CAS 766-39-2|dimethyl-2,5-dihydrofuran-2,5-dione|2,3-Dimethylmaleic anhydride|2,5-furandione, 3,4-dimethyl-|2,5-Dihydro-3,4-dimethylfuran-2,5-dione|Dimethylmaleic anhydride|2,3-Dimethylmaleic anhydr...

General Information

Structure

Molecular Formula

C₆H₆O₃

Molecular Mass

126.11004

Exact Mass

126.03169405

Charge

InChI

InChI=1S/C6H6O3/c1-3-4(2)6(8)9-5(3)7/h1-2H3

InChIKey

MFGALGYVFGDXIX-UHFFFAOYSA-N

Canonic Smiles

O=C1OC(=O)C(=C1C)C

Isomeric Smiles

C1(=O)C(=C(C(=O)O1)C)C

Calculated Properties

JChem

H Acceptors

H Donor

LogD (pH = 5.5)

1.3510253

LogD (pH = 7.4)

1.3510253

Log P

1.3510253

Molar Refractivity

30.1158

Polarizability

11.719809

Polar Surface Area

43.37

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Names and Identifiers

Synonyms

2,3-Dimethylmaleic anhydride2,5-Dihydro-3,4-dimethylfuran-2,5-dione2,3-Dimethylmaleic anhydrideDimethylmaleic anhydride2,3-二甲基马来酸酐二甲基马来酸酐3,4-dimethyl-2,5-dihydrofuran-2,5-dioneDimethylmaleic anhydride2,3-二甲基马来酸酐二甲基马来酸酐3,4-DiMethylfuran-2,5-dione3,4-Dimethyl-2,5-furandione

IUPAC name

dimethyl-2,5-dihydrofuran-2,5-dione

IUPAC Traditional name

2,5-furandione, 3,4-dimethyl-

Names and Identifiers

Registration numbers

MDL Number

MFCD00005523

CAS Number

766-39-2

EC Number

212-165-8

PubChem SID

2486545616203570224893512

Beilstein Number

112044

PubChem CID

13010

Registration numbers

Properties

Related Proteins

No Data Available

Click here to submit data

Molecular Spectra

No Data Available

Click here to submit data

Molecule Details

MP Biomedicals

02150942

Crystalline
Reagent to modify ε-amino groups of elastase and subtilisin.

Sigma Aldrich

D167800

Packaging
5, 25, 100 g in glass bottle
Application
Reagent used in the synthesis of maleimides1 and as an amino group protecting agent for superoxide dismutase.2

40750

Other Notes
Reagent for the dissociation of ribosomal proteins1; Diels-Alder reactions2

Molecule Details

References

PubChem Literature

From Data Sources

• Does not undergo Diels-Alder reactions with furan, but does react with 1,3-Diphenylisobenzofuran, L00101, to give benzocantharadin: J. Org. Chem., 47, 4011 (1982).

• The use of the dimethylmaleoyl (DMM) group has been investigated for amino group protection in oligosaccharide synthesis. The DMM group is introduced using triethylamine as base. It promotes ? -linkage by neighboring group participation and is stable to acids and non-nucleophilic bases. Cleavage can be brought about by treatment with dilute aqueous NaOH: Eur. J. Org. Chem., 2305 (1998).

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

Synonyms

IUPAC name

dimethyl-2,5-dihydrofuran-2,5-dione

IUPAC Traditional name

2,5-furandione, 3,4-dimethyl-

Registration numbers

MDL Number

MFCD00005523

CAS Number

766-39-2

EC Number

212-165-8

PubChem SID

2486545616203570224893512

Beilstein Number

PubChem CID

Molecule Details

Crystalline
Reagent to modify ε-amino groups of elastase and subtilisin.

Sigma Aldrich

D167800

Packaging
5, 25, 100 g in glass bottle
Application
Reagent used in the synthesis of maleimides1 and as an amino group protecting agent for superoxide dismutase.2

40750

Other Notes
Reagent for the dissociation of ribosomal proteins1; Diels-Alder reactions2

References

PubChem Literature

From Data Sources

• Does not undergo Diels-Alder reactions with furan, but does react with 1,3-Diphenylisobenzofuran, L00101, to give benzocantharadin: J. Org. Chem., 47, 4011 (1982).

Bioactivity

PubChem BioAssay

Properties

Molecule

ID:69977