Organic Chemistry Reactions PDF

Summary

This document contains notes on various organic chemistry reactions, including free radical substitution, halogenation, hydrohalogenation, and others. The reactions, along with reagents and conditions, are detailed in an organized way.

Full Transcript

compilation of rxn + reagents & conditions :...

compilation of rxn + reagents & conditions : H - - H FREE RAD, CAL SUBSTITUTION : c = c type of rxn : electrophilic substitution H - H reagents & condition : limited X2(g) in presence of UV light alkene HALOGENATION : of alkene + X2 electrophilic addition = dihalogenoalkane - type rxn : reagents & condition X2 in organic solvent at rtp (Bre : in CC ++ ) observations : orange-red bromine decolourises HALOGENATION electrophilic addition IN WATER : alkene + X2 + H20 -halohydrins type of rxn : & condition : Xe in water rep reagents at decolourises observations : orange bromine water HYDROHALOGENATION of rxn : addition alkene + 4x- > halogenoalkane - type : electrophilic reagents & conditions : dry HX(g) at rtp * INDIRECT HYDRATION type of rxn electrophilic addition : : alkene + H20 > - alcohol P cold followed H20 and heat reagents & conditions : concsteSO4 , by * DIRECT HYDRATION : alkene + H20-alcohol - C-c - electrophilic addition itdt type of rxn : reagents & conditions : H20(g) , heat in presence of concHzPOp at high temp & high pressure itI * REDUCTION : alkene + H2 > - alkane H-C - C - H type of rxn : reduction Hit reagents & conditions : Hz(g) , heat with nickel catalystOR platinum catalyst at ryp * MILD OXIDATION type of rxn : oxidation : alkene + 20] + CH20] -- dis is reagents & conditions KMn04(99) in KOH (99) : cold observations purple kMnO4 decolourises brown ppt : , of Made is formed * STRONG OXIDATION : type of rxn oxidation : reagents & conditions : KMn84(99) in H2SO4 heat under reflux , observations purple kMnOpdecoonrises , effervescence of CO2 gives white ppt in : lime water DEHYDRATION : alcohol > - alkene + H20 type of rxn : elimination reagents & conditions : excess ConCH2SOy , heat OR concHsPOp , heat OR Al2O3 , heat DEHYDROHALOGENATION : -- - - 2 j Ho - = + H + x + - - elimination HX alken e type of xn : reagents & conditions : KOH in ethanol , heat under reflux HALOGENATION : (BENZENE) benzene + X2t + catalyst + HX Type of rxn : electrophilic substitution reagents & condition : X 2 with anhydrous Fexz/AtX3/Fe observations (Ct2) : yellowish-green Cl2 decolourised and white fumes of Het is produced is observations (Brc) : reddish-brown Bre is decolonised and white fumes of HBr is produced ALKYLATION : (BENZENE) benzene + RX-> + Catalyst + HX type of rxn : electrophilic substitution reagents & condition : RX with anhydrous Fexs/AlXz/Fe observations : white fumes of HX is produced * NITRATION : (BENZENE benzene + HNO-H2d type of rxn : electrophilic substitution reagents & condition : conc HNOz and concHzsOy heat under reflux at 552 , HALOGENATION : (METHYLBENZENE) methylbenzene + X2- X + HX same as benzene NITRATION : (METHYLBENZENES Methylbenzene + HNOS > - O2 + H20 type of rxn electrophilic substitution : reagents & condition : (OnCHNOz & concH2SO4 at 30 % FREE-RADICAL SUBSTITUTION : METHYLBENZENE) methylbenzene + X2 > - + HX type of rxn : FRS reagents & conditions : limited X2 with UV light if > 1 carbon methylbenzene - * SIDE-CHAIN OXIDATION (METHYLBENZENE) : 102 + H20 + typerfrxu : Oxidation (SAME as strong oxidation for alkenes ! ) 7 Ionly methylbenzene