chantsm i) , _/_/ 4) | corey - House 2Rx+4cLl —> | Ftscn Pn \ ZL H 6 ze) _ ow yrn aa Rearrangement Pie ~ > by ~ Pin £5 _ —_ — mgr. 2S a aa Zn B9 4 Pin na 3 - aA goes on & Pchmas™ a en : pn ( “A ~ SD leaves -_ = & ~ v a PnN-cZC-Ph m XZ) | Reductions | Red P ~ or ketones’ | Fp Fl 3 R-= -R! ” AMNAeNU AGS via } HDS HH _ T2apnespnurus! on 4 - R-c-R + WHE —— > BR-HZ-P - eo _ : HA eYT Re2aP -,. Rr = Aon + 4p See eta R- OH. ™ pe. \ Lal ts) — 2 i — =“ -» a) y ar TOKE sues wunIUQuiwie hPa UY Sur Sq 4UPINGUS » o 4 yh eA UN-NFQ e “HtING Ger a 2 VURUMASULLLVULLLSALLMALLLLLY “WAS|UCUP AP, Tf oug i uguccey c-a A2UYUSN>y | THEN HHI9oM |r TEUUREUULERLLL ad (7) i \) UMI0Fe| Ad + y-D-a E—— ae Vdd + a-D-a bum (Ae Us Poa abuizo; | Ce> DNS MOUS SPU & Zun- —— +H/ lasy + *on- “CON- 40 BWeSAIdUi PRWUApEd Bq IUANGUS s lou 0 d-b-a € jagd-Do-g uazenieed ‘ceeteeceeceeeCeeceeacehcceccecececccnenaal vHUZ UCEUEWWaiIs | (2 \ s- t 27) _ | Wurtz -like Pa Na e gem dinalides | F7SH. , —— u : i v R-cot-R _— Rat Ha =t , -natton OF Selecttyity : alkanes niornatton : |. 3.8.5 Bremivatten : '+ 8271600 : S0242 “Y)_| Peed Revetion| RH > Ro (Reb),OQ, ,ny. Mechantewit =— R-2 -0-O-c-p ny —~9 2e--70 —_ —_ : 8 Hi ¢ 7 2 = , — al o. efe® + C07 — AR° + ST —>aRcit'so, —_ ra - — _ a _ — -_ — > — x] — x “?> LL —_— | ~ ome 30) | Aliylic & i ~ Canzutc \4 2 Yc ” Ha logenatton nigh temp ol CI > M+ci® aed 4 ny ao) “ we AS 7 §eQ +H -“ a Sz Ea me o> ? cs : 7 CA = — ae in 4 - D a) = _- ny. => cM + Br? =* nas oD. nfo -” 31) | Ryrolits of AL > All lower hydrocarbons ~ Altanes — *” carbene dueto ” disparporteation , _ LN NIE NH ” : A mn 32) Nitration Alkane + HNO. 3 Nitwalicane A or alkanes | Vapour phase: a an wey HNO. ry Ne, z = 5 WV a OmN aN Usa =v Io 7" a’ ae AN NO, ” a phage nrtraitm - HNoz fN°2 non A + | Kos - a “\% a 23) |Sulpronatton | 2502iA of alkanes AN +t HosO02H ——? salectivity3®> + 3° H 22°H DIT ; HX a) Hx in aleenes| iz Mar My C4, proaucr Ro torm 2a y HI > HBr DHU PHF o 35) _| Halogenatten \ Bro. pnt) oF alkenes Ea? A _ Br = _/ Br, 7 Sv > —» 7 oe > 2Br ob Brommenstartest : | Br? Lo) 9 wv Gr. , ay \d yi Halonium lon fermad | | 5 : Pam =A 36) Aeanien Pa EO _. 3 AN. Lor xx! z°™ a. — s —- Ij 2) 0.= T Pa “Sy , a O70 — ivi oN N\ - = = 2 + nizo IFN 1 at Product ~ Ozorolusts (GP) 2nh,o —? ZnO = v or = , Me,S > Me,Ss0(PML0) » _) Phep = Pugp=O _ 62) | Oxidative _ ent CO) Gs _,, Product |Ozonolysis ‘| Atkene GP H202 Ketone | or + Carboxylic pereda Acia or H20 / Co) or Agq,0 4) | Super Ozonolysis | Reagent (003. I’ Alcohol Alkene GD WAIHy 2° Alcohol or NaBHy or NigB “Hy B-¢- — f2—-CcCH-e 2 HATH Y Ou R-c-4 ATHG =~ R-u-Hg 