MALEIC ANHYDRIDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C4H2O3
Molecular Weight	98.0569
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O=C1OC(=O)C=C1

InChI

InChIKey=FPYJFEHAWHCUMM-UHFFFAOYSA-N

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

HIDE SMILES / InChI

Molecular Formula	C4H2O3
Molecular Weight	98.0569
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
A highly tunable family of chiral bisphospholanes for rh-catalyzed enantioselective hydrogenation reactions.	2006-06-23	16673427
Multivalent antimicrobial peptides from a reactive polymer scaffold.	2006-06-15	16759083
New paramagnetic supramolecular adducts for MRI applications based on non-covalent interactions between Gd(III)-complexes and beta- or gamma-cyclodextrin units anchored to chitosan.	2006-05	16412512
Bioengineering Functional Copolymers. IX. Poly[(maleic anhydride-co-hexene-1)-g-poly(ethylene oxide)].	2006-04-12	16572476
Increased thermal and organic solvent tolerance of modified horseradish peroxidase.	2006-04	16452119
Pulsed plasma polymerized maleic anhydride films in humid air and in aqueous solutions studied with optical waveguide spectroscopy.	2006-03-14	16519489
The method of surface PEGylation influences leukocyte adhesion and activation.	2006-03	16555112
Intercalation/Exfoliation mechanism of hybrid formation in polypropylene/lamellar mesostructured silica nanocomposites.	2006-02	16573055
Polyethylene organo-clay nanocomposites: the role of the interface chemistry on the extent of clay intercalation/exfoliation.	2006-02	16573030
Rofecoxib increases susceptibility of human LDL and membrane lipids to oxidative damage: a mechanism of cardiotoxicity.	2006	16785833
Synthesis of highly functionalized pyrrolidines via a mild one-pot, three-component 1,3-dipolar cycloaddition process.	2005-12-23	16356011
Kinetic and spectroscopic studies of the [palladium(Ar-bian)]-catalyzed semi-hydrogenation of 4-octyne.	2005-11-09	16262411
Rapid polymer brush growth by TEMPO-mediated controlled free-radical polymerization from swollen plasma deposited poly(maleic anhydride) initiator surfaces.	2005-11-08	16262358
In-plane enyne metathesis and subsequent Diels-Alder reactions on self-assembled monolayers.	2005-11-08	16262283
Domino 6pi-electrocyclization/Diels-Alder reactions on 1,6-disubstituted (E,Z,E)-1,3,5-hexatrienes: versatile access to highly substituted tri- and tetracyclic systems.	2005-11-04	16110521
Synthesis and properties of chiral N,N-maleoyl derivatives and Diels-Alder reactions with cyclopentadiene.	2005-11	16320940
Functional films of maleic anhydride copolymers under physiological conditions.	2005-09-16	16134087
Preparation and applications of weak acid cation exchanger based on monodisperse poly(ethylvinylbenzene-co-divinylbezene) beads.	2005-08-26	16106842
Maleic anhydride adsorption on silicon (001).	2005-08-15	16229611
An experimental and theoretical study of stereoselectivity of furan-maleic anhydride and furan-maleimide diels-alder reactions.	2005-08-05	16050690
Shell-crosslinked nanostructures from amphiphilic AB and ABA block copolymers of styrene-alt-(maleic anhydride) and styrene: polymerization, assembly and stabilization in one pot.	2005-07-14	15983640
Solvent free vapor phase photografting of maleic anhydride onto poly(ethylene terephthalate) and surface coupling of fluorinated probes, PEG, and an RGD-peptide.	2005-07-12	16004473
Synthesis and structure of cyclopropano-annelated homosesquinorbornene derivatives containing pyramidalized double bonds: evidence for the sterical effect of a cyclopropyl group on the degree of C=C double-bond pyramidalization.	2005-07-08	15989319
Grafting reaction of poly(D,L)lactic acid with maleic anhydride and hexanediamine to introduce more reactive groups in its bulk.	2005-07	15889445
