** Index of hydrogen deficiency (IHD) **→ # of missing H's in structure:

$\overline{){\mathbf{IHD}}{\mathbf{=}}\frac{\mathbf{[}\mathbf{2}\mathbf{n}\mathbf{+}\mathbf{2}\mathbf{]}\mathbf{-}\mathbf{H}}{\mathbf{2}}}$

where **n = number of carbons** and **H** is:

• **+1** for *hydrogen (H) or halogens (X)*

• **0** for *oxygen (O)*

• **–1** for *nitrogen (N)*

Given:**C _{6}H_{12}O**

$\mathbf{IHD}\mathbf{=}\frac{\mathbf{[}\mathbf{2}\left(6\right)\mathbf{+}\mathbf{2}\mathbf{]}\mathbf{-}\mathbf{12}}{\mathbf{2}}$

**IHD = 1 → ring or double bond**

IR spectra: 1735 cm^{-1}→ **ester (**RCOOR: 1735-1750 cm^{-1}) → **double bond ****(C=O**)

Provide a structure for the following compound:

C_{6}H_{12}O_{2}:

IR: 1743 cm^{-1};

^{1}H NMR spectrum:

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