Name | pinacolone,tert-butyl methy1 ketone,3,3-dimethyl-2-butyl ketone |
Synonyms | 3,3-Dimethyl-2-Butyl Ketone pinacolone,tert-butyl methy1 ketone,3,3-dimethyl-2-butyl ketone |
CAS | 25-97-8 |
Molecular Formula | C13H26O |
Molar Mass | 198.34494 |
Physical and Chemical Properties | Chemical Properties Pinadone is a colorless and transparent liquid, B. p.106 ℃, 0.725 relative density, soluble in organic solvents such as alcohol, ether, acetone, and slightly soluble in water. |
Use | Applications: kanazon is an important intermediate for many triazole fungicides or plant growth regulators such as triadimefon, triadimenol, benzylchlorotriadimenol, biphenyltriadimenol, uniconazole, paclobutrazol, etc. |
Raw Materials | Formaldehyde FUMING SULFURIC ACID tert-Butanol 3-Methyl-1-butanol 2-Methyl-2-butanol FUSEL OIL ISOAMYL ALCOHOL 2-Methyl-2-butene 2-METHYL-1-BUTENE 2,3-Dimethyl-2-butene |
there are many preparation methods, and the following methods are suitable for industrialization.
Pentene method
In the petrochemical industry, a mixed olefin of 2-methyl-1-butene and 2-methyl-2-butene can be obtained through the separation of C5 components. The mixed olefin is treated with concentrated hydrochloric acid and then reacted with formaldehyde solution to obtain pinanone.
Pentanol method
The mixture of tert-amyl alcohol, 30% formaldehyde and 20% acid is reacted at 92°C to obtain pinanone.
China's Sichuan Naxi County Yangtze River Chemical Industry Company uses this method to produce pinone, and the tert-amyl alcohol used is synthesized by acetylene acetone.
Isoamyl alcohol method
Isoamyl alcohol was dehydrated by ZnO-Al2O3 at 270~370 ℃ to obtain 2-methyl-1-butene, which was then reacted with hydrochloric acid and formaldehyde to obtain pinadone.
The raw materials used can come from the separation of fusel oil or butanol oil to separate isoamyl alcohol and then synthesize pinadone.
2, 3-Dimethyl-2-butene method
H2O2 is added to the sulfuric acid solution of 2, 3-dimethyl-2-butene, and a small amount of Bu4N + Br-phase transfer catalyst is added. After the reaction, excess H2O2 is removed, sulfuric acid is added, and finally pinanone is distilled.
It is also possible to add 30% H2O2 to the mixture of 2, 3-dimethyl-2-butene dichloroethane solution and 98% formic acid and 50% H2SO4 at 40 ℃, then raise the temperature to 60 ℃ for 2h, and then add 27% H2SO4 to reflux to obtain pinanone.
From the above process routes for the preparation of pinanone, the mixed olefins of 2-methyl-1-butene and 2-methyl-2-butene obtained by C5 olefin separation are used as raw materials to prepare pinanone. The route is most suitable for industrialization.