Question

What is the structure shown on this H1 NMR, mono, di, or tri substituted bromoanisole?

M2W3 HSSVSD. 1.id CM CDC3 C:\DATA Chen 10 “三员的党总支 下下下下下 hue a 一250000 F2-40000 | 20000 -200000 F1BTC00 -16TT00 -14THINO Amy Bm) 6. 5 -120000 F10DC00 - BTOOO -60000 -40000 -20000 3.0 2.5 2.0 1.5 1.0 - 05-00 - 05 45 5.5 5.0 6.0 70 65 75 4. 0 3.5 | fl (ppm)

Answer 1

oth3 och BY BY -Br By In aromatic Region, multiplet is shown for aromatic protons, this means trisubstitutio anisole is on not possible ) In trisubstituted (Possible) oltz OCHz I OCH₃ By Br Bi Octa By B7 Bo A B B P In cue the cases we will get coublet mot multipled because only two protons are avcuilhe and they will split each other in doublet So, It may be mono or di substitutes - for dis substituee OCH BY OCH put puts poza Bo 0 B7 Y o 734 PP - It has 3 kinds of prontons It celso has Sclifferent proton It has also 3 protons It has a protons These structures are not possible, because in Tomr, we have a mutiplets

LOCHE For mond substituted TOCH3 KEBO о(Hg 6.98 7.48 It will show two peaps It also has 4 different protons non So, it will show y peaks It will also show 3 peopes The NMR of the possible struder es are OCH3 Br 10 It will show the 2 peaps at the same pom, but one peat is for a proton and One peak is for one potong. So esterolles of this peaks should be different . It will show 2 pook for a protons each So, the intensity of the peaks ore same But in this cast Intensity are same. The possible QCH o structure is t Mono -substituted D