1538-75-6 Usage
Description
TRIMETHYLACETIC ANHYDRIDE is a clear, colorless liquid that serves as a versatile reagent in various chemical reactions and applications due to its anhydride structure.
Uses
Used in Pharmaceutical Industry:
TRIMETHYLACETIC ANHYDRIDE is used as a prodrug metabolite for the development of double prodrugs, such as 6-dGCV-DPiv. This application aids in enhancing the drug's bioavailability and therapeutic efficacy.
Used in Chemical Synthesis:
TRIMETHYLACETIC ANHYDRIDE is used as an acylation and esterification reagent for anilines. This application is crucial in the synthesis of various organic compounds and pharmaceuticals, as it helps in the formation of amide and ester linkages.
Used in Chemical Synthesis (continued):
TRIMETHYLACETIC ANHYDRIDE is also used as an acylation and esterification reagent for phenols. This application is essential in the synthesis of a wide range of phenolic compounds, which have diverse applications in the chemical, pharmaceutical, and material science industries.
Used in Oligonucleotide Synthesis:
TRIMETHYLACETIC ANHYDRIDE is used in solid-phase oligonucleotide synthesis, a technique employed in the production of DNA and RNA fragments. This application is vital for research, diagnostics, and therapeutics in the field of molecular biology.
Used in Enzyme Kinetic Resolution:
TRIMETHYLACETIC ANHYDRIDE is used in the kinetic resolution of racemic 2-hydroxy-γ-butyrolactones with diphenylacetic acid. This application is significant in the production of enantiomerically pure compounds, which are essential in the pharmaceutical industry for the development of chiral drugs with improved efficacy and reduced side effects.
Flammability and Explosibility
Notclassified
Check Digit Verification of cas no
The CAS Registry Mumber 1538-75-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,5,3 and 8 respectively; the second part has 2 digits, 7 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 1538-75:
(6*1)+(5*5)+(4*3)+(3*8)+(2*7)+(1*5)=86
86 % 10 = 6
So 1538-75-6 is a valid CAS Registry Number.
InChI:InChI=1/C10H18O3/c1-9(2,3)7(11)13-8(12)10(4,5)6/h1-6H3
1538-75-6Relevant articles and documents
Reactions of Tris(dialkylamino)phosphines with Carbonyl Compounds
Hargis, J. H.,Mattson, G. A.
, p. 1597 - 1602 (1981)
The reactions of hexamethylphosphorous triamide and some cyclic analogues with anhydrides, acid chorides, and esters are reported.A mechanism is postulated which involves nucleophilic attack of trivalent phosphorus upon the carbonyl carbon, followed by phosphorane formation and a concerted fragmentation to products.
Electrochemical Reduction of Trimethylacetyl Chloride at Carbon and Mercury Electrodes in Acetonitrile
Urove, Greg A.,Peters, Dennis G.
, p. 1620 - 1622 (1993)
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Visible light-induced transformation of aldehydes to esters, carboxylic anhydrides and amides
Gaspa, Silvia,Raposo, Inês,Pereira, Leonor,Mulas, Gabriele,Ricci, Pier Carlo,Porcheddu, Andrea,De Luca, Lidia
supporting information, p. 10711 - 10715 (2019/07/15)
A transition metal- and organophotocatalyst free synthesis of esters, carboxylic anhydrides and amides from aldehydes induced by visible-light has been reported. The proposed methodology can be carried out by the use of sunlight or artificial visible light as a blue LED source. The methodology has a very broad applicability and the desired products are obtained in very satisfactory yields.
METHOD FOR PRODUCING CARBOXYLIC ACID ANHYDRIDE AND METHOD FOR PRODUCING CARBOXYLIC ACID ESTER
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Paragraph 0076, (2017/04/18)
Provided is a production method whereby corresponding carboxylic acid anhydrides and carboxylic acid esters can be obtained at high yield from various carboxylic acids even without a solvent and near room temperature. A method for producing a carboxylic acid anhydride represented by formula (II), the method comprising reacting a compound represented by formula (I) and a carboxylic acid in the presence of a Group II metal compound having an ionic ligand containing an oxygen atom. A method for producing a carboxylic acid ester, the method comprising reacting a carboxylic acid anhydride produced by the aforementioned method and an alcohol. In formula (I), R1 represents a C1-20 hydrocarbon group. In formula (II), R2 represents a C1-20 hydrocarbon group.