Name | 2,3-Dimethylmaleic anhydride |
Synonyms | 3,4-dimethyl-5-furandione 3,4-dimethylfuran-2,5-dione 3,4-Dimethyl-2,5-furandione 2,3-Dimethylmaleic anhydride 3,4-dimethyl-2,5-furanedione 2,5-Furandione,3,4-dimethyl- 2,2'-Dimethylmaleinsαureanhydrid alpha,beta-Dimethylmaleic anhydride 4,5-Dimethyl-1,3-Dioxa-2-Oxo-Cyclopentene |
CAS | 766-39-2 |
EINECS | 212-165-8 |
InChI | InChI=1/C6H6O3/c1-3-4(2)6(8)9-5(3)7/h1-2H3 |
Molecular Formula | C6H6O3 |
Molar Mass | 126.11 |
Density | 1.107 g/cm3 (100℃) |
Melting Point | 93-96 °C (lit.) |
Boling Point | 223 °C (lit.) |
Flash Point | 222-223°C |
Water Solubility | Soluble in ethanol, ether and chloroform. Slightly soluble in water. |
Solubility | Chloroform (Slightly), Ethyl Acetate (Slightly) |
Vapor Presure | 0.0986mmHg at 25°