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M0375

Maleic acid

Name: Maleic acid
Brand: SIAL

ReagentPlus^®, ≥99% (HPLC)

Synonym(s):

cis-Butenedioic acid, Toxilic acid

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About This Item

Linear Formula:

HO₂CCH=CHCO₂H

CAS Number:

110-16-7

Molecular Weight:

116.07

UNSPSC Code:

12352100

NACRES:

NA.21

PubChem Substance ID:

24896549

EC Number:

203-742-5

Beilstein/REAXYS Number:

605762

MDL number:

MFCD00063177

Assay:

≥99% (HPLC)

Concentration:

≤100%

Form:

powder

Grade:

reagent grade

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Properties

grade

reagent grade

Quality Level

200

vapor density

4.0 (at °C, vs air)

vapor pressure

≤0.1 at hPa ( 20 °C)

product line

ReagentPlus^®

assay

≥99% (HPLC)

form

powder

concentration

≤100%

impurities

≤2.0% water

ign. residue

≤0.1%

pH

1,3 -at 100 g/l (at 20 °C)

pKa (25 °C)

(1) 1.97, (2) 6.24

bp

157.8 °C/316.0 °F -at 997 hPa

mp

130-135 °C (lit.)

solubility

water: soluble 478,8 g/L at at 20 °C (Completely )

density

1.59 g/mL at 25 °C (lit.)

functional group

carboxylic acid

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 (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.

Analysis Note

Repurified

Legal Information

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

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pictograms

GHS05,GHS07

signalword

Danger

hcodes

H302 + H312,H314,H317,H335

pcodes

P260 - P271 - P280 - P301 + P312 - P303 + P361 + P353 - P305 + P351 + P338

target_organs

Respiratory system

Storage Class

8A - Combustible corrosive hazardous materials

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1 - STOT SE 3

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Radical copolymerization of maleic acid with styrene.

Switala-Zeliazkow M.

Eur. Polymer J., 35(1), 83-88 (1999)

Esterification of maleic acid with ethanol over cation-exchange resin catalysts.

Yadav GD and Thathagar MB.

Reactive functional Polymers, 52(2), 99-110 (2002)

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)

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