Cyclic Acid Anhydride · Organic Intermediate · Polymer Building Block
Maleic Anhydride (MA)
(cis-Butenedioic Anhydride / MAH / Maleic Acid Anhydride / Butenedioic Anhydride)
| CAS No. | 108-31-6 |
| Molecular Formula | C₄H₂O₃ (MW = 98.06 g/mol) |
| Synonyms | MAH, cis-butenedioic anhydride, maleic acid anhydride, 2,5-furandione, toxilic anhydride |
| Abbreviation | MA / MAH |
| Physical Form | White Flakes Granules Molten Liquid |
| Purity | ≥ 99.5% |
What Is Maleic Anhydride? Formula, Structure & Overview
Maleic anhydride (MA / MAH), also called cis-butenedioic anhydride or maleic acid anhydride (CAS 108-31-6), is a white crystalline solid with the molecular formula C₄H₂O₃ (MW 98.06). Its structure is a five-membered cyclic anhydride - a rigid cis-alkene fused with an anhydride ring - giving it exceptional reactivity in addition, cycloaddition, polymerization, and hydrolysis reactions. The strained cyclic anhydride bond opens rapidly with nucleophiles (water, alcohols, amines), making MA one of the most versatile reactive monomers in the polymer and specialty chemical industries.
The maleic anhydride formula C₄H₂O₃ reflects its two-carbon backbone (the cis-alkene) bridged by the anhydride –CO–O–CO– group, forming the furandione ring system. This structure simultaneously offers a reactive double bond (for Diels-Alder reactions, radical and anionic copolymerization) and a reactive anhydride (for ring-opening with nucleophiles). No other commercially available monomer provides this dual reactivity at comparable cost.
China is the world's largest producer of maleic anhydride, using both benzene oxidation and n-butane oxidation (butane to maleic anhydride) routes. We partner with leading manufacturers on continuous fixed-bed oxidation lines with multi-stage condensation and distillation purification, supplying ≥99.5% purity product as white flakes, granules, or molten liquid (for pipeline tanker delivery) to global buyers.
Physical & Chemical Properties of Maleic Anhydride
Maleic Anhydride Specifications & Packaging
| Specification Item | Standard Grade Industry / Polymer |
Limit |
|---|---|---|
| Appearance | White flaky or granular crystals, free of visible impurities and discoloration | |
| Purity (Content) | ≥ 99.5% | Core quality indicator |
| Melting Point | 52.5–54.5 °C | Process compatibility indicator |
| Free Acid Content | ≤ 0.2% | Affects reactivity & catalyst sensitivity |
| Color (Pt-Co) | ≤ 20 | Purity & appearance indicator |
| Flash Point | 103 °C | Safe solid/molten handling |
| Storage Stability | 6 months | Sealed, cool, dry warehouse (0–25°C) |
| Packaging Options | 25 kg moisture-proof bag | 500 kg jumbo bag | 1000 kg IBC bag | Molten tanker truck (bulk) | |
Complies with GB/T 3676-2020 (national standard), ISO & REACH. COA, SDS/MSDS provided per batch.
Maleic Anhydride Uses & Applications
1. Unsaturated Polyester Resin (UPR) & Alkyd Resin
The single largest end-use for maleic anhydride globally - accounting for ~50% of total consumption - is the production of unsaturated polyester resins (UPR). MA reacts with diols (e.g., propylene glycol, ethylene glycol) to form polyester chains containing reactive double bonds that crosslink with styrene upon curing, yielding thermosets with excellent mechanical strength, chemical resistance, and dimensional stability. UPR is the matrix resin for fiberglass-reinforced plastics (FRP/GRP) used in boat hulls, automotive body panels, pipes, storage tanks, and wind turbine blades.
MA is also a key monomer in alkyd resins for solvent-borne and water-borne paints, where it introduces reactive double bonds that improve crosslink density, hardness, and drying speed in architectural and industrial coatings.
2. Maleic Anhydride Grafted Polymers (MAH-g-PE / MAH-g-PP)
Maleic anhydride grafted polyethylene (MAH-g-PE) and maleic anhydride grafted polypropylene (MAH-g-PP) are functionalized polyolefins produced by reactive extrusion of MA onto PE or PP backbones. The pendant anhydride groups transform non-polar polyolefins into reactive polymers capable of bonding with polar substrates (nylon, glass fiber, metals, EVOH), dramatically improving adhesion, compatibility, and interfacial strength in multilayer films, composite materials, and polymer alloys.
These MA-grafted polymers are widely used as compatibilizers in glass fiber–reinforced nylon composites, tie layers in multilayer food packaging films (PE/EVOH/PE), and coupling agents in wood-plastic composites - all high-growth segments in the specialty plastics market.
