Maleic Anhydride

HCID 7923CAS 108-31-6

Basic information

Standard SMILES
O=C1C=CC(=O)O1
InChIKey
FPYJFEHAWHCUMM-UHFFFAOYSA-N
Molecular formula
C4H2O3
Average molar mass
98.06 g/mol
Monoisotopic mass
98.00039392

Names & identifiers

Preferred name
Maleic Anhydride
IUPAC
furan-2,5-dione
English name
Maleic anhydride
Molecular formula
C4H2O3
Molecular weight
98.06

Names & synonyms

MALEIC ANHYDRIDE2,5-Furandionefuran-2,5-dione108-31-6Toxilic anhydrideMaleic acid anhydridecis-Butenedioic anhydrideDihydro-2,5-dioxofuranMaleinanhydridRCRA waste number U1472,5-FuranedioneAnhydrid kyseliny maleinove
Show more names
MAMaleicMANMALIEC ANHYDRIDEANHYDRIDE MALEICMALEIC ANHYDRIDE 99.5%mala
DTXSID7024166CHEBI:474859V5877ZJZ25NSC-137651DTXCID804166Anhydride, MaleicRefChem:5978203-571-6

Database identifiers

CAS
108-31-6、184288-31-1
PubChem CID
7923
DTXSID
DTXSID7024166
ChEMBL
CHEMBL374159
ChEBI
CHEBI:474859
UNII
V5877ZJZ25
EC Number
203-571-6、606-024-3
Nikkaji
J2.419H

Properties

Computed structural properties

XLogP
-0.1
Topological polar surface area
43.4 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
3
Rotatable bonds
0
Heavy atoms
7

Physicochemical properties

Melting point
51 · 51-56 °C (lit.)
Boiling point
200 °C · 200 °C (lit.)
Density
1.48 · 1.48
bulk density
700 · 700-800kg/m3
vapor density
3.4 · 3.4 (vs air)
vapor pressure
0.16 mm · 0.16 mm Hg ( 20 °C)

Safety & regulation

Safety data

F
21
OEB
C
OEL
TWA: 1 mg/m3 (0.25 ppm)
PPE
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
wgk
1
IDLA
10 mg/m3

Chemistry & industry

Applications · 4 items

DescriptionMaleic Anhydride (MAN) is an organic compound with the chemical formula C4H203. It is the acid anhydride of maleic acid and in its pure state it is a colourless or white solid with an acrid odour. Maleic anhydride is truly a remarkable molecule in that it possesses two types of chemical functionality making it uniquely useful in chemical synthesis and applications.Maleic Anhydride is a multifunctional chemical intermediate with applications in several fields of chemical industry. Its major end use is as feedstock in the production of unsaturated polyester resins (UPR).These resins are used both in glass-reinforced and in unreinforced applications. The UPR end uses includes a wide range of applications in construction, marine and automobile industries.

UsesMaleic Anhydride is heterocyclic compound used in the manufacture of unsaturated polyester resins. It has a wide range of other applications; it is used in synthetic tensides, insecticides, herbicides and fungicides.

UsesMaleic anhydride is used in Diels-Alder syntheses (as a dienophile), manufacture of alkyd-type of resins, dye intermediates, pharmaceuticals, agricultural chemicals (maleic hydrazide, malathion), in copolymerization reactions.

General DescriptionColorless crystalline needles, flakes, pellets, rods, briquettes, lumps or a fused mass. Melts at 113°F. Shipped both as a solid and in the molten state. Vapors, fumes and dusts strong irritate the eyes, skin and mucous membranes. Flash point 218°F. Autoignition temperature 890°F. Used to make paints and plastics and other chemicals.

Preparation methods · 1 item

PreparationTo a flask equipped with a Dean-Stark trap, condenser, and mechanical stirrer is added 116 gm (1.0 mole) of maleic acid and 120 ml of tetrachloroethane. The contents are heated, the water (18 ml, 1.0 mole) distilled off as the azeotrope, and the residue distilled under reduced pressure to afford 87.7 gm (89.5%) of the anhydride, b.p. 82-84°C (15 mm), m.p. 53°C. The residue remaining in the flask consists of about 10 gm of fumaric acid, m.p. 287°C. Fumaric and maleic acids both give maleic anhydride on heating. Fumaric acid must first be heated to a higher temperature to effect its conversion to maleic acid prior to its dehydration.

Suppliers2 total

湖北瑞玛标物科技有限公司15787879035 15787875101 · [email protected]
南雄市普强生物科技有限公司15702096460 13602449734 · [email protected]

Additional notes

DefinitionChEBI: Maleic anhydride is a cyclic dicarboxylic anhydride that is the cyclic anhydride of maleic acid. It has a role as an allergen. It is a cyclic dicarboxylic anhydride and a member of furans.

Related reactions

1,129 records

Linked notes

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