223134-74-5

Basic information

• Product Name: 2-METHYLPROPIONIC-D7 ACID
• Synonyms: 2-METHYLPROPIONIC-D7 ACID;Isobutyric-d7 acid;KQNPFQTWMSNSAP-YYWVXINBSA-N
• CAS NO: 223134-74-5
• Molecular Formula: C₄H₈O₂
• Molecular Weight: 95.15
• Product Categories: Intermediates, Isotope Labelled Compounds, Miscellaneous Reagents
• Mol File: 223134-74-5.mol
• Article Data: 5

Chemical Properties

• Melting Point: -47 °C(lit.)
• Boiling Point: 153-154 °C(lit.)
• Flash Point: 55 °C
• Appearance: /
• Density: 1.024 g/mL at 25 °C
• CAS DataBase Reference: 2-METHYLPROPIONIC-D7 ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYLPROPIONIC-D7 ACID(223134-74-5)
• EPA Substance Registry System: 2-METHYLPROPIONIC-D7 ACID(223134-74-5)

Safety Data

• Hazard Codes: Xn
• Statements: 21/22
• RIDADR: UN 2529 3/PG 3
• WGK Germany: 1
• Hazardous Substances Data: 223134-74-5(Hazardous Substances Data)

Usage

Description

2-METHYLPROPIONIC-D7 ACID, also known as deuterated 2-methylpropionic acid, is an isotope-labeled analogue of isobutyric acid, a carboxylic acid found in vanilla. It is characterized by its unique molecular structure with deuterium atoms, which makes it a valuable compound for various applications in scientific research and chemical synthesis.

Uses

Used in Pharmaceutical Industry:
2-METHYLPROPIONIC-D7 ACID is used as an intermediate for the synthesis of novel inhibitors of the signal transducer and activators of transcription 3 (STAT3) signaling pathway. This application is significant because STAT3 is a key regulator of cellular processes such as cell growth, apoptosis, and immune responses, making it a potential target for the development of new therapeutic strategies against various diseases, including cancer.
Used in Chemical Synthesis:
2-METHYLPROPIONIC-D7 ACID serves as a valuable building block in the synthesis of various organic compounds due to its unique deuterated structure. The presence of deuterium atoms in the molecule can provide insights into the reaction mechanisms and help in understanding the role of hydrogen bonding and isotope effects in chemical reactions.
Used in Research and Development:
As an isotope-labeled compound, 2-METHYLPROPIONIC-D7 ACID is used in research and development for studying the effects of isotopic substitution on the properties and reactivity of molecules. This information can be crucial for the design and development of new drugs, materials, and chemical processes.
Used in Analytical Chemistry:
2-METHYLPROPIONIC-D7 ACID can be employed as an internal standard or a reference compound in analytical chemistry, particularly in techniques such as mass spectrometry and nuclear magnetic resonance (NMR) spectroscopy. The deuterated nature of the molecule allows for accurate quantification and identification of target compounds in complex mixtures.

Upstream product

• 35045-72-8 D₈-L-valine 
• 124-38-9 carbon dioxide 
• 39091-63-9 2-bromo-[1,1,1,2,3,3,3-²H₇]-propane 
• 119089-87-1 dimethylmalonic acid 

Downstream Products

• 1224439-42-2 (isobutyr-d7)-amide 
• 29054-08-8 2-<(2)H3>methyl-<3,3,3-(2)H3>propanoic acid 

Relevant articles and documents

Formation pathways of ethyl esters of branched short-chain fatty acids during wine aging

The particular behavior during wine aging of fermentative branched fatty acid ethyl esters, related to yeast nitrogen metabolism, compared that of their straight-chain analogues, related to yeast lipid metabolism, was first checked in 1-5 year aged Muscadet wines. Quantitative SIDA measurements showed that the levels of the former increased, whereas those of the latter decreased. Then, three hypothetical pathways suggested in the literature to explain these variations of branched esters were investigated. Two Muscadet and Sylvaner wines were spiked with levels of deuterated isobutanoic acid and its ethyl ester, similar to those of their natural analogues, then they were submitted to model aging. Quantitative SIDA measurements on the formation of these natural and labeled ethyl esters from the corresponding acids revealed that the behavior of the natural and labeled compounds were similar. The acid levels were much higher than the ester levels in the initial young wine, and a significant upward trend of their esterification ratios to those of the acid-ester equilibrium was observed with aging. Thus, this equilibrium proved to be the most effective in generating the branched fatty acid ethyl esters during wine aging. In contrast, the formation of these acids by Strecker-type degradation of wine amino acids in the conditions of the model aging or by hydrolysis of their glycoconjugates proved to be ineffective.

Isobutyric acid D7 synthesis method and isobutyric acid D6 synthesis method

The invention provides an isobutyric acid D7 synthesis method. The isobutyric acid D7 synthesis method comprises the following steps of: taking 2-bromopropane-D7, magnesium and carbon dioxide as raw materials, and carrying out Grignard reaction to prepare a compound isobutyric acid D7. The invention also provides a isobutyric acid D6 synthesis method. The isobutyric acid D6 synthesis method comprises the following steps of: taking isobutyric acid-D7 and water as raw materials, and preparing the compound isobutyric acid D6 under an alkaline condition. According to the isobutyric acid D7 synthesis method and the isobutyric acid D6 synthesis method, 2-bromopropane-D7 which can be directly purchased and is moderate in price is directly used as the raw material, the isobutyric acid D7 is directly synthesized through Grignard reaction, the synthesis steps are short, the yield is 71%, hydrogen and deuterium exchange is adopted when the isobutyric acid D7 is used for synthesizing the isobutyric acid D6, the route is short, and the yield is 78.6%.

Biosynthesis of methacrylic acid and isobutyric acids in a carabid beetle, Scarites subterraneus

D8-L-Valine is incorporated with high efficiency into methacrylic and isobutyric acids in the pygidial defensive glands of a carabid beetle, Scarites subterraneus.