Single-step covalent functionalization of polylactide surfaces.	2005-06-22	15954795
Barriers to coliphage infection of commensal intestinal flora of laboratory mice.	2005-04-15	15833115
Evaluation of a water-soluble bioadhesive patch for photodynamic therapy of vulval lesions.	2005-04-11	15778040
On the Diels-Alder reactions of pentadienyl maleates and citraconates.	2005-04-07	15785820
Novel, fluorescent, magnetic, polysaccharide-based microsphere for orientation, tracing, and anticoagulation: preparation and characterization.	2005-03-15	15762676
Production of starch foams by twin-screw extrusion: effect of maleated poly(butylene adipate-co-terephthalate) as a compatibilizer.	2005-03-15	15762645
1H and 13C nuclear magnetic resonance studies of the hindered phencyclone adducts of some smaller branched N-alkyl maleimides: rigorous aryl proton assignments with high-resolution two-dimensional (COSY45) spectroscopy, and anisotropic shielding effects and ab initio geometry optimizations.	2005-03	15901318
Kinetics and mechanistic study of the reaction of cyclic anhydrides with substituted phenols. Structure-reactivity relationships.	2005-02-18	15704982
Double diels-alder reactions of linear conjugated tetraenes.	2005-02-18	15704947
Diels-Alder chemistry on alkene functionalized films.	2005-02-15	15697288
Optimisation of the fluorescein diacetate antibacterial assay.	2005-01	15567221
1H chemical shifts in NMR. Part 21--prediction of the 1H chemical shifts of molecules containing the ester group: a modelling and ab initio investigation.	2005-01	15390026
Physical characterization of coupled poly(lactic acid)/starch/maleic anhydride blends plasticized by acetyl triethyl citrate.	2004-11-20	15543543
[In-situ transient DRIFTS studies of the reaction pathway of n-butane selective oxidation over (VO)2P2O7 catalysts].	2004-11	15762463
Synthesis and biological activity of new derivatives of 3-(3,4-diaryl-1,2,4-triazole-5-yl)propenoic acid.	2004-10	15464621
[Synthesis and luminescence properties of reactive ternary europium complexes].	2004-09	15762514
Covalently immobilized thrombomodulin inhibits coagulation and complement activation of artificial surfaces in vitro.	2004-09	15109834
Multicomponent reactions of diazoamides: diastereoselective synthesis of mono- and bis-spirofurooxindoles.	2004-08-20	15307733
Mechanical properties of poly(lactic acid)/starch composites compatibilized by maleic anhydride.	2004-07-13	15244463
Studies related to carba-pyranoses: a radical decarboxylation approach to monocarba-disaccharides.	2004-07-07	15227547
Determination of airborne anhydrides using LC-MS monitoring negative ions of di-n-butylamine derivatives.	2004-07	15237294
Synthesis and antiinflammatory activity of some 2-arylamino-2-thiazoline-4-ones.	2004-04-15	15080593
Mass spectra of copolymers which display compositional drifts or sequence constraints.	2004-03	14998539
Use of the affinity chromatography principle in creating new thromboresistant materials.	2004-02-05	14698264
Sensitized photooxygenation of the fungicide furalaxyl.	2004	15341311
Endothelial cell adhesion on bioerodable polymers.	2001-07	15348254

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:20:13 GMT 2025` Edited by `admin` on `Mon Mar 31 18:20:13 GMT 2025`
Record UNII	V5877ZJZ25
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-137651

Preferred Name

English

MALEIC ANHYDRIDE

Official Name

English

MALEIC ANHYDRIDE [MI]

Common Name

English

2,5-FURANDIONE

Systematic Name

English

MALEIC ANHYDRIDE [HSDB]

Common Name

English

CIS-BUTENEDIOIC ANHYDRIDE

Systematic Name

English

TOXILIC ANHYDRIDE

Common Name

English

Code System Code Type Description

EPA CompTox

DTXSID7024166