766-39-2 Usage
Description
2,3-Dimethylmaleic anhydride is a butenolide, which is a 5-membered cyclic anhydride with a double bond between carbon atoms C2 and C3. This double bond locks the molecule in a planar conformation and stabilizes the acid anhydride against hydration. It is characterized by its white to beige crystalline appearance.
Uses
Used in Chemical Synthesis:
2,3-Dimethylmaleic anhydride is used as a key intermediate in the synthesis of maleimides, which are important compounds in various chemical reactions and applications.
Used as Amino Group Protecting Agent:
In the field of biochemistry, 2,3-Dimethylmaleic anhydride serves as an amino group protecting agent for superoxide dismutase, an enzyme that plays a crucial role in protecting cells from oxidative damage.
Used in Pharmaceutical Industry:
2,3-Dimethylmaleic anhydride is used in the preparation of dimethylmaleic acid dimethyl ester, which has potential applications in the pharmaceutical industry for the development of new drugs.
Used in Protein Research:
It also serves as a reactant in the dissociation of ribosomal proteins, which is an essential process in understanding protein structure and function.
Used in Insect Control:
The isolated molecule 2,3-Dimethylmaleic anhydride has shown potent insecticidal activity in fumigation bioassay against several insect species, such as houseflies, cockroaches, and stored-product insects. This makes it a potential candidate for use in the agricultural and pest control industries.
Used in Nanoparticle Development:
2,3-Dimethylmaleic anhydride has been used as a linker to a cell-penetrating peptide-based nanoparticle, which can enhance the delivery of therapeutic agents in the field of nanotechnology and drug delivery systems.
Safety Profile
Questionable
carcinogen with experimental tumorigenic
data. When heated to decomposition it
emits acrid smoke and irritating fumes. See
also ANHYDRIDES.
Purification Methods
Distil the anhydride from *benzene/ligroin and sublime in a vacuum. [Beilstein 17/11 V 69.]
Check Digit Verification of cas no
The CAS Registry Mumber 766-39-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 7,6 and 6 respectively; the second part has 2 digits, 3 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 766-39:
(5*7)+(4*6)+(3*6)+(2*3)+(1*9)=92
92 % 10 = 2
So 766-39-2 is a valid CAS Registry Number.
InChI:InChI=1/C6H6O3/c1-3-4(2)6(8)9-5(3)7/h1-2H3
766-39-2Relevant articles and documents
Mechanism of the decarboxylative dimerization of maleic anhydride under the influence of 2-aminopyridine
Baumann,Bosshard,Breitenstein,et al.
, p. 1897 - 1905 (1984)
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Baumann,Bosshard
, p. 2751 (1978)
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Preparation method of 2-methyl-3-ethyl maleic amide
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Paragraph 0073-0074; 0085-0086; 0097-0098; 0109-0110; 0121, (2017/08/29)
The invention relates to a preparation method of 2-methyl-3-ethyl maleic amide. The method comprises the following steps: preparing dimethyl maleic anhydride; preparing 2-methyl-3-ethyl maleic anhydride; and preparing 2-methyl-3-ethyl maleic amide. A process route develops a synthetic method of a series of maleimide and maleic anhydride, and meanwhile, a flavoring application experiment is performed on the series of precursor-aroma compounds, thereby providing an important support for developing novel perfume materials.
Preparation of the maleic anhydride nucleus from dichloro γ-lactams: Focus on the role of the N-substituent in the functional rearrangement and in the hydrolytic steps
Ghelfi, Franco,Pattarozzi, Mariella,Roncaglia, Fabrizio,Parsons, Andrew F.,Felluga, Fulvia,Pagnoni, Ugo M.,Valentin, Ennio,Mucci, Adele,Bellesia, Franco
experimental part, p. 3131 - 3141 (2009/04/06)
The preparation of the 3,4-dialkyl-substituted maleic anhydride nucleus, through the functional rearrangement of dichloro γ-lactams, allowed the comparison of various N-substituents in the functional rearrangement step. The 2-pyridyl group proved to be the most appropriate N-substituent for the hydrolysis of the 5-methoxy-1,5-dihydro-2H-pyrrol-2-one intermediate into the 5-hydroxy adduct, and for the hydrolysis of the maleimide nucleus into the maleic anhydride. The oxidation of the 5-hydroxy-1,5-dihydro-2H-pyrrol-2-one into the corresponding maleimide was achieved with manganese(IV) oxide. Georg Thieme Verlag Stuttgart.