Trimethylbenzoyl chloride

Electrolysis of 2-furoyl chloride at mercury affords mainly l,2-di(2-furyl)ethene-l,2-diol di(2-furoate) however, an interesting pair of minor products are l,2-di(2-furyl)-2-hydroxy-3-cyanopropanone and 3-(2-furyl)acryloni-trile, in which a fragment of the solvent (acetonitrile) is incorporated [78]. When 2,4,6-trimethylbenzoyl chloride is reduced at carbon or mercury cathodes in acetonitrile, the major products are 2,4,6-trimethylbenzaldehyde and 3-(2,4,6-trimethylphenyl)acrylonitrile,... 

Brown and Hudson133 found that addition of hydroxyl ions, (0.0018 M) to 2 4 6 trimethylbenzoyl chloride in 45% aqueous acetone has no effect on the rate of hydrolysis. Bunton and Lewis127, on the other hand, found that hydroxide... 

In accord with this assignment is the observation of Hudson and Moss144 that, with 95% aqueous acetone solvent, lithium perchlorate increased the rate of hydrolysis of 2,4,6-trimethylbenzoyl chloride, whereas chloride ions have no effect this is in contrast to the behaviour of 4-nitrobenzoyl chloride whose rate of hydrolysis is decreased by lithium perchlorate and increased by chloride ions. The influence of solvent sorting145 is probably small for SN1 reactions in 90% aqueous acetone and neglecting ion pairing an observed salt effect reflects the effect of the ion atmosphere on the transition state. The same observation will not hold for either dioxan/water (because of the low dielectric constant of dioxan) and acetone/water of high water content (because of the extensive solvent sorting). 

With the more sterically hindered 2,4,6-trimethylbenzoyl chloride, the expected reaction occurred but it also gave an unexpected germa-/ -diketone which might be formed through a benzoylgermyllithium (Scheme 23)16. Digermyl diketones were synthesized in the same way (equation 104)9. 

A 1,2,4-triphosphapentadienide anion from 2,4,6-trimethylbenzoyl chloride [36] A subsequent nucleophilic attack of the negatively polarized sp -hybridized carbon of 3-phenyl-1,3-bis(trimethylsilyl)-1,2-diphosphapropenide at phosphorus, i.e., the positively polarized atom in the P group of phenylmethylidynephosphane, and an attendant 1,3-shift of the trimethylsilyl group fi-om carbon in position 3 to carbon in position 5 should result in the formation of the open chained 3,5-diphenyl-l,5-bis(trimethylsilyl)-l,2,4-triphosphapentadienide anion (Eq. 14). 

A bis(acyl)phosphine oxide, used as photoinitiator, was synthesized by the reaction of NaPH2(NaO Bu)x (x=2.4-2.8 generated from elemental phosphorus, sodium and tert-butanol) and 2,4,6-trimethylbenzoyl chloride (mesitoyl chloride) to give sodium bis(mesitoyl)phosphide as an intermediate that was converted to the target compound by alleviation with a functionalized allgvl halide followed by oxidation (Scheme 1). Trofimov prepared a mixture of tris(2-pyridyl)phosphine and its phosphine oxide by the reaction of red or white phosphorus in a superbasic KOH/DMSO/H2O suspension at 100/75 °C (Scheme 2). ... 

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