Skip to Content
Merck

M188

Maleic anhydride

99%

Synonym(s):

2,5-Furandione

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Empirical Formula (Hill Notation):
C4H2O3
CAS Number:
108-31-6
Molecular Weight:
98.06
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
24896701
EC Number:
203-571-6
Beilstein/REAXYS Number:
106909
MDL number:
MFCD00005518

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

InChI key

FPYJFEHAWHCUMM-UHFFFAOYSA-N

InChI

1S/C4H2O3/c5-3-1-2-4(6)7-3/h1-2H

SMILES string

O=C1OC(=O)C=C1

vapor density

3.4 (vs air)

vapor pressure

0.16 mmHg ( 20 °C)

assay

99%

autoignition temp.

870 °F

expl. lim.

7.1 %

bp

200 °C (lit.)

mp

51-56 °C (lit.)

Quality Level

200

Looking for similar products? Visit Product Comparison Guide

Related Categories

General description

Maleic anhydride (MA) belongs to the class of monomers known as cyclic dicarboxylic anhydrides. It is commonly used in polymerization reactions to produce various types of polymers such as poly(maleic anhydride) (PMA), maleic anhydride-based resins, and maleic anhydride-butadiene copolymers (MABS), etc. These MA-based polymers find applications in various fields including, polymer blends and coatings, epoxy resins, semiconductor devices, secondary batteries, lithium-ion batteries, resin films, glass fiber, coatings, packaging, water treatment, and drug delivery systems. Additionally, MA can be grafted onto other polymers, to enhance their performance and compatibility with other materials. Grafted polymers find applications in the automotive, packaging, and construction industries. Maleic anhydride is also used as an electron-acceptor monomer in the development of various antimicrobial polymers due to their reactive double bonds and reactive anhydride groups.

The structure of maleic acid consists of four carbon molecules along with carboxylate groups on either ends, with a double bond between the central carbon atoms. The anhydride of maleic acid has five atoms in its cyclic molecule, the unsaturated bond undergoes free radical polymerization in the presence of an initiator.

Application

Maleic anhydride can be used as a monomer:
  • In the grafting process of high-density polyethylene (HDPE) by the monomer microencapsulation technique, which enables the introduction of enhanced functionality and improved properties to the polymer for functional coatings, membranes, or surface treatments, adhesives, and coatings.
  • In the functionalization of polylactic acid (PLA) and acts as a coupling agent in natural fiber biocomposites. The functionalization improves the compatibility and interfacial adhesion between PLA and natural fibers, leading to enhanced mechanical properties and expanded applications of the resulting biocomposite materials.
  • Maleic anhydride may be used in the synthesis of unsaturated polyester resins and as a reactant in synthesizing important products such as agricultural chemicals, lubricant additives, and food acidulatents.

Physical form

briquettes

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Resp. Sens. 1 - Skin Corr. 1B - Skin Sens. 1A - STOT RE 1 Inhalation

target_organs

Respiratory system

supp_hazards

EUH071

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 1

flash_point_f

217.4 °F - closed cup

flash_point_c

103 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Deleterious substance

pdsc

Class II Designated Chemical Substances

prtr

Substances Subject to be Indicated Names

ishl_indicated

Substances Subject to be Notified Names

ishl_notified

M188-VAR-A: + M188-25G-A:4548173950136 + M188-5KG-A:4548173950150 + M188-BULK-A: + M188-1KG-A:4548173950129 + M188-25KG-A:4548173950143

jan

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
STBK3764
STBJ2269
STBH9257
STBH7372
STBH3642

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

Veronika Bátori et al.
Polymers, 11(3) (2019-04-10)
This study was conducted to improve the properties of thin films prepared from orange waste by the solution casting method. The main focus was the elimination of holes in the film structure by establishing better cohesion between the major cellulosic
Eunice Cunha et al.
Nanomaterials (Basel, Switzerland), 8(9) (2018-09-12)
The search for graphene or few-layer graphene production methods that are simple, allow mass production, and yield good quality material continues to provoke intense investigation. The present work contributes to this investigation through the study of the aqueous exfoliation of
Sylwia Członka et al.
Materials (Basel, Switzerland), 13(7) (2020-04-16)
In this work, rigid polyurethane (PUR) foams were prepared by incorporating 2 wt% of eucalyptus fibers. The eucalyptus fibers were surface-modified by maleic anhydride, alkali, and silane (triphenylsilanol) treatment. The impact of the modified eucalyptus fibers on the mechanical, thermal
Frita Yuliati et al.
Polymers, 12(8) (2020-08-06)
Low cross-link density thermally reversible networks were successfully synthesized from jatropha and sunflower oils. The oils were epoxidized and subsequently reacted with furfurylamine to attach furan groups onto the triglycerides, preferably at the epoxide sites rather than at the ester
Veronica H Flood et al.
Blood, 125(14), 2297-2304 (2015-02-11)
Von Willebrand factor (VWF) contains binding sites for platelets and for vascular collagens to facilitate clot formation at sites of injury. Although previous work has shown that VWF can bind type IV collagen (collagen 4), little characterization of this interaction
View All Related Papers

Articles

Dihydropinene Pinane Greener Solvent for Organic Synthesis

Effective in key synthesis reactions like Knoevenagel condensation, thalidomide synthesis, and Suzuki coupling for sustainable chemical transformations.

ポリマーの分子層堆積

原子層堆積法は、半導体デバイスの微細化やナノ粒子のコーティングなど、さまざまなニーズに対応しています。

Stimuli-Responsive Materials as Intelligent Drug Delivery Systems

By altering the physicochemical properties, smart or intelligent drug delivery systems can be designed to deliver therapeutic molecules on-demand. Learn more about the application of stimuli-responsive materials in drug delivery.

Molecular Layer Deposition of Polymers

Atomic layer deposition meets various needs including semiconductor device miniaturization and nanoparticle coating.

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