3. Alternating & Specialty Copolymers
Maleic anhydride readily copolymerizes by alternating free-radical polymerization with a wide range of electron-rich comonomers:
4. Coatings, Plastics & Functional Additives
In the coatings industry, MA-based resins deliver water-based, high-solids, and UV-cure coating systems with excellent adhesion, weather resistance, and low VOC emissions - meeting increasingly stringent environmental regulations in Europe and North America. MA is a crosslinker in powder coatings and a component in UV-curable inks and optical fiber coatings.
In plastics modification, MA acts as a compatibilizer, coupling agent, and reactive flame retardant precursor. MA-based intumescent flame retardant systems (e.g., MA reacting with polyols) are increasingly used in halogen-free cable jackets and construction materials complying with IEC and EN fire standards.
5. Diels-Alder Reactions & Fine Chemical Synthesis
MA is the archetypal dienophile in Diels-Alder [4+2] cycloaddition reactions. Its reaction with cyclopentadiene (and maleic anhydride) is the textbook Diels-Alder demonstration, giving the bicyclic endo-anhydride adduct quantitatively at room temperature. Similarly, alpha-phellandrene and maleic anhydride react to give terpene-derived adducts used in resins and fragrances. These cycloadducts are starting materials for pharmaceutical intermediates, insecticides, and specialty polymer monomers.
MA also serves as an intermediate in fumaric acid production (maleic anhydride → maleic acid → isomerization → fumaric acid), a critical food additive and polymer monomer, and in malic acid production (maleic anhydride → maleic acid → hydration → malic acid).
6. Agriculture, Pharmaceuticals & Other Applications
In agriculture, MA is a building block for maleic hydrazide (a plant growth regulator/sprout inhibitor for stored potatoes and onions), and an intermediate in organophosphate pesticide synthesis. In pharmaceuticals, MA-derived succinic acid and malic acid are used as API salt-forming acids to improve drug solubility. In lubricants, poly(isobutylene-alt-maleic anhydride) derivatives are engine oil dispersants that prevent sludge buildup. MA is also a monomer for biodegradable polymers (poly(maleic acid) derivatives) in response to global sustainability demand.
How Is Maleic Anhydride Made? Production Routes
Route 1: Benzene Oxidation (Traditional)
C₆H₆ + 4.5 O₂ → C₄H₂O₃ + 2CO₂ + 2H₂O
Benzene is oxidized over a V₂O₅/MoO₃ catalyst at 350–450°C. Historically dominant in Asia; being phased out due to high benzene toxicity, carbon waste (2 carbons lost per molecule), and stricter environmental regulations. Still used by older Chinese plants.
Route 2: n-Butane Oxidation (Modern)
C₄H₁₀ + 3.5 O₂ → C₄H₂O₃ + 4H₂O
Butane to maleic anhydride over vanadium phosphorus oxide (VPO) catalyst - now the dominant global route. Lower raw material cost, 100% carbon utilization (no waste carbons), and significantly better environmental profile. All new plants use the butane route. The product quality is identical to benzene-route MA.
Maleic Anhydride Safety & Storage
Storage Requirements
Store in a cool (0–25°C), dry, well-ventilated warehouse away from direct sunlight and heat sources. Avoid temperatures above 30°C - MA melts at 52–54°C and molten product can accumulate in packaging, causing agglomeration and leakage on cooling. Use sealed moisture-proof bags - MA is hygroscopic and hydrolyzes to maleic acid on contact with moisture, reducing assay and generating heat. Keep away from water, alcohols, amines, and strong bases. Stack max 10 layers for 25 kg bags.
Molten MA Handling
When supplied as maleic anhydride molten (for pipeline tanker delivery above 60°C), use insulated stainless steel or carbon steel tanks with steam tracing. Keep temperature 60–80°C; avoid overheating above 100°C to prevent discoloration and free acid buildup. Tanks must be moisture-free before filling.
Safety & Handling (SDS Summary)
PPE required: Dust mask (P3 or N95 for solid handling), chemical-resistant gloves, chemical goggles, and protective clothing. For molten MA, add face shield and heat-resistant gloves. Use local exhaust ventilation when handling dust.
Respiratory sensitizer: Repeated inhalation of MA dust may cause occupational asthma. Pre-employment and periodic pulmonary function testing is recommended for workers in MA-handling facilities.
Spill response: Sweep up dry solid with minimal dust generation; use vacuum if available. Collect in sealed containers. Do NOT use water (exothermic hydrolysis). Dispose per local environmental regulations.
First aid: Skin - remove clothing, flush with water ≥15 min. Eyes - flush ≥15 min, seek emergency care. Inhalation - move to fresh air, seek medical attention if symptomatic. Full SDS available at sales@sinolookchem.com.