65) Alkune ; bn Ozonolysis CHe-~ CEL-CH2 XO ’ a As Mea—2-: (a — Me “E-O Mé -2-0—-Me pm aT Hz OD a N oS ar 53 \ Loe aa 0” 2 Ne ah , ~ ofa rs Be, oo 2n/Hz0o Nb ms on ZHocw0o een —- (aluoxal gluoxal) = -_ @ = 67) |Oxidation ws | lemieux. Osdy4 HIby “=a Lemieux Reagent ~~ Reagent Regering - vic diols to carbony) = HDOy compound. _ ia = ed: em en i = tt = On OW - sy O80 se - OX “vos 7 ~*~ - —_. = 1 rs a= 68) | Epexidatton B-a-D-OH + 4 5 a 4 = via peraad to) - “As - + Mere sulzstitutton favours epoxidation _ YP GA - f-™N £ 7»NT ™ am ae) a aa?) Epoxidatm| \-- C2. x YS a asingood enyserl 78 fg. : - TNT.N am A silver sa catalust a awa Pa 2 2 2 _f{-/ ro ae 70) | Preperation ye ON va oF epoxide ‘We 4 : using Xa lH20 4 followed by a ay base. aN e , 09 v Fd >») 71) |Alkynes Tdllens reagent : a= 4 totlenc AgNO 29 veoqenr He=ecn ————— (CSC) ie Rcetn —— pez? Ag? v wppr glo 72) |Alkynes4 H-CeC-A ——~9_Wi-CEc- | Red ammoniaca] NHu0u PPr cuprous R-Lec-W ——9 Rezo | Red chloride Ppr Nadx _ 2 73) | Reactton R-cec-H ——> R-cec + HOx loth Naox v R-cec-xX oy9 A-ctce-H —— a-céic-a es ' en iecoe sauhal e + HOST -y ee — H-TE?-A! soVaMrPY Sorinioue web ¢— «Hx aINWudanneR | 2 NOH n ~ Souhaire yaa WOs bo tl o — Y-DE0- =2 — TIREON | Ce. SURRUSad (CINEoF falWe> fo BURKS 97 ASEVN, “a LANL oe ; | “Odieed Janve= seuha|e4o Se SES Teuinvaypo Sunnis | vor sHowesr | Che ee —- » ee —— opperroerereeeereeereeneereeccceceeceerecerece ea a _/_/ - Hox ——— B- dinalo ketone 5¢ vi a R-oscn=n —— Rc Ecru —_ x «A | Hox «4 ~iHoo p-b-b-y o Xx on x ai | R-e-c-nh conjug.A dienapniie diene Both 77 bonds shoul be on same Side. a 2, i Elza on diene Zé — Ror + a) —~ _/_/ a) —~ > 7a)| Dimerisation | \ Ons. 250, 2s A 2 m~ a a ! -e oF alkenes -_ S ‘ - -_ — : 5 = oo a m4 az oy P- a _ » ted = more —_ Hon =p-o: XK j rail Hortmann Cw = lao WON B=! saytzett KJ = 2 ‘7 = say tet (minor) —_. Hortm ann * (rrajor) =a T_ : “one. @ a 80) | Sulphonation La = oF alkenes a 42504 © U -_ vd a = i 4 2 SH Las a e la bY?) out aad A [5 Aleynes — VA | o , -: j ~ “ é a a ce i & = ‘> i yaa ma uo" ot —* ff 40) | Tetramearisation | 4 wn ecn > VAN - “ ANA 2, far) ea. aed ae y 42 gui rs ae —— —— a SAN “neta, - MN _, me n = on 2 Toy eS Per p= ou 7 ri on nce Lewlsite = HEN vo Bacn), 2 vA haa - Acrylonttrti2 a a a ied Sead’ A) WO NZNG a P2Az = Mustaral 4as @ de) | Aepnor © PPIs = ft = Were trom Fan Go °C _ ZPONIAE = ard —— a 4s - y y ff Arematt..| 47) Halogen Cl, S| Hydro __| -atton oF fo} is [a + Hel J ; ; “arbre \.)