912735

Maleic acid

electronic grade, ≥99.97% trace metals basis, water <=350 ppm

• Synonym(s): (2Z)-2-Butenedioic acid, (2Z)-But-2-enedioic acid, Maleinic acid, cis-Butenedioic acid, Toxilic acid
• Linear Formula: HO₂CCH=CHCO₂H
• CAS Number: 110-16-7
• Molecular Weight: 116.07
• Beilstein/REAXYS Number: 605762
• MDL number: MFCD00063177
• UNSPSC Code: 12352106
• NACRES: NA.23

Properties

• grade: electronic grade
• Quality Level: 100
• assay: ≥99.97% trace metals basis
• form: powder
• color: white to off-white
• mp: 130-135 °C (lit.)
• density: 1.59 g/mL at 25 °C (lit.)
• SMILES string: OC(=O)\C=C/C(O)=O
• InChI: 1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/b2-1-
• InChI key: VZCYOOQTPOCHFL-UPHRSURJSA-N

Description

General description

Maleic acid is the cis-isomer of butenedioic acid, an unsaturated organic dibasic acid. Maleic acid shows reactions typical of both olefins and carboxylic acids. Commercially important reactions of the acid groups include esterification with glycols to polyesters and dehydration to the anhydride. The double bond is involved in conversions to fumaric acid, to sulfosuccinic acid, and to Malathion.

Application

Maleic acid has been adopted as a high performance organic anode material for lithium ion batteries. In one study, it showed an ultrahigh reversible capacity of ca. 1500 mAhg^–1 at 46.2 mAg^–1 current density, and a relatively high capacity of 570.8 mAhg^–1 at current density of 46.2 Ag^–1. When cycled at high current density of 2.31 Ag^–1, a capacity retention of 98.1% was obtained after 500 cycles.
Maleic acid has been used in constructing polymeric solid electrolytes for battery and fuel cell. In one study, it was showen that maleic acid based polymer blend helps increasing the ionic conductivity of PEO basd polymer solid electrolytes by suppressing its crystallization.
Maleic acid has also been used to make superswelling acrylamide (AAm)/maleic acid (MA) hydrogels by free radical polymerization in aqueous solution of AAm with MA as comonomer with some multifunctional crosslinkers such as trimethylolpropane triacrylate and 1,4-butanediol dimethacrylate. When the uptake of cationic dye was studied, it was shown that the binding ratio of hydrogel/dye systems was gradually increased with the increase of MA content in the AAm/MA hydrogels.

Safety Information

• pictograms: GHS05,GHS07
• signalword: Danger
• hcodes: H302 + H312,H314,H317,H335
• pcodes: P260 - P271 - P280 - P301 + P312 - P303 + P361 + P353 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1 - Skin Sens. 1 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 8A - Combustible corrosive hazardous materials
• wgk_germany: WGK 1