n-butyraldehyde

n-butyraldehyde (boiling point: 74.8oC, density: 0.8016) is made by the reaction of propylene (propene-1, CH3CH=CH2), carbon monoxide, and hydrogen (synthesis gas) at 130 to 175oC and 3675 psi (25.3 MPa) over a rhodium carbonyl, cobalt carbonyl, or ruthenium carbonyl catalyst (Fig. 1).

CH3CH=CH2 + CO + H2 → CH3CH2CH2CH=O

The reaction is referred to as the oxo process, and a second product of the reaction is iso-butyraldehyde (boiling point: 64.1oC, density: 0.7891).

CH3CH=CH2 + CO + H2 → CH3CH(CH3)CH=O

The ratio of the normal to the iso product is approximately 4:1. Other catalysts produce different normal-to-iso product ratios under different conditions. For example, a rhodium catalyst can be used at lower temperatures and pressures and gives a normal-to-iso product ratio of approximately 16:1.
Butyraldehyde is used for the production of n-butyl alcohol.

CH3CH2CH2CH=O + H2 → CH3CH2CH2CH2OH


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t-Butyl alcohol


t-Butyl alcohol (melting point: 25.8oC, boiling point: 82.4oC, density: 0.7866, flash point: 11.1oC) is a low-melting solid that, after melting,exists as a colorless liquid. t-Butyl alcohol is produced by the hydration of iso-butene. The favored tertiary carbocation intermediate limits the possible alcohols produced to only this one.
(CH3)2C=CH2 → (CH3)3COH
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