| bamene Nt Ale, Lanai Alx3 , Fer 2, , BXs, 2nxy Also ok. - ly + Al, ~~ A? $-Acly? _ | v KF + AlCIYY I _ GN] +¢)8 —— fF >? WW ne Ca i Alchy WW = VW fst + AlAs + Hey A,x ltl 418) Haloyenator for. FOF oes tS) Vy Wolter 2ah) | via HOx SA HD oe He : HOx 9 H,0+x® al ~ = LA Ree é ! F — 44) | ntertalo, | Ta ST : 3un)| -~moatton Slats Acid oa = OF benzenZ XxX! more electropest Nalogen = in xx! a7 ss : { 7 -| _/_/ br. 100) | Haloyenation| —-~ Bra cx, wan) lotpenzene | 1Ol oe Via AAAS : : Br, +Rooon ——— > RUOOBr + HBr ° { a RveF + Bre ; x fy ev pan) |halaymatton | Wo ae ASING Az) se py dine aes 7 | p 23 ——— fA lr | + x3 NO 5 x ' v Halow 2natten Ort WH, orm ~ _ r RZ = » —> 4 D1 or i = r se it. Ne H,0 parr oe ) OA ey —_) re sn eA Aprote or = | “Se [3 a: No Raactton ot ¥ aren = bE j wy, lene palrs a | & il bonzmns AMY mates 4 N,O¢ xormo * bh “” Xe —) N = f = | NA Pre) YY = 4 UY “2.). NAY 2? ar ro) al es, a NO > ry —> N iv | WW lk ik = | Lt” trom pnsm ik -“ A HNO. | t fe | | ‘7 S47 J? CBR t ha hi Ol Oe fd a tz} Ortho— cote ae Bo a my ey ey ey NO, Y a ha = LL Ws0 Nit; ratton ot Pigs — le ate ars bo PINT? 5 cog a.” | W7an) | aniline = - — - - : ; acv y 7 424 ~ t > we : £ al- ia Ta oo (SH Lelere , ee (Alo) Neste2 > NM=. NM2, _N , oe HNe ae > i cee Ao 4 Toe SBM (rng. In Mewuntirnt ete. he DB (Lemattvurin.. > 2 ee to tye | Ase Vv NH { a) 9 94 R-x - — FIA = S 9 R -A mA -AIXS : ila. No rearrangemt. Rearrangement , - Postole tor all pros. Ctrer reajonts * Ron/ Hd ROn/ Gorm af. 2. 7. ye Nz) | Fteaalemfe}] RS at la any D |Alkylaton vi4 J uD Car = Aleeanes. — (>) nh ed AX = Se MZcn anism tor _botn + a7~ aoe. || ” 2 r=) = An : R > f2 ie 3 i.| _ (9) a) 6rseé i | Ph, 7 Ame ; ' vy | Ww | Pn er Ze 1 | Be” 4 | nv oR i n® +m Omnzans Pir moj “4 sg = = _—/ | __ = = a — Note = Reactivity orjertor Bx : —= R-F>R-vi, R-Brok-L Reh = ms Ne Fe : WaT. — | [o. | 4’ Seam E 9) = 4 bag SP uming ~~ AN, ON sitA =e ad Diazonium™ ot Mamnantsm* D NH o> \ gs AUN-N=D _ NO” = - a —— 2 ae | iA ia ,_inrormol2autar Peron transtor HN -N29H9 Py i>. 4 + 8 HN =nN-01n a [>j _ intermolecular 2— LL 8 porton tranrer N2N { = ; N Sn 3H 9 — oe € ma, a ~ re aoe LIAazoniulM salt f/f f__ For immermolecdiar proton tran-ter Yorer ole eusnnere raacnion, no, 2é. = a : lou) [Nitrous aia NA -NéN 2 : = mn AND. 7 ts = aban “oirn IF non ih a ier i ape -N- TS stuboom arb a : “ yy 4 Sg _ 7 OUattOn , 2 eis P J =" —~ ,_m)nor oases : i ~ [ou? 94 Me? rm. I major) : Hester raanrans2mant = re sat We DAIVAN OMIT i pelle. » loz, 53 | Nitros alts fox 2 Nrt=efri: = - NaN, Z - fyv th a9 (35 saan, [vin «? amina ny o, = ata MANO Z 1 | -N 2? rat -N=29 = = rl ( [e 2 Een ore ¥ BNO Oil. fetAs , Ph. =? ®nso Ph #2 NH —> N-N=O i -H® | Pn. N-N=0 a Me xu es YAPred (urce 4dekewrurs| Cre; Si Jousuc49 