reacts reagents & conditions : KMnOp 199) in dilute H2SO4 , heat under reflux not benzenes observations : purple kMnOy is decolourised and white ppt of benzoic acid is formed * FORMATION OF ALCOHOL : RX + NaCH(aq) - ROH + NaX alcohol type of rxn : uncleophilic substitution reagents & conditions : NaOH (99) or KOH(99) , heat under reflux FORMATION OF ETHER : RX + R, 8 - - R - 0 - R + X- alkoxide ether Type of rxu : nucleophilic substitution & conditions : Na K alcohol (in order reagents in appropriate generate alkoxide or FORMATION OF NITRILE : RX + KIN/NaCN > - RCN + kX/NaX C= N nitrile type of xn : nucleophilic substitution reagents & conditions : KCN or NGCN in ethanol , heat under reflux * FORMATION OF AMINE : (FROM NITRILE) CHzNHa type ofmn : reduction amine reagents & conditions : DH2(g) Nicatalyst heat , , RCN + 2H2-RCHINH2 ② LiAtHyindry ether at rtp RCN + 4[H] -RCH2NH FORMATION OF CARBOXYLIL ACID : (FROM NITRILE) RON + H* + 2H2O - RCOOH + NHyt of Mn : acidic type hydrolysis reagents & conditions : HCl lag) heat , under reflux FORMATION OF CARBOXYLATESALT : (FROM NITRILE) RIN OH - + H2O - RCO0 NHS - + + an : alkaline typeof hydrolysis reagents & conditions : NaOH lag) heat under reflux , FORMATION OF AMINES : RX + 2NH3 > - RNH2 + NHy "Xi type of rxn nucleophilic substitution : reagents & conditions excess NH3 in ethanol : heat in sealed tube or limited RX , (polysub) limited NHz in ethanol heat in sealed Tube OR excess RX , (monosub) FORMATION OF ALKENES RX alkene + - + X - : + CH > - Ho 7 type of rxn : elimination same as & conditions : KOH ethanol, heat under reflux dehydr halogenation reagents in C H REDUCTION OF ALDEHYDE : R-C - H -> R - C -H10 allona of xn : reduction type ↓ reagents & conditions : LiAtHpindryether ORNaBHy in methanol OR He with Nicatalyst heat under high Pa , H REDUCTION OF CARBOXYLIC ACID : R- " - OH -> R- C - OH 10 alcohol ↓ Type of h reduction : reagents & condition LiAtH4 in dy ether : H REDUCTION OF KETONES : "C- R > - R-C - R 20 also hol R - reduction di type of xn : reagents & condition : LiAtHpindryether OR NaBHy in methanol OR H2 with Nicatalyst heat under high Pa , H 'T ALCOHOL TO HALOGEN OALKANE : R - I - OH - R - c - X type of an nucleophilic substitution : ↓ # reagents & condition HX(g) heat OR PXs rtp OR PCts rtp : , , , OR Soct in pyridine ALCOHOL TO ALKOXIDE : R- - a + Na = R- c - 0 - Nat + IH I I type of xn : acid-metal displacement/redox ↓ ↓ reagents & condition Na(s) : Na(s) NaOH (aq) FORMATION OF ESTERS : ① condensation allohol + carboxylic acid ester + H20 type ofrxn : -> reagents & conditions : Carboxylic acid , Alcohol , Con2H2SO4 as catalyst , heat unde reflux anylchloide HCL ② type rn : of condensation alcohol + -> este + reagents & condition : acyl chloride with alcohol typeofrxn : condensation phenol + acylchloride -> estr + Hot reagents & condition : phenol with NaOH and acyl charide 1 ALCOHOL TO ALDEHYDE 1 Alcohol + [O] > aldehyde - + H20 type ofrn Oxidation : dilute H2SO4 heat with immediate distillation reagents & condition : KC207 in , 2) ALCHOL TO CARBOXYLICACID : 10akoba + > - Carboxylic acid + Hea type ofh oxidation : reagents & condition : K2C07 in dilute H2SO4 heat underreflux OR KMm04 , in dilute H2SO4 , heat under reflux ALDEHYDE To CARBOXYLICACID : aldehyde > - carboxylic acid type ofrn : oxidation conditions : K2Cr-07 in dilute H2SO4 heat underreflux OR KMn 04 dilute H2SO4 , heat under reflux reagents & , in 20 ALCOHOL TO KETONES : type of rxn