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125318
Citraconic anhydride
98%
Synonim(y):
3-Metylo-2,5-furandion, Bezwodnik 2-metylomaleinowy, Bezwodnik kwasu cytrynowego, Bezwodnik metylomaleinowy, Bezwodnik monometylomaleinowy
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About This Item
Wzór empiryczny (zapis Hilla):
C5H4O3
Numer CAS:
Masa cząsteczkowa:
112.08
Beilstein:
1835
Numer WE:
Numer MDL:
Kod UNSPSC:
12162002
Identyfikator substancji w PubChem:
NACRES:
NA.23
Polecane produkty
gęstość pary
4 (vs air)
Próba
98%
Formularz
liquid
współczynnik refrakcji
n20/D 1.471 (lit.)
bp
213-214 °C (lit.)
mp
6-10 °C (lit.)
gęstość
1.247 g/mL at 25 °C (lit.)
ciąg SMILES
CC1=CC(=O)OC1=O
InChI
1S/C5H4O3/c1-3-2-4(6)8-5(3)7/h2H,1H3
Klucz InChI
AYKYXWQEBUNJCN-UHFFFAOYSA-N
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Opis ogólny
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.
Zastosowanie
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.
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Hasło ostrzegawcze
Danger
Zwroty wskazujące rodzaj zagrożenia
Zwroty wskazujące środki ostrożności
Klasyfikacja zagrożeń
Eye Dam. 1 - Resp. Sens. 1 - Skin Corr. 1B - Skin Sens. 1
Kod klasy składowania
8A - Combustible corrosive hazardous materials
Klasa zagrożenia wodnego (WGK)
WGK 3
Temperatura zapłonu (°F)
231.8 °F - closed cup
Temperatura zapłonu (°C)
111 °C - closed cup
Środki ochrony indywidualnej
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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