8. When (1R,2R)-2-bromocyclohexanol is treated with NaOH, the product does not exhibit a broad IR stretch at 3000-3500 cm³¹ and does not rotate plane polarized light. However, when (1R,2S)-2-bromocyclohexanol is treated with NaOH, the product exhibits a strong, broad IR signal at 3000-3500 cm³¹, and is found to be optically active. Draw the two starting materials and propose a mechanism for their reactions with NaOH that is consistent with these observations. (16 pts)

Treatment of W with CH3Li, followed by CH3I, affords compound Y (C7H14O) as the major product. Y shows a strong absorption in its IR spectrum at 1713 cm−1, and its 1H NMR spectrum is given below, (a) Propose a structure for Y. (b) Draw a stepwise mechanism for the conversion of W to Y.

Treatment of W with CH3Li, followed by CH3I, affords compound Y (C7H14O) as the major product. Y shows a strong absorption in its IR spectrum at 1713 cm−1, and its 1H NMR spectrum is given below. (a) Propose a structure for Y. (b) Draw a stepwise mechanism for the conversion of W to Y.

I need some guidance on what it is the following IR synthesis

explain the process below.

What sequence of reagents is needed to convert 2-methylcyclopentanone into 2-(1-ethanol)-4-methylcyclopentanone?

A C5H8 alkyne is reacted with Lindlar's catalyst and hydrogen gas to yield product with the following H NMR resonances. Provide the structure for Product A and the alkyne 0.78 ppm triplet 3H 1.60 ppm doublet 3H 2.05 ppm doublet of quartets 2H 5.40 ppm doublet of quartets 1H 5.34 ppm doublet of triplets 1H

Treatment of (CH3)2CHCH(OH)CH2CH3 with TsOH affords two products (M and N) with molecular formula C6H12. The 1H NMR spectra of M and N are given below. Propose structures for M and N, and draw a mechanism to explain their formation.

Provide the correct product for the following series of transformations.  Hint:  The product has a 1H NMR spectrum with only 2 resonances with relative H integrations of 3:1.

Identify the products formed during the following transformations. (The IR spectrum of B does not show an absorption band for the carbonyl function). compound O MgBr Then H+, H₂O 2) 03 Then Me₂S A OH O3, CH₂Cl2 Then Me₂S B