Merck, 125318-25G, Citraconic anhydride

Name: Citraconic anhydride
Brand: Merck
SKU: 125318-25G

Size:25 g, 2-Methylmaleic anhydride, 3-Methyl-2, 5-furandione, Citraconic acid anhydride, Methylmaleic anhydride, Monomethylmaleic anhydride, 98%

Available Catalog Numbers

125318-100G 125318-25G 125318-500G

Catalog Number: 125318-25G

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Category

General Purpose Incubators

Pack Size25 g

TagsMaterials Science Biomedical Materials Polymerization Tools

CollectionsBiomedical Materials by Merck: PEGs, Hydrogels & Bioinks Merck Cell Culture Supplements & Reagents: Complete Solutions for Research & Bioproduction Merck Roche Life Science Products for PCR, RT‑PCR & Nucleic Acid Purification

Description

General description
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.
Application
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.

Specifications

General

UNSPSC Code	12162002
NACRES	NA.23
PubChem Substance ID	24847660
EC Number	210-459-0
Beilstein/REAXYS Number	1835
MDL number	MFCD00005522
InChI key	AYKYXWQEBUNJCN-UHFFFAOYSA-N
InChI	1S/C5H4O3/c1-3-2-4(6)8-5(3)7/h2H,1H3
SMILES string	CC1=CC(=O)OC1=O
vapor density	4 (vs air)
assay	98%
form	liquid
Quality Level	200
refractive index	n20/D 1.471 (lit.)
bp	213-214 °C (lit.)
mp	6-10 °C (lit.)
density	1.247 g/mL at 25 °C (lit.)

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