Vier9 ONY Uc? iJ NWT Vurwaur| Cure NON Zan aF AQUaena, | 15) qIr4 TONH UHM BUlIWIY 1- “AWN | 4OWauD udu oF | (UvO9 " +0 Uae | Cer oe lo0a | ovatormann Nid x ) jai ep ad ~ mey eum) Reaction part T. % me ~~ 13D jad a Ae Hey | fsa A - oUnis lol) | Bal a = = 2 | 65uny -mann cx CS Any BR? Ie L /) | iz = Ww [ i) Cn fF + N ? lox, | Kea ctton or nN. ® L : I | * cosh, | pnons! alaco Tr) ee. Coy + Nef + eA! “Nidan Orth ae Lo ee KL, los)‘ | Hropera > e tton Tee > fap AL =en Fi: e 2 » eranyj|or pmzene | A & kd ryany| arom atte ie A+ U NH amines a al As me tT) taming pH: u-3 = ica y TP) 2° amine ns ysllow aye ee : le = 4 TD 3° amine ee NHR Nz? may Waa ona oe a 1 Nec ! a a ae = | { 4 [|akinPHsYy-> cer a. £ tI nN (>| N ae N,? NE, o~ ~ el. | i>), + ai ro] A eer ead a. orator. 2i a r | | = Ne — nn oy y (71) | N-N coupiin., NH, ~“@NEN “a er > a ! Jopn,| Vi —7N coupling ( rl + aS.Fo products - 4 — NH-N=N-Ph = | too T ga aa ~ ne sem) 5 noel 7_ no wcld = al Hsat, _ IN-N wouptin. pring =: Ht ae: > —— 7 giE NH_-PR-NENTEN U-N couplin; r YG Bulldno> yy -9 H25 Guyldro> NeN He TTT SWIC UT OW +7rr od © Uffdnom N-N Cure Faidro= 4+s—| Cs, Gt; ud si@ eicr cyopoud TUN - am gl-2 Hd ;Sicera TK Giaid Ho- +GION —- f/f f : oe ° some important Ayes: | 7 NMe, t _ _N,® [ & “ poy + fay NM. Lae | {* d ier = buttor : caimmainaiia... yellow = N ae Pe Ci a. WS i a ND 4 = f NMS : [oj + [oj | 20.44 a Me, : = | = —s “YO N E Metngt — 1 , Prange 7 N : Se Pret : ai. | [> + O_.4 tO 173) AsTEMMann _ ~~ DOr HY AIDS (ease 77any | Koch réactton A AA. Menanism New. ©a ~ = a — No aniline & wSOeD ~-2O Lz. : phenol. HA, Ald; 5) vB -. _ ri- =O a) va "S| : Fornglium arto I. :: a {23 Arce : _ ff _ Nay | nathermann ne 7 7 Ad. (ean) rorcton (3) + HoNe Ho) 7 MOA (Sj ee, part ial AG AO gol or Note: NO L [33 pane. iS u-ANISA culicghlacnyde. aniiine nere. Frenol oe. |Mssnanism: 2nAs »D FQj H-cENat Hel 2 A-SENTH “eet MD. 4 (>) Arse @ ; AM- SoNcer HUNH ? ¥ = (15) || Houpen on ra ~ étany ||Hoesen i —— ana =e (apr Hen - a (>). 74 || Reaction ~* on | ys ~~~, vo Le) fees an, , Ha rad [23 ion ——— KW, Ho’ eer Ken H,0? 27 ext (Ze) || Hatlometny! (Sp tHoen aes fot Bay Trio dun, 4? D H-lLon - 9 APL KN et eA RRM HH t =H -. Bou Au asicicur var 4 “ WUE KuIse: o Gye “cor T » rEuinag ca hy sicrirad elie Clee one UTS UT euro AOE 2No stESY WISI UNS pj wy “KCut fulu re ‘AGT uw FI 7) Uoqur-~ a mind Pas-oiQ =|CUHO 4 “Aisroinag © FYCUGRTS ET One Colen) 1 GION Pome ret = i= = "UX CUO UR- Com my 809} HG Ho que Teweug eo _ rm) HGEN+ TOR Ft pourray uurwey| Curie © Hap SOWUEtoy | (2-2). _—// - a —

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