Question

Question:A chiral compound Y has a strong absorption at 2970–2840 ${\mathbf{cm}}^{\mathbf{-}\mathbf{1}}$in its IR spectrum and gives the following mass spectrum. Propose a structure for Y.

Short answer

Answer

Step-by-step solution

IR Frequency

Thechiral compound Y has a strong absorption at 2970–2840 cm^-1 in its IR spectrum due to sp³ hybridized C–H bonds.At the frequency region 2970–2840 cm^-1 the ${\text{-CH}}_{\text{2}}$group is present.

Mass spectra

Thetwo peaks of equal intensity at 136 and 138 indicate the presence of a Br atom. These bonds have high polarity and are strong.

Determination of the structure

The m/z value of mass spectra is identified by the atom present in the structure, and IR spectra are identified by the functional group present in structure.

The base peak 136 and 138 sp³hybridized ${\text{-CH}}_{\text{2}}$bonds are present in the structure; the molecular formula is ${\text{C}}_{\text{4}}{\text{H}}_{\text{9}}\text{Br}$.

Two possible structures of ${\text{C}}_{\text{4}}{\text{H}}_{\text{9}}\text{Br}$