Skip to Content
MilliporeSigma
All Photos(4)

Documents

M0375

Sigma-Aldrich

Maleic acid

ReagentPlus®, ≥99% (HPLC)

Synonym(s):

cis-Butenedioic acid, Toxilic acid

Sign Into View Organizational & Contract Pricing
All Photos(4)

About This Item

Linear Formula:
HO2CCH=CHCO2H
CAS Number:
110-16-7
Molecular Weight:
116.07
Beilstein:
605762
EC Number:
203-742-5
MDL number:
MFCD00063177
UNSPSC Code:
12352100
PubChem Substance ID:
24896549
NACRES:
NA.21

Quality Level

200

product line

ReagentPlus®

Assay

≥99% (HPLC)

form

powder

impurities

≤2.0% water

ign. residue

≤0.1%

pKa (25 °C)

(1) 1.97, (2) 6.24

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

Looking for similar products? Visit Product Comparison Guide

General description

Maleic acid (MA) is a dicarboxylic acid that undergoes esterification with ethanol in the presence of cation-exchange resin catalysts to form diethyl maleate. Its crystalline structure has been analyzed. Reaction kinetics and mechanism of the isomerization of maleic acid to fumaric acid in the presence of ceric and bromide ions has been investigated. The reaction mechanism and reactivity ratios for the radical copolymerization of maleic acid with styrene have been determined.

Application

Maleic acid has been used in the preparation of tris-maleate buffer and sodium maleate buffer. It has also been used for the pretreatment of poplar tracheid cell walls for the spectroscopic analysis of lignin. It may be used to synthesize superswelling acrylamide/maleic acid hydrogels.

Quality

Repurified

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

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 Code

8A - Combustible corrosive hazardous materials

WGK

WGK 1

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000395594
0000395228
0000395229
0000392257
0000395227

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Swelling equilibria and dye adsorption studies of chemically crosslinked superabsorbent acrylamide/maleic acid hydrogels.
Karadag E, et al.
Eur. Polymer J., 38(11), 2133-2141 (2002)
Esterification of maleic acid with ethanol over cation-exchange resin catalysts.
Yadav GD and Thathagar MB.
Reactive functional Polymers, 52(2), 99-110 (2002)
Determination of total dietary fibre and available carbohydrates: A rapid integrated procedure that simulates in vivo digestion.
McCleary BV, et al.
Starch, 67(9-10), 860-883 (2015)
Bromine-Catalyzed Isomerization of Maleic Acid to Fumaric Acid.
Jwo JJ.
J. Chin. Chem. Soc., 28(1), 34-41 (1981)
A refinement of the crystal structure of maleic acid.
James MNG and Williams GJB.
Acta Crystallographica Section B, Structural Science, 30(5), 1249-1257 (1974)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service