595-46-0

Basic information

• Product Name: Dimethylmalonic acid
• Synonyms: RARECHEM AL BO 1448;2,2-DIMETHYLMALONIC ACID;2,2-DIMETHYLPROPANEDIOIC ACID;DIMETHYL-PROPANEDIOIC ACID;DIMETHYLMALONIC ACID;dimethyl-propanedioicaci;Dimethylmalonic;Propanedioic acid, dimethyl-
• CAS NO: 595-46-0
• Molecular Formula: C₅H₈O₄
• Molecular Weight: 132.11
• EINECS: 209-867-1
• Product Categories: Miscellaneous;C1 to C5;Carbonyl Compounds;Carboxylic Acids;Building Blocks;C1 to C5;Carbonyl Compounds;Carboxylic Acids;Chemical Synthesis;Organic Building Blocks
• Mol File: 595-46-0.mol
• Article Data: 15

Chemical Properties

• Melting Point: 191-193 °C(lit.)
• Boiling Point: 292.77°C (rough estimate)
• Flash Point: 155.625 °C
• Appearance: White to off-white crystal
• Density: 1.5633 (rough estimate)
• Vapor Pressure: 0.000135mmHg at 25°C
• Refractive Index: 1.4016 (estimate)
• Storage Temp.: 2-8°C
• Solubility: soluble in Methanol
• PKA: 3.15(at 25℃)
• Water Solubility: 90g/L(13 oC)
• BRN: 774375
• CAS DataBase Reference: Dimethylmalonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: Dimethylmalonic acid(595-46-0)
• EPA Substance Registry System: Dimethylmalonic acid(595-46-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 595-46-0(Hazardous Substances Data)

Usage

Description

Dimethylmalonic acid, also known as methylsuccinic acid, is a dicarboxylic acid derived from malonic acid with both methylene hydrogens replaced by methyl groups. It is a white solid and is an important intermediate in various chemical syntheses and biological processes.

Uses

Used in Pharmaceutical Industry:
Dimethylmalonic acid is used as an intermediate in the synthesis of various pharmaceutical compounds, such as vitamins, antibiotics, and other therapeutic agents. Its unique chemical structure allows for the development of novel drugs with potential applications in treating various diseases.
Used in Chemical Synthesis:
Dimethylmalonic acid serves as a key building block in the synthesis of various organic compounds, including specialty chemicals, dyes, and polymers. Its versatile reactivity and functional groups make it a valuable component in the chemical industry.
Used in Nutritional Supplements:
As a component of certain metabolic pathways, dimethylmalonic acid can be used in the formulation of nutritional supplements to support overall health and well-being. It may play a role in energy production and the maintenance of healthy cellular functions.
Used in Research and Development:
Dimethylmalonic acid is utilized in research laboratories for studying various biological processes and mechanisms. Its unique properties make it an interesting subject for scientific investigation, potentially leading to new discoveries and applications in medicine and other fields.

Purification Methods

Crystallise the acid from *benzene/pet ether. It sublimes in a vacuum with slight decomposition. [Beilstein 2 IV 1955.]

InChI:InChI=1/C5H8O4/c1-5(2,3(6)7)4(8)9/h1-2H3,(H,6,7)(H,8,9)

Upstream product

• 1619-62-1 2,2-dimethylmalonic acid diethyl ester 
• 5659-93-8 2,2-Dimethylmalonyl chloride 
• 10602-38-7 1,1,3,3-tetraethoxy-2,2-dimethylpropane 
• 108-59-8 malonic acid dimethyl ester 
• 74-88-4 methyl iodide 
• 7732-18-5 water 
• 75-98-9 Trimethylacetic acid 
• 13466-78-9 3-carene 
• 155199-55-6 dimethyl-malonic acid bis-methylamide 
• 7697-37-2 nitric acid 
• 6065-54-9 dimethyl dimethylmalonate 
• 105-53-3 diethyl malonate 
• 79-31-2 isobutyric Acid 
• 1623-99-0 phenyl sodium 

Downstream Products

• 62214-48-6 1,4,4-trimethyl-2-phenyl-pyrazolidine-3,5-dione 
• 79-31-2 isobutyric Acid 
• 15719-64-9 methylammonium carbonate 
• 5659-93-8 2,2-Dimethylmalonyl chloride 
• 126-30-7 2,2-Dimethyl-1,3-propanediol 
• 77463-49-1 bis(benzoylmethyl) 2,2-dimethylpropane-1,3-dioate 
• 57186-07-9 4,4-dimethyl-1-phenylpyrazolidine-3,5-dione 
• 57772-82-4 dibenzyl dimethylmalonate 
• 1417538-44-3 8-amino-1-cyclohexyl-3,3-dimethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepine-7-carboxylic acid 2-oxo-2-phenylethyl ester 
• 1417538-49-8 C₄₇H₅₄N₆O₈ 
• 1439617-99-8 3-(2-chlorobenzylamino)-2,2-dimethyl-3-oxopropanoic acid 
• 184041-19-8 6-bromo-3,3-dimethyl-1,2,3,4-tetrahydroquinoline 
• 13051-21-3 3-methoxy-2,2-dimethyl-3-oxopropanoic acid 
• 813415-24-6 Z-(gAla-mAib)2-OtBu 

Relevant articles and documents

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Method for continuous-flow preparation of 2,2-dimethylmalonic acid

The invention provides a method for continuous-flow preparation of 2,2-dimethylmalonic acid. According to the method, a micro-channel reactor is utilized, a 2,2-dimethyl propylene glycol solution is used as a material 1, nitric acid is used as a material 2, and the materials are introduced into the micro-channel reactor for continuous-flow synthesis of 2,2-dimethylmalonic acid, wherein the reaction temperature is 30-100 DEG C, and the reaction time is 20-100 s. Compared with a conventional tank reactor in the prior art, the method provided by the invention has the advantages that the reactiontime is greatly shortened, mass transfer and heat transfer are uniform, the amplification effect is avoided, and the yield is improved to a certain extent compared with a tank reaction; more importantly, a liquid holding volume of the method is small, so the potential risk of nitric acid oxidation is greatly reduced; and the safety and operability of the method are improved.

Photodegradation of Myrigalone A, an Allelochemical from Myrica gale: Photoproducts and Effect of Terpenes

This study investigated the environmental fate of myrigalone A, a light absorbing natural herbicide found on leaves and fruits of Myrica gale. Myrigalone A was irradiated in water and as a dry solid deposit to simulate reactions on leaves, alone and in the presence of the terpenes generated by Myrica gale. The phototransformation was fast (t1/2 = 35 min in water). Analyses by liquid chromatography coupled to high resolution orbitrap electrospray mass spectrometry (MS) and gas chromatography-MS revealed the formation of 11 photoproducts in water and solid and 9 in gaseous phase. Some were detected in the leaf glands and oil covering the fruits of Myrica gale, which suggested that photodegradation occurred in the field. Moreover, myrigalone A photoinduced the oxidation of terpenes that in turn protected it against photolysis. This highlights the need for additional research on the effect of terpenes on the photodegradation of pesticides on vegetation.

Microwave assisted hydrolysis of Meldrum's acid derivatives and decarboxylation of derived malonic acids

Microwave induced hydrolysis of alkyl Medrum's acids and decarboxylation of derived malonic acids using poly-4-vinylpyridine as a catalyst gives high yields of carboxylic acids in a short time.