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Merck
CN

M0375

Maleic acid

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

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Product Name

Maleic acid, ReagentPlus®, ≥99% (HPLC)

InChI key

VZCYOOQTPOCHFL-UPHRSURJSA-N

InChI

1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/b2-1-

SMILES string

OC(=O)\C=C/C(O)=O

grade

reagent grade

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

Quality Level

200

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Analysis Note

Repurified

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.

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.

Legal Information

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

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

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

8A - Combustible corrosive hazardous materials

wgk

WGK 1

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Certificates of Analysis (COA)

Lot/Batch Number
0000510987
0000510959
0000510987
0000510959
0000499653

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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)
Bromine-Catalyzed Isomerization of Maleic Acid to Fumaric Acid.
Jwo JJ.
J. Chin. Chem. Soc., 28(1), 34-41 (1981)
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)
Esterification of maleic acid with ethanol over cation-exchange resin catalysts.
Yadav GD and Thathagar MB.
Reactive functional Polymers, 52(2), 99-110 (2002)
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)
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