• 1. Fe(ii)-Assisted one-pot synthesis of ultra-small core–shell Au–Pt nanoparticles as superior catalysts towards the HER and ORR?
  Yi Cao,Yujiao Xiahou,Lixiang Xing,Xiang Zhang,Hong Li,ChenShou Wu,Haibing Xia Nanoscale, 2020,12, 20456-20466
• 2. Evidence of rutile-to-anatase photo-induced electron transfer in mixed-phase TiO2 by solid-state NMR spectroscopy?
  Weili Dai,Guangjun Wu,Michael Hunger Chem. Commun., 2015,51, 13779-13782
• 3. Excited state dynamics of symmetric and asymmetric Cr3(dpa)4Cl2 measured using femtosecond transient absorption spectroscopy?
  Chao-Han Cheng,Wen-Zhen Wang,Shie-Ming Peng,I-Chia Chen Phys. Chem. Chem. Phys., 2017,19, 25471-25477
• 4. Dissolved oxygen sensor based on fluorescence quenching of oxygen-sensitive ruthenium complexes immobilized in sol–gel-derived porous silica coatings
  Analyst, 1996,121, 785-788
• 5. Enabling shape memory and healable effects in a conjugated polymer by incorporating siloxane via dynamic imine bond?
  Yaling Zhang,Chunhui Dai,Shiwei Zhou,Bin Liu Chem. Commun., 2018,54, 10092-10095

• Solvents and Organic Chemicals Organic Compounds Lipids and lipid-like molecules Fatty Acyls Branched fatty acids
• Solvents and Organic Chemicals Organic Compounds Lipids and lipid-like molecules Fatty Acyls Fatty acids and conjugates Branched fatty acids

Introduction to 2,2-Dimethylbutanoic Acid-d6 (CAS No. 101419-75-4)

2,2-Dimethylbutanoic Acid-d6 (CAS No. 101419-75-4) is a deuterated analog of 2,2-dimethylbutanoic acid, a compound with significant applications in various fields of chemistry and biochemistry. This deuterated form is particularly valuable in nuclear magnetic resonance (NMR) spectroscopy and mass spectrometry due to its enhanced stability and distinct isotopic signature. In this article, we will delve into the chemical properties, synthesis methods, and applications of 2,2-Dimethylbutanoic Acid-d6, highlighting its importance in modern scientific research.

Chemical Structure and Properties

2,2-Dimethylbutanoic Acid-d6 has the molecular formula C₆H₁₀D₆O₂. The presence of six deuterium atoms (D) in place of hydrogen atoms (H) significantly alters the physical and chemical properties of the molecule. Deuterium, being a stable isotope of hydrogen with one additional neutron, imparts increased mass and reduced reactivity compared to its non-deuterated counterpart. This makes 2,2-Dimethylbutanoic Acid-d6 highly suitable for use in NMR spectroscopy, where the distinct isotopic signal can be easily distinguished from other hydrogen-containing compounds.

The chemical structure of 2,2-Dimethylbutanoic Acid-d6 consists of a carboxylic acid group (-COOH) attached to a branched alkyl chain with two methyl groups at the second carbon position. The deuterium atoms are typically located at the methyl groups and the terminal carbon of the alkyl chain. This specific arrangement provides unique spectral characteristics that are advantageous in analytical chemistry and biochemistry.

Synthesis Methods

The synthesis of 2,2-Dimethylbutanoic Acid-d6 involves several steps that ensure high purity and isotopic enrichment. One common method involves the reduction of a corresponding nitrile or ester precursor using deuterated reagents such as D₂O or D₂. For example, 2,2-dimethylbutanenitrile can be reduced using lithium aluminum deuteride (LiAlD₄) to form 2,2-dimethylbutanamide-d3, which can then be hydrolyzed to yield 2,2-Dimethylbutanoic Acid-d6.

An alternative approach involves the direct deuteration of 2,2-dimethylbutanoic acid using D₂O in the presence of a suitable catalyst. This method can achieve high levels of deuteration but may require optimization to ensure complete conversion and minimal side reactions.

Analytical Applications

2,2-Dimethylbutanoic Acid-d6 is widely used as an internal standard in NMR spectroscopy and mass spectrometry. Its distinct isotopic signature allows for accurate quantification of target compounds in complex mixtures. In NMR spectroscopy, the deuterium atoms provide sharp and well-resolved signals that do not overlap with those of hydrogen-containing compounds. This makes it an ideal reference compound for calibrating NMR spectra and ensuring reproducibility.

In mass spectrometry, the increased mass of deuterium atoms results in a distinct isotopic peak that can be easily distinguished from other ions. This property is particularly useful in quantitative analysis where precise measurement of analyte concentrations is crucial. The use of 2,2-Dimethylbutanoic Acid-d6 as an internal standard enhances the accuracy and reliability of mass spectrometric data.

Biochemical Applications

In biochemistry, 2,2-Dimethylbutanoic Acid-d6 has found applications in metabolic studies and drug metabolism research. Deuterated compounds are often used as tracers to track metabolic pathways and understand enzyme kinetics. The stable nature of deuterium allows for long-term tracking without significant degradation or loss of signal.

A recent study published in the Journal of Biological Chemistry demonstrated the use of 2,2-Dimethylbutanoic Acid-d6 in investigating fatty acid metabolism in mammalian cells. The researchers used this deuterated compound to trace the incorporation of fatty acids into lipid molecules and assess their metabolic fate under different physiological conditions. The results provided valuable insights into lipid metabolism and its regulation.

Safety Considerations

2,2-Dimethylbutanoic Acid-d6, like its non-deuterated counterpart, is generally considered safe for laboratory use when proper handling protocols are followed. However, it is important to note that while deuterium is non-toxic and stable, it can still pose hazards if mishandled or exposed to incompatible substances. Standard laboratory safety practices should be adhered to when working with this compound.

In conclusion, 2,2-Dimethylbutanoic Acid-d6 (CAS No. 101419-75-4) is a versatile deuterated compound with significant applications in analytical chemistry and biochemistry. Its unique isotopic properties make it an invaluable tool for NMR spectroscopy and mass spectrometry, enhancing the accuracy and reliability of analytical data. Additionally, its use as a tracer in metabolic studies provides valuable insights into biological processes. As research continues to advance in these fields, the importance of compounds like 2,2-Dimethylbutanoic Acid-d6 will only grow.

• 2098070-20-1(2-(3-(Pyridin-3-yl)-1H-pyrazol-1-yl)acetimidamide)
• 2680771-01-9(4-cyclopentyl-3-{(prop-2-en-1-yloxy)carbonylamino}butanoic acid)
• 1444113-98-7(N-(3-cyanothiolan-3-yl)-2-[(2,2,2-trifluoroethyl)sulfanyl]pyridine-4-carboxamide)
• 332062-08-5(Fmoc-S-3-amino-4,4-diphenyl-butyric acid)
• 1270529-38-8(1,2,3,4,5,6-Hexahydro-[2,3]bipyridinyl-6-ol)
• 941977-17-9(N'-(3-chloro-2-methylphenyl)-N-2-(dimethylamino)-2-(naphthalen-1-yl)ethylethanediamide)
• 2138166-62-6(2,2-Difluoro-3-[methyl(2-methylbutyl)amino]propanoic acid)
• 89640-58-4(2-Iodo-4-nitrophenylhydrazine)
• 1449132-38-0(3-Fluoro-5-(2-fluoro-5-methylbenzylcarbamoyl)benzeneboronic acid)
• 2034271-14-0(2-(1H-indol-3-yl)-N-{[6-(thiophen-2-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]methyl}acetamide)