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ORGANIC REAGENTS S.No. Reagent 1 PCl3, PBr3, PI3 2 SoCl2, PCl5 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 Function Alcohols into Alkyl halides Alcohols into Alkyl chlorides & Carboxylic acids into Acid Chlorides HCl/ZnCl2,HBr,HI Alcohols into alkyl halides Cl2/Fe or FeCl3 Cl group substituting on Benzene 0 NaNO2 /HCl 0-5 C Diazotisation CuCl,CuBr,CuCN,KI,H2O, Diazonium Cholride into Chlor Benzene, H3PO2 Bromo Benzene, Benzo nitrile, Iodo Benzene , Phenol,Benzene respectively HBF4 or NaBF4 Diazonium Chloride into Floro Benzene AgF or Hg2F2 or SbF3 or Alkyl halides into alkyl florides CoF2 Na / dry ether Alkyl halides into alkanes NaOH 623/443/368K Chloro benzene to phenol Br2 /FeBr3 Bromination of Benzene Cl2 /FeCl3 Chlorination of Benzene CH3Cl /AlCl3 alkylation of benzene and its derivatives CH-CO-Cl /AlCl3 Acylation on benzene H2SO4 /HNO3 Nitration of benzene (CHCO)2O /AlCl3 O – Acylation of Phenol H2SO4 Sulphonation on Benzene H2O/ H 2SO4 alkenes into alcohols Aq KOH Alkyl halide into alcohol BH3 /H2O 2 /OH Alkenes into alcohols (Anti Markownikoff product) NaBH4/ LiAlH4(LAH) Aldehydes, ketones, acids into alcohols, Nito & Cynides , Isocyanides into amines H2/ Ni or H2/Pd reduction of aldehydes, ketones and cynides + RMgX/H3O Aldehydes, ketones into alcohls + O2/H Cumene to phenol Na Alcohol or phenol into Sodium alkoxide/Phenoxide (CHCO)2O/ CH-CO-Cl O acylation on phenol or N acylation on Aneline or amine Conc.H 2SO4/443K Conversion of primary alcohols into Alkenes Conc.H 2SO4/410K Conversion of alcohols into Ethers 85% H3PO4 / 440K Secondary alcohol into alkene 20% H3PO4/358K Tertiary alcohol into alkene Alcoholic KOH Alkyl halide into alkene ORGANIC REAGENTS 30 31 32 33 34 35 36 37 38 39 40 CrO3/KMnO4 or K2Cr2O 7 in acidic medium Cu /573k 41 42 43 44 45 46 47 48 49 50 51 Dil. HNO3 Conc.HNO3 Br2 /H2O Br2 /Cs2 NaOH /CO2 CHCl3 /NaOH Zn dust Na2Cr2O7 /H2SO4 or air Zn/Cr2O 3 200to 300 atm 573 – 673K Invertase Zymase HI PCC Pd /BaSO4,H2 SnCl2/HCl/H3O+ AlH(i-Bu)2/H2O DIBAL-H/H2O CrO2Cl2/H2O CrO3 /(CH 3CO)2O Cl2/hv 52 53 54 55 56 57 58 59 CO, HCl anhydrous AlCl3 (CH3)2Cd RMgX/H3O + HCN NaHSO3 H2NOH H2N-NH2 H2N-NH-Ph 60 2,4DNP 61 62 H2N-NH-CO-CH3 ROH/HCl 63 HO-CH2-CH2-OH/HCl oxidation of alcohols into acids dehydrogenation of alcohols gives 10 alcohols into aldehydes and 20 alcohols into ketones & 30 alcohos into alkenes Mono nitration of Phenol tri nitration of phenol tri bromination of phenol mono bromination of phenol Phenol to salicilic acid Phenol to salcilaldehyde Phenol to Benzene Phenol to Benzo quinone CO & H into methanol Sucrose into Glucose or Fructose Glucose or Fructose into ethanol Ether into alcohol & alkyl halide alcohol to aldehyde acid chloride into aldehyde Cyanides into aldehydes Cyanides into aldehydes Esters into aldehydes Toluene to aldehyde Toluene into Benzaldehyde Chlorination on alkyl group of Benzene or alkane Benzene to Benzaldehyde acid chloride into ketones Cyanides into ketones Carbonyl compound into cyanohydrin addition to aldehyde and ketone carbonyl compound into oxime carbonyl compound into hydrazone carbonyl compound into Phenyl hydrazone carbonyl compound into 2,4 dinitro phynyl hydrazone carbonyl compound into semi carbazide Aldehydes & ketones into hemiacetal and acetal Aldehyde or ketone into ethelene glycol ORGANIC REAGENTS 64 65 66 67 68 69 70 71 72 73 Zn-Hg/HCl H2N-NH2 /KOH KMnO 4/OH-/ K2Cr2O7 /H2SO4 or HNO3 (Ag(NH 3)2)NO3+NaOH Cu(OH)2 NaOH+I2 NaOH or Ba(OH)2 Conc KOH or NaOH KMnO 4 /KOH H2O/H + 74 NaOH 75 76 Na2CO3 or NaHCO3 P4O 10 or P2O5 77 78 79 80 81 ROH/conc H2SO 4 PCl3, SoCl2, PCl5 NH3 heating NaOH/CaO LiAlH4 82 83 Cl2 /red.P4 Sn /HCl or Fe /HCl, H2/Pd 84 85 86 87 NH3 H2/ Ni or H2/Pd LiAlH4 KOH/R-X NaOH /Br2 88 89 90 91 92 93 KOH,CHCl3 NaNO2/HCl NaNO2/HCl 0 – 50C C6H5SO 2Cl Br2/H2O Br2/ CH-CO-Cl /(CHCO)2O ketone carbonyl compound into alkane carbonyl compound into alkane Ketones into mixture of carboxylic acids on prolonged oxidation Tollen’s test Fehiling’s test Iodoform aldal condensation Cannizaro’s reaction Toluene/alkyl Benzene into Benzoic Acid Cyanides into carboxylic acids, amides into carboxylic acids, esters into carboxylic acis and alcohols, acid chlorides or anhydrides into carboxylic acids Saponificaiton of ester, acid into salt of acid Carboxylic acid test Dehydration of acids into anhydride, amides into nitriles Caroxylic acids into esters Carboxylic acids into acid chlorides Carboxylic acids into amides Decarboxylation (acids into alkanes) Carboxylic acids into alcohols, amides into amines HVZ reaction Reduction of nitro compounds into amines Alkyl halides into amines Amides into cyanindes Phthalamide into amine Hoffman bromamide, amide into amine with one ‘C’ less Amines into Carbyl amines 10 aliphatic amines into alcohols Aniline into diazonium chloride Distinguishing 10,20 & 30 amines Aneline into tri bromo aniline Aniline into Bromo Aniline ORGANIC REAGENTS 94 95 96 HNO3/ CH-CO-Cl /(CHCO)2O H2SO4 CuCl,CuBr,CuCN,KI,H2O, H3PO2 or CH 3-CH2-OH Nitro aniline Sulphonation on aniline Diazonium Cholride into Chlor Benzene, Bromo Benzene, Benzo nitrile, Iodo Benzene , Phenol,Benzene respectively *******