Propose possible structures consistent with each set of data. Assume each compou

Question

Propose possible structures consistent with each set of data. Assume each compound has an sp^3 hybridized C-H absorption in its IR spectrum, and that other major IR absorption above 1500 cm^-1 are listed. a compound having a molecular ion at 72 and an absorption in its IR spectrum at -2250 cm^-1 a compound having a molecular ion of 74 and an absorption in its IR spectrum at 3600-3200 cm^-1 A chiral hydrocarbon X exhibits a molecular ion at 82 in its mass spectrum of X shows peaks at 3300, 3000-2850, and 2250 cm^-1. Propose a structure for X. A chiral compound Y has a strong absorption at 2970-2840 cm^-1 in its IR spectrum and gives the following mass spectrum. Propose a structure for Y. Treatment of benzonic acid (C_6H_5CO_2H) with NAOH followed by 1-iodo-3 methylbutane forms H. H has a molecular ion at 192 and IR absorption at 3064, 3035, 2960-2872, and 1721 cm^-1. Propose a structure for H. Treatment of benzaldehyde (C_6H_5CHO) with zn(Hg) in aqueous HCl forms a compound Z that has a molecular ion at 92 in its mass spectrum. Z shows absorptions at 3150-2950, 1605, and 1496 cm^-1 in its IR spectrum. Give a possible structure for Z.

Explanation / Answer

As the mass data is showing peak for molecular ion M = 136 and M +2 = 138 with equal intensity (1:1), This clearly shows that the presence of one Br atom in the molecule. Because Br have two isotope 79 and 81 with equal natural abundance (1:1).

So deduct this value ie. 79 from 136

Hence, remaining mass for molecule = 136 - 79 = 57

From IR data it is clear that molecule have Csp3-H bond (means saturated hydrocarbon)

So, No of carbon atom = 57/12 = 4

And Now remaining mass = 9 which is the mass for hydrogens

Hence, Molecular formula woud be: C4H9Br

Related Questions

Navigate

• Browse (All)
• Browse P
• Subjects

---

---

Integrity-first tutoring: explanations and feedback only — we do not complete graded work. Learn more.