Oxidation : in dilute H2SO4 heat underreflux OR KMm04 in dilute H2SO4 heat under reflux reagents & condition : K2C07 , , PHENOL TO PHENOXIDE : ①type of rxn redox : Phenol + Na > - Phenoxide + H2 Na(s) reagents & condition : ② type of n neutralisation phend + : NaCH > - Phenoxide + H2 reagents & condition : Nacr(aq) IODOFORM TEST Alcohol +H12 + 60H : carboxylate + CHIz + 51 +5420 - - > +40H = carboxylate + CHIs + 31 +3 HeO type ofrxn ketone 312 - + - : add reagents & condition ag I2 in NaOH to a solution of alcohol ketone ing test tube , warm w water bath : or ACYLATION OF BENZENE : & -R c = 0 Ketone O type of rxn : electrophilic substitution & condition anhydrous AlXy/Fexs with R - -X reagents : OH 04 R-c R C H KETONE/ALDEHYDE CYANOHYDRIN R aldehyde + HIN - TO Ketone HIN - - : + or > - - in in type of rxn nucleophilic addition : cyanohydrin cyanohy drin reagents & conditions HCN and trace amounts : of NaOHIKOH to generate catalyst in -sith OR HCN and trace amounts of NaCN/KCN as catalyst cold , HCN + OH - > - Her +: - NaCN > - Nat + :CN- CARBOXYLIC ACID TO CARBOXYLATE SALT : Salt He type of rxn acid-metal displacement/redox carboxylic O : acid + Nq/Mg > carboxylate - + reagents & condition : Na(s) or Mg(s) ② type of rxn : neutralisation carboxylic acid + NaOH/kOH - carboxylate sal + H20 reagents & condition : NaOH or KOH (99) ③ type of rxn neutralisation : carboxylic acid + NazCog - carboxylate saf + CO2 + He reagents & condition Naz 202 (ag) : CARBOXYLIC ACID TO ACYL CHLORIDE Carboxylic acid > acylchloride & : - type uncleophilic substitution of xn : reagents & conditions PCs heat Or PCts (5) : , or socte , in pyridine OXIDATION OF CARBOXYLIL ACID : Methanoic acid CO - COO Type oxidation of rxn : reagents & condition : kMu04 in H2SO4 199) , heat under reflux & ACYLCHLORIDE TO CARBOXYLIC ACID : acy/Chlaide + H20 > - carboxylic acid + HCl type of rxn hydrolysis : reagents & condition : H20 /water) * ACYLCHLORIDE TO AMIDES : acy/chIaide + NH3/RNH2/RNHR > - amide + HCe type of n : condensation reagents & condition : ammonia or amine at rtp ESTER TO CARBOXYLIC ACIDA ALCOHOL : ester + H20 - carboxylic and + Alcohol Type of rxn : acidic hydrolysis & condition : HCt H2S04 heat under reflux reagent a , ESTER TO CARBOXYLATE SALT & ALCOHOL : Ester + CH carboxylate sal + alcohol - - > type of n basic/alkaline hydrolysis : reagent & condition : KOH NaOHg) , heat under reflux or ESTER TO TWO ALCOHOLS : ester > alcohol 1 + alcohol 2 - reduction type of xn : reagent & condition : LiAH4 in dry ether AMIDE To CARBOXYLIC ACID : amide + 120 + H + > - carboxylic acid + NHpt type of xn acidic hydrolysis : reagent & condition : HzS0p(99) or HCcag), heat under reflux AMIDE To CARBOXYLATE SALT & AMINE : amide + CH -- > Carboxylate Sal + NAS type of xn : basic hydrolysis reagent & condition : NaOH (99) or KOH (g) , heat under reflux AMIDE TO AMINE : lamide + [H) -lamine + H20)2mide + [H) > 2amine + H13amide +CH]-Janine - type of rxn reduction : Ho reagents & condition : LiAtHy in dry ether ~TROBENZENE TO PHENYLAMINE : E N2 + CHI - + + type of rxn : reduction reagents & condition In in excess conc Hit heat under reflux followed by addition of NaClaq : , , AMINE To AMMONIUM SALT : type of xn : neutralisation reagents & condition any acid e g. HC or CHICOSH :. -BrBHB NH2 PHENYLAMINE TO TRIBROMOPHENYLAMINE : V + Bri Br type of rxn : electrophilic substitution reagents & condition Br (ag) :

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