125318
Citraconic anhydride
98%
Sinônimo(s):
2-Methylmaleic anhydride, 3-Methyl-2,5-furandione, Citraconic acid anhydride, Methylmaleic anhydride, Monomethylmaleic anhydride
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About This Item
Fórmula empírica (Notação de Hill):
C5H4O3
Número CAS:
Peso molecular:
112.08
Beilstein:
1835
Número CE:
Número MDL:
Código UNSPSC:
12162002
ID de substância PubChem:
NACRES:
NA.23
Produtos recomendados
densidade de vapor
4 (vs air)
Nível de qualidade
Ensaio
98%
Formulário
liquid
índice de refração
n20/D 1.471 (lit.)
p.e.
213-214 °C (lit.)
pf
6-10 °C (lit.)
densidade
1.247 g/mL at 25 °C (lit.)
cadeia de caracteres SMILES
CC1=CC(=O)OC1=O
InChI
1S/C5H4O3/c1-3-2-4(6)8-5(3)7/h2H,1H3
chave InChI
AYKYXWQEBUNJCN-UHFFFAOYSA-N
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Categorias relacionadas
Descrição geral
Citraconic anhydride is a derivative of maleic anhydride and is also known as 2-methylmaleic anhydride. It is highly reactive due to the presence of anhydride groups and can undergo hydrolysis, esterification, amidation, and addition reactions. It can be used as a crosslinking agent to create covalent bonds between polymer chains, enhancing the mechanical strength and thermal stability of the polymer network. They arepotential tools for bioconjugation and immobilization of bioactive molecules.
Aplicação
Citraconic anhydride can be used:
- As an electrolyte additive for high-temperature pouch lithium-ion batteries. Citraconic anhydride reduces the interfacial impedance of pouch cells during high-temperature storage and enhances their stability.
- As a pH-sensitive linker to surface functionalization of biomolecules used in drug delivery systems. The high pH sensitivity of citraconic anhydride conjugates is attributed to the presence of a double bond that restricts the separation between the amide and carboxylic acid groups.
- As a reagent to synthesize new thiopyrano[2,3-d][1,3]thiazole derivatives via hetero-Diels–Alder reactions. These thiopyrano derivatives exhibit diverse biological activities such as anticancer, antiviral, and antitrypanosomal.
- As a co-monomer in the ring-opening polymerization with d-xylose 3,5-anhydrosugar derivative to form novel sugar-derived polyesters, with up to 100% renewable content. This can serve as a sustainable feedstock for polymer synthesis.
Palavra indicadora
Danger
Frases de perigo
Declarações de precaução
Classificações de perigo
Eye Dam. 1 - Resp. Sens. 1 - Skin Corr. 1B - Skin Sens. 1
Código de classe de armazenamento
8A - Combustible corrosive hazardous materials
Classe de risco de água (WGK)
WGK 3
Ponto de fulgor (°F)
231.8 °F - closed cup
Ponto de fulgor (°C)
111 °C - closed cup
Equipamento de proteção individual
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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