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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:
Molecular Weight:
116.07
UNSPSC Code:
12352100
NACRES:
NA.21
PubChem Substance ID:
EC Number:
203-742-5
Beilstein/REAXYS Number:
605762
MDL number:
Assay:
≥99% (HPLC)
Concentration:
≤100%
Form:
powder
Grade:
reagent grade
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grade

reagent grade

Quality Level

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

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

CorrosionExclamation mark

signalword

Danger

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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Articles

Acid and base chart lists the strength of acids and bases (strongest to weakest) in order. Simple to use laboratory reference chart for scientists, researchers and lab technicians.


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)
Esterification of maleic acid with ethanol over cation-exchange resin catalysts.
Yadav GD and Thathagar MB.
Reactive functional Polymers, 52(2), 99-110 (2002)



Global Trade Item Number

SKUGTIN
M0375-100G04061835321070
M0375-1KG04061835321087
M0375-25KG04061835567744
M0375-500G04061835321094