Sign In to View Organizational & Contract Pricing.
Select a Size
Change View
About This Item
Empirical Formula (Hill Notation):
C5H4O3
CAS Number:
Molecular Weight:
112.08
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
EC Number:
210-459-0
Beilstein/REAXYS Number:
1835
MDL number:
vapor density
4 (vs air)
Quality Level
assay
98%
form
liquid
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.)
SMILES string
CC1=CC(=O)OC1=O
InChI
1S/C5H4O3/c1-3-2-4(6)8-5(3)7/h2H,1H3
InChI key
AYKYXWQEBUNJCN-UHFFFAOYSA-N
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.
Still not finding the right product?
Explore all of our products under Citraconic anhydride
signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1 - Resp. Sens. 1 - Skin Corr. 1B - Skin Sens. 1
Storage Class
8A - Combustible corrosive hazardous materials
wgk
WGK 3
flash_point_f
231.8 °F - closed cup
flash_point_c
111 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Macromolecules, 25, 102-102 (1992)
Jenni E Anttila et al.
Cell transplantation, 28(4), 425-438 (2019-05-01)
A stroke affecting the somatosensory pathway can trigger central post-stroke pain syndrome (CPSP). The symptoms often include hyperalgesia, which has also been described in rodents after the direct damage of the thalamus. Previous studies have shown that hemorrhagic stroke or
Brandon F Maziuk et al.
Acta neuropathologica communications, 6(1), 71-71 (2018-08-03)
The development of insoluble, intracellular neurofibrillary tangles composed of the microtubule-associated protein tau is a defining feature of tauopathies, including Alzheimer's disease (AD). Accumulating evidence suggests that tau pathology co-localizes with RNA binding proteins (RBPs) that are known markers for
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 125318-100G | 04061838723420 |
| 125318-25G | 04061838723437 |
| 125318-500G | 04061838723444 |

