207456-83-5

Usage

Uses

Used in Chemical Industry:
Mesityl-D10 Oxide, 98 Atom % D is used as a solvent for various chemical processes, facilitating the efficient and effective mixing of substances in the industry. Its unique properties make it a valuable component in the production and handling of certain chemicals.
Used in the Production of Methyl Isobutyl Ketone:
Mesityl-D10 Oxide, 98 Atom % D is used as a key component in the hydrogenation process to produce methyl isobutyl ketone, a widely used compound in the chemical industry with various applications, such as in the synthesis of perfumes, pharmaceuticals, and other specialty chemicals.

InChI:InChI=1/C6H10O/c1-5(2)4-6(3)7/h4H,1-3H3/i1D3,2D3,3D3,4D

Upstream product

• 141-79-7 4-methyl-pent-3-en-2-one 
• 666-52-4 [⁽²⁾H₆]acetone 
• 503-17-3 dimethylacetylene 
• 114253-85-9 d12-4-hydroxy-4-methyl-2-pentanone 

Downstream Products

• 1279694-02-8 5,5-dimethyl-d₆-cyclohexane-1,3-dione 

Relevant academic research and scientific papers

Organocatalytic Deuteration Induced by the Dynamic Covalent Interaction of Imidazolium Cations with Ketones

In this article, we suggest a new organocatalytic approach based on the dynamic covalent interaction of imidazolium cations with ketones. A reaction of N-alkyl imidazolium salts with acetone-d6 in the presence of oxygenated bases generates a dynamic organocatalytic system with a mixture of protonated carbene/ketone adducts acting as H/D exchange catalysts. The developed methodology of the pH-dependent deuteration showed high selectivity of labeling and good chiral functional group tolerance. Here we report a unique methodology for efficient metal-free deuteration, which enables labeling of various types of α-acidic compounds without trace metal contamination. (Figure presented.).

Dinuclear olefin and alkyne complexes of platinum(II)

Bis(olefin) complexes of Zeise's dimer type - [{PtCl2(cis-MeHC= CHMe)}2] (2) or [{PtCl2(c-Hex)}2] (3, c-Hex = cyclohexene) - were prepared by treatment of K2[PtCl4] in the presence of SnCl

Quantitative determination of sulfur containing wine odorants at sub-ppb levels. 1. Synthesis of the deuterated analogues

[2H10]-4-Sulfanyl-4-methylpentan-2-one (d10-SMP), [2H2]-3-sulfanylhexan-1-ol (d2-3SH), and [2H5]-3-sulfanylhexyl acetate (d5-3SHAc), the labeled analogues of impact odorants of wines and other foods, were synthesized to be used for the quantitative determination of the natural compounds in white and red wines by stable isotope dilution assay. The sulfidation was achieved by Michael addition, on mesityl oxide or ethyl hex-2-enoate, respectively, of the sulfhydryl anion generated in situ from triphenylsilanethiol and potassium fluoride under phase transfer conditions. The labeling of4-sulfanyl-4-methylpentan-2-one(SMP) was obtained from the commercial starting material, [2H6]-acetone, so that this method could be used to synthesize 13C-labeled SMP from 13C-labeled acetone. The labeling of 3-sulfanylhexan-1-ol (3SH) and 3-sulfanylhexyl acetate (3SHAc) was obtained from reduction with lithium aluminum deuteride of the Michael adduct ethyl 3-sulfanylhexanoate and [2H3]-acetylation. During the synthesis, 3SH and 3SHAc were partially oxidized to their disulfide, which were reduced back to the thiols by an additional reduction step; the tertiary thiol SMP was less sensitive to this oxidation.

Stereochemistry in the ene reactions of singlet oxygen and triazolinediones with allylic alcohols. A mechanistic comparison

The ene reaction of singlet oxygen with (Z)-4-methylpent-3-en-2-ol- 2,5,5,5-d4 (1-OH-d4) in nonpolar solvents exhibits a 90% threo diastereoselectivity in the adduct derived from the major syn perepoxide intermediate, but also a moderate threo diastereoselectivity in the adduct derived from the minor anti perepoxide. Photooxygenation of 2,4-dimethylpent- 3-en-2-ol (2) exhibits a significant solvent dependence in the syn/anti methyl stereoselectivity, with nonpolar solvents promoting syn methyl reactivity, while polar solvents promote anti methyl reactivity. These results are in agreement with a steering effect between hydroxyl and singlet oxygen in the rate-determining step of the reaction. N-Phenyltriazolinedione addition to the chiral allylic alcohol 4-methylpent-3-en-2-ol (1-OH) is highly threo diastereoselective in nonpolar solvents, with a solvent dependent variation in the threo/erythro ene products. On the other hand, the nonfunctionalized chiral alkene 2,4-dimethyl-2-hexene (1-Et) exhibits poor diastereoselectivity. Reaction of PTAD with 1-OH-d4 in nonpolar solvents, exhibits a significant threo diastereoselectivity from the syn aziridinium imide intermediate, and a moderate threo diastereoselectivity from the anti intermediate. These results are consonant with a steering effect between the hydroxyl and the electrophile, as proposed in the case of singlet oxygen addition to allylic alcohols 1-OH and 2. In contrast to the analogous 1O2 ene reaction, a solvent independent ratio syn/anti ~50/50 was found in the addition of MTAD to 2. The intermolecular kinetic isotope effect in the reaction of 2 with MTAD (k(H)/k(D) = 1.15 ± 0.02), is consistent with formation of the intermediate in fast step, indicative that the steering effect during the formation of aziridium imide is not important in the reaction kinetics. This energetic profile is in contrast to triazolinedione addition to the secondary allylic alcohol 1-OH, where the high threo selectivity and the slight inverse kinetic isotope effect of k(H)/k(D) = 0.98 ± 0.02 are consonant with the formation of the intermediate in the rate- determining step. An explanation for the increased reactivity of the syn methyl in the addition of MTAD to 2 (~50%) is offered.

Diastereoselective ene reactions of triazolinediones with chiral allylic alcohols. Evidence for a hydroxyl-enophile steering effect

The ene reaction of PTAD with the chiral allylic alcohol 4-methyl-3- penten-2-ol exhibits high threo diastereoselectivity in non polar solvents, whereas in polar solvents the diastereoselectivity decreases substantially. The results are discussed in terms of a steering effect between the hydroxyl and the incoming enophile during the formation of the diastereomeric syn and anti aziridinium imide intermediates.

INFRARED STUDY OF THE REACTIVITY OF ACETONE AND HEXACHLOROACETONE ADSORBED ON HAEMATITE

Infrared spectra of acetone adsorbed at beam temperature on α-Fe2O3 show that acetone can chemisorb on Lewis-acid sites and gives, at least partially, enolate anions; these, by aldolic condensation with molecules from the gas phase, produce a chemisorbed form of mesityl oxide.At 523 K acetate ions are formed.Two different forms of trichloroacetate ions are formed on the surface at beam temperature by the adsorption of hexachloroacetone and trichloroacetic acid.This behaviour indicates the presence of pairs of acid-base sites on the surface of haematite, and also shows that its surface hydroxy groups have a lower degree of nucleophilic character with respect to those of other oxides such as aluminas, SnO2 and alkaline-earth oxides.