NAME REACTIONS OF THIS CHAPTER 4) FinkelsteinReactio + Na R X - (this Acc (2) - I to - I + [✗ Nax direction be can R - favoured in forward Le chattier 's Principle] reaction . preparation) (Alkyl halide by precipitating ] Nax with dry acetone . Swartz Reaction : R - ( ✗ Cl = , ✗ + Hgzfz ( AgfSbfz , salt in → , Swartz Rxh (3) SandMayer 's Reaction : Cl , Brand CN florid e Metallic Br ) Finkelstein and Halogen [v11) ion presence of exchange in the benzene ÉÉ + chloride + CUCNIKCN ↑ K3B= : Diazotization Reaction :( How Diazonium dilute Gotts Need) is HCl with ag Solh . formed ) cold solution of Aniline in HNOZ / HCl ey:-(Hz Ig : - - ( Hz 2C Hz - - 2N a Br ✗ + + 2 (0-52) Na . dizonium chloride Benzene + Nat Bo 2 excess Nice or ts Wurtz Reaction : X + N2 this Benzene diazonium chloride Ps Aniline - benzene diazonium Ne prepared by treating ice of NaN02 at low temperature 4h2 R ring of . Na + ÉÉ " :-) " ox . Benzene diazonium *÷: Agx + - ) easily introduced be can R F - Cofz , Nice 141 Cl , Bo = - X - [ Hz - R Ctb ᵈ% ¥É R - Ñ (H } - Ctb + R + ( Hz - ZNAX cuz 2 Na ✗ - Ctlz - CH } -12 Na Bo g (5) FPHPG 's Reaction : 2 (6) wuotz - fitting 's + (7) Reaction + CH } - +2 Nat ( Grignard R - ✗ My + &¥ 2Na+R-✗ ie Cd with metal &¥ reagent ) R - 1 : ++AñA→ ,, lit - mg lfñedel crafts rule CH3-CY-CHz-C.tk - - ( Hz - - . . . ✗ Grignard reagent) my + µ + (minor ' r Acylation] (mpno , , alkene is major) - r ( major) cl KOH 1- . CHE CH ( Hz - CH - . ( ☒ + Auto Phenom major product - Note : Now we'll use these Name reactions of the reaction É products ie Br name % R / B- elimination / dehydro halogenation) B 9 B : Alkylation] alkyl group containing Rule : More G- - -1+r-etA (9) Saytzaff Rule :( zaitsev Nacl Cd [Friedel rafts 2Na✗ : i (8) Friedel-Crafts Reactions + + 2. rÉmjÉr ↑ 2Na✗ Reaction : + egfo zµa→% further - = CH 2- ( Hz CH - - C Hz Ctb - CH} lmajorproduc.tl:2 alkyl group in these notes by mentioning only PREPARATIONS HALO ALKANES ? \ (1) \ \ \ \ \ from Alcohols → Luca's test ( Luca's reagent R OH - → R OH . Anny Znllz) . R - 502 and HCl as socdz + - cone Hilt Hcd + ( best process Darren 's test = is Ll released as gas) +502-1 till R Cd → H2O + - Tnionyichloride → R OH → 3R OH + - - Nabs Hzsoy + PX } + R Bo → 3 - R - Natlsoy + - H2O 1- X 1- H3P0 } / Boric acid] → R - OH É R - ✗ ✗2=882,12 → (2) R - OH Pcls - Poclzt + HCl : From Alkanes : % RH %) CHICHI two type from R ✗2 + product → R Cl - Hydrocarbons from → + - of Cha H , - + HX ( d- CH z ( Hz there with Cl - CH z C - Hz - CH} 1- ( Hz - CH Cl - [ H2 - Ctb on diff position . . Alkenes : Hydrogen Halide :(only > c=c( ( Hz elf ! - Add " of " - Halogens H add " of / / \ + Brill _ HCl , 1) > c- CC ' H × CH } - - CH - ( H2 de it : H c=c Bo tix + ( H=CHz - 131 from ✗ so 2 will be " f) Add Of E) - + Boz → Boz - CH, - CHZ - Bo H Pnccdy to alkene give reddish boom fumes help Halogen Exchange : By Finkelstein and Swartz reaction (mentioned earliest in detach of =/ bonds - . HALOARENES \ (1) from hydrocarbons ☒ (2) From amines by \ by electrophilic "" sand * \ \ I substitution : Feo ×, \ ' ✗ + dark - £ halo toluene p halo toluene : Meyer 's Reaction - NÉX _ ☒ NHZ -H✗ 273 -278k Benzene diazonium halide Ni" ( ✗ =ce,Br) × + Aryl Iii If Iodine [ , then no Nik Nz Halide cuoeguired : - # [ + Nz CHEMICAL REACTIONS HALO ALKANES ? Nucleophilic - → - nu + substitution =,ÉÉ \ → Ni ¥ - nu - ✗ + - other gins in table 10-4 but main I É RCN (Nitriles , R - ✗ /A SN -1¥ R ONO - RI sp2 Rz N0z(Nitro alkene ) - attack fromsides R , Rig # s R2 R / Alkyl nitrite) mechanism : reaction ' ( Pso nitrite) RCN 1¥02 → \ \ \ " R both / ! NU f- mechanism : SNZ reaction ↑ / ÷É c- ✗ HI i > 2° > 3° (2) no c- - - - R - ) × / µ - ni - / NV 352° > I mixture) ( Racemic ↑ - + Rs R, (carbocation) → % , ↑ / µ Walden Transition state inversion Elimination Reaction: ↑ - ' B B- I c- / g- - ¥C( , ✗ = leaving e-f-IHzc-CHz-ctl-CH-CH3-tlzc-C.tk - → H + × group in Ctb - metals with Grignard Wurtz : Reagent Reaction / ] both mentioned earlier CH - CH , ↓ ( 81% ) → - × B- Base (3) Reaction B + Hzc - Ctb - Cha - CHE CH ( 19%1 HALO ARE NES \ (d) Nucleophilic - 4 it is And , affordable if we very costly Ps add more No, more N°2 ; → ÉN°2Na÷¥ N°2 ↑ alternatively temp → , NO2 ¥-0m - ce . Nitration : Ran : Hoa Call ' ' Para products ÉI ¥¥s ¥ÉÉI Sul phonation : ③ Reaction → - crafts Rxn with Wurtz Fitting ÉI ' . 4¥ "" + N°2 + ( mentioned earlier) metals : fiHPg major) sH ÉI ! friedel → te ie → IN Oz) easily am N°2 No ce el ↓ and N°2 → + add ↓ 02 Electrophilic Substitution Halogenation : ÉÉ we 402 ↓oz 12 ] so ÉT Hoz add , gaps N°2 : % at ten so . Éy . Noz I ( Dow's Process) Phenol Cl add more \ ¥;¥"Em [ This process ie \ \ substitution : Chlorobenzene → \ ' / mentioned earlier) £03M " occurs . temp PHYSICAL % %) They are colourless Polar but insoluble in creates %) Soluble in org F) Polarity ] ✓] vis PROPERTIES Boiling point melting Point solvents . R - ✗ > R f < • Cd > R Br Molecular wt ( seen II. - > R - - 2. by symmetry) < - I R f < R ce CR Br CR - - ¥ [ de - - I