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M0375

Sigma-Aldrich

Maleic acid

ReagentPlus®, ≥99% (HPLC)

Sinónimos:

cis-Butenedioic acid, Toxilic acid

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About This Item

Fórmula lineal:
HO2CCH=CHCO2H
Número de CAS:
110-16-7
Peso molecular:
116.07
Beilstein/REAXYS Number:
605762
EC Number:
203-742-5
MDL number:
MFCD00063177
UNSPSC Code:
12352100
PubChem Substance ID:
24896549
NACRES:
NA.21
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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

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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.[1] Its crystalline structure has been analyzed.[2] Reaction kinetics and mechanism of the isomerization of maleic acid to fumaric acid in the presence of ceric and bromide ions has been investigated.[3] The reaction mechanism and reactivity ratios for the radical copolymerization of maleic acid with styrene have been determined.[4]

Application

Maleic acid has been used in the preparation of tris-maleate buffer[5] and sodium maleate buffer.[6][7] It has also been used for the pretreatment of poplar tracheid cell walls for the spectroscopic analysis of lignin.[8] It may be used to synthesize superswelling acrylamide/maleic acid hydrogels.[9]

Quality

Repurified

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_germany

WGK 1

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Certificados de análisis (COA)

Lot/Batch Number
0000415607
WXBF5042V
0000406265
0000404822
0000400635

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Sigma-Aldrich

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Radical copolymerization of maleic acid with styrene.
Switala-Zeliazkow M.
Eur. Polymer J., 35(1), 83-88 (1999)
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)
Bromine-Catalyzed Isomerization of Maleic Acid to Fumaric Acid.
Jwo JJ.
J. Chin. Chem. Soc., 28(1), 34-41 (1981)
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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Questions

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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