114253-85-9

Basic information

• Product Name: 4-HYDROXY-4-METHYL-2-PENTANONE-D12
• Synonyms: 4-HYDROXY-4-METHYL-2-PENTANONE-D12;4-HYDROXY-4-METHYL-2-PENTANONE-D12, 98 A TOM % D;4-Hydroxy-4-Hydroxy-4-methyl-2-pentanone-D12;diacetone alcohol-d12
• CAS NO: 114253-85-9
• Molecular Formula: C₆H₁₂O₂
• Molecular Weight: 128.23
• Mol File: 114253-85-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 166 °C(lit.)
• Flash Point: 143 °F
• Appearance: /
• Density: 1.028 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.423(lit.)
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
• CAS DataBase Reference: 4-HYDROXY-4-METHYL-2-PENTANONE-D12(CAS DataBase Reference)
• NIST Chemistry Reference: 4-HYDROXY-4-METHYL-2-PENTANONE-D12(114253-85-9)
• EPA Substance Registry System: 4-HYDROXY-4-METHYL-2-PENTANONE-D12(114253-85-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-36
• Safety Statements: 26-36/37/39-24/25
• WGK Germany: 3
• Hazardous Substances Data: 114253-85-9(Hazardous Substances Data)

Usage

Description

4-Hydroxy-4-methyl-2-pentanone-d12, with the CAS number 114253-85-9, is an isotopically labeled research compound that is utilized in various scientific studies and experiments. 4-HYDROXY-4-METHYL-2-PENTANONE-D12 is characterized by its unique molecular structure, which incorporates deuterium atoms, making it a valuable tool for researchers to investigate chemical reactions and processes.

Uses

Used in Scientific Research:
4-Hydroxy-4-methyl-2-pentanone-d12 is used as an isotopically labeled compound for studying chemical reactions and processes. The incorporation of deuterium atoms allows researchers to track the behavior of this compound in various chemical environments, providing valuable insights into reaction mechanisms and kinetics.
Used in Analytical Chemistry:
In the field of analytical chemistry, 4-hydroxy-4-methyl-2-pentanone-d12 serves as a reference material for calibration and validation of analytical instruments. Its unique isotopic signature enables accurate measurement and quantification, ensuring reliable and precise results in chemical analysis.
Used in Pharmaceutical Development:
4-Hydroxy-4-methyl-2-pentanone-d12 is employed in the development of pharmaceuticals as a labeled analog of the parent compound. This allows researchers to study the metabolic pathways, pharmacokinetics, and pharmacodynamics of the compound, aiding in the optimization of drug candidates and the understanding of their mechanisms of action.
Used in Environmental Studies:
In environmental research, 4-hydroxy-4-methyl-2-pentanone-d12 can be used to trace the fate and transport of similar organic compounds in the environment. The isotopically labeled nature of the compound enables the tracking of its behavior in various environmental matrices, such as soil, water, and air, providing valuable information on the environmental impact and persistence of related compounds.
Used in Material Science:
4-Hydroxy-4-methyl-2-pentanone-d12 can be utilized in material science to study the interactions between molecules and various materials. The isotopically labeled compound can help researchers understand the binding, diffusion, and other properties of similar compounds when interacting with different materials, which can be crucial for the development of new materials and technologies.

Upstream product

• 666-52-4 [⁽²⁾H₆]acetone 
• 503-17-3 dimethylacetylene 

Downstream Products

• 207456-83-5 4-methylpent-3-en-2-one 
• 666-52-4 [⁽²⁾H₆]acetone 

Relevant articles and documents

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.

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.