597-43-3 Usage
Description
2,2-Dimethylsuccinic acid, also known as ChEBI, is an alpha,omega-dicarboxylic acid that is succinic acid substituted by two methyl groups at positions 2 and 2 respectively. It is a white crystalline powder with unique chemical properties.
Uses
Used in Chemical Synthesis:
2,2-Dimethylsuccinic acid is used as a building block for the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and specialty chemicals. Its unique structure allows for the creation of complex molecules with specific properties and functions.
Used in Pharmaceutical Industry:
2,2-Dimethylsuccinic acid is used as an intermediate in the production of certain pharmaceuticals, contributing to the development of new drugs with improved efficacy and reduced side effects.
Used in Polymer Industry:
2,2-Dimethylsuccinic acid is used as a monomer in the polymer industry, enabling the production of polymers with tailored properties for specific applications, such as high-performance plastics and elastomers.
Used in Energy Storage:
2,2-Dimethylsuccinic acid can be used in the development of advanced battery technologies, such as lithium-ion batteries, due to its potential to improve energy density and cycle life.
Used in Environmental Applications:
2,2-Dimethylsuccinic acid can be utilized in the treatment of industrial waste and contaminated water, as it may help in the removal of heavy metals and other pollutants from the environment.
Synthesis Reference(s)
Journal of the American Chemical Society, 71, p. 3418, 1949 DOI: 10.1021/ja01178a044Synthesis, p. 710, 1980 DOI: 10.1055/s-1980-29181
Purification Methods
Crystallise the acid from EtOH/ether or EtOH/chloroform. [Beilstein 2 IV 1996.]
Check Digit Verification of cas no
The CAS Registry Mumber 597-43-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,9 and 7 respectively; the second part has 2 digits, 4 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 597-43:
(5*5)+(4*9)+(3*7)+(2*4)+(1*3)=93
93 % 10 = 3
So 597-43-3 is a valid CAS Registry Number.
InChI:InChI=1/C6H10O4/c1-6(2,5(9)10)3-4(7)8/h3H2,1-2H3,(H,7,8)(H,9,10)/p-2
597-43-3Relevant articles and documents
Cobalt catalyzed carbonylation of unactivated C(sp3)-H bonds
Barsu, Nagaraju,Bolli, Shyam Kumar,Sundararaju, Basker
, p. 2431 - 2435 (2017)
A general efficient regioselective cobalt catalyzed carbonylation of unactivated C(sp3)-H bonds of aliphatic amides was demonstrated using atmospheric (1-2 atm) carbon monoxide as a C1 source. This straightforward approach provides access to α-spiral succinimide regioselectively in a good yield. Cobalt catalyzed sp3 C-H bond carbonylation is reported for the first time including the functionalization of (β)-C-H bonds of α-1°, 2°, 3° carbons and even internal (β)-C-H bonds. Our initial mechanistic investigation reveals that the C-H activation step is irreversible and will possibly be the rate determining step.
Karrer,Wehrli,Helfenstein
, p. 268,270 (1930)
Plattner et al.
, p. 1845,1857 (1953)
"ONE-POT" SYNTHESIS OF DISYMMETRICALLY α,α'-DISUBSTITUTED SUCCINIC ANHYDRIDES PRECURSORS
Dana, A.,Campagnole, M.,Bourgeois, M.J.,Montaudon, E.
, p. 2981 - 2988 (2007/10/03)
A "one-pot" synthesis for disymmetrically α,α'-disubstituted succinic anhydrides precursors isreported in the present paper.Substituents are aryl, primary or secondary alkyl groups.This reaction represents a simple and quick method with fair yields.
Oxidation of α-Substituted Cyclohexanols by Nitric Acid
Smith, John R. Lindsay,Thomas, C. Barry,Whittaker, Mark
, p. 2191 - 2194 (2007/10/02)
The influence of α-substituents on the oxidative cleavage of cyclohexanol by nitric acid in the presence of copper(II) and vanadium(V) ions has been investigated.Following the initial oxidation to give the cyclohexanone, further reaction, leading to ring opening of the ketone, requires at least one α-hydrogen.Thus 2,2,6,6-tetramethylcyclohexanol is converted to the corresponding ketone whilst 2,2,6-trimethylcyclohexanol is oxidised to a mixture of dicarboxylic acids.The mechanisms of the oxidations are discussed and enolisation is shown to be the key to oxidative cleavage.For ketones that can give two alternative enols, reaction occurs predominantly via the more stable tautomer.