Maleic Anhydride Price - 2025 Market Reference
The maleic anhydride price is primarily driven by n-butane / benzene feedstock costs, energy prices, and seasonal demand from the UPR and coating industries (peak demand in Q2–Q3, construction season). Reference prices for China-origin product (ex-works, 2025):
≥ 99.5% · 25 kg bag
≥ 500 kg orders
FCL bulk ≥ 20 MT
Frequently Asked Questions about Maleic Anhydride
Q: What is the CAS number for maleic anhydride?
The CAS number for maleic anhydride is 108-31-6. It is also registered under EINECS number 203-571-6. In customs and shipping documentation, use CAS 108-31-6 alongside its HS code 2917.14.00 (cyclic anhydrides of polycarboxylic acids). The compound is also known by the abbreviations MA and MAH, and by its IUPAC name 2,5-furandione or furan-2,5-dione.
Q: What is the melting point of maleic anhydride? What happens when it melts?
The maleic anhydride melting point is 52.5–54.5°C. This relatively low melting point means MA can become partially or fully molten in warm climates during summer transport and storage if not temperature-controlled. Molten MA (maleic anhydride molten) is a clear, colorless to pale yellow liquid. It solidifies back to white solid on cooling without quality degradation, provided it has not absorbed moisture. Many large industrial buyers prefer receiving MA in molten form via heated tanker truck, eliminating bag handling entirely and reducing unit cost.
Q: What is the difference between maleic anhydride and maleic acid?
Maleic anhydride (C₄H₂O₃, MA) is the cyclic anhydride formed by elimination of water from maleic acid. It is a solid at room temperature. Maleic acid (cis-butenedioic acid, C₄H₄O₄) is the open-chain diacid formed when MA hydrolyzes in water: MA + H₂O → maleic acid. The anhydride form is more reactive and easier to handle in bulk; the acid form is used in food, beverage acidification, and certain polymer applications. Commercially, maleic acid anhydride (i.e., MA) is the preferred intermediate - buyers who need maleic acid typically hydrolyze MA on-site.
Q: What is styrene maleic anhydride (SMA) and what are its uses?
Styrene maleic anhydride (SMA) is an alternating copolymer of styrene and maleic anhydride made by free-radical copolymerization. Depending on the styrene:MA ratio and molecular weight, SMA resins have different properties. Key styrene maleic anhydride uses include: (1) engineering thermoplastic for heat-resistant automotive interior parts, appliance housings, and electronic connectors; (2) compatibilizer for PC/ABS and PPE/PA polymer blends; (3) reactive resin for photoresists and lithography materials; (4) after partial hydrolysis, as an emulsifier and dispersant for agricultural formulations. Poly(styrene-co-maleic anhydride) and poly(styrene-alt-maleic anhydride) grades are both available depending on comonomer ratio.
Q: What is the cyclopentadiene and maleic anhydride reaction?
The reaction between cyclopentadiene and maleic anhydride is the most famous example of a Diels-Alder [4+2] cycloaddition. Cyclopentadiene (the diene) reacts with maleic anhydride (the dienophile) at room temperature in quantitative yield to give the bicyclic endo-norbornene-2,3-dicarboxylic anhydride adduct. This reaction is widely taught in undergraduate organic chemistry as the textbook Diels-Alder demonstration due to its speed, clean reaction, and easily isolated crystalline product. The adduct is used industrially as a monomer for specialty polyimide and polyester resins with high thermal stability.
Q: How is maleic anhydride produced from n-butane vs benzene?
Both routes use catalytic vapor-phase oxidation. In the benzene oxidation route (older, benzene → MA), two of benzene's six carbons are lost as CO₂, making it inherently wasteful and generating more greenhouse gas per ton of MA. In the modern n-butane oxidation route (butane to maleic anhydride), n-butane (C₄H₁₀) is selectively oxidized over a vanadium-phosphorus-oxide (VPO) catalyst with 100% carbon atom utilization - all four carbons become part of the MA molecule. The butane route produces lower cost, has a better environmental footprint, and is now the standard for all new capacity globally. China's newer plants are predominantly butane-based, giving Chinese suppliers a cost advantage in the global MA market.
Industry References & Standards
Comprehensive physicochemical data, spectral library (IR, NMR), toxicology, and regulatory status.
EU REACH dossier: hazard classifications, occupational exposure limits (OEL), and regulatory restrictions.
Global benchmark for reagent-grade maleic anhydride specifications and certified reference materials.
Industry-leading benchmark for ICIS maleic anhydride price tracking and global supply/demand analysis.
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We supply ≥99.5% maleic anhydride (CAS 108-31-6) as white flakes, granules, or molten bulk, with competitive pricing and FCL/LCL shipping to Europe, North America, Southeast Asia, and the Middle East. Contact us for a current price quote, COA, or SDS/MSDS.
Related products: Fumaric Acid · Succinic Anhydride · Phthalic Anhydride · Malic Acid · Unsaturated Polyester Resin (UPR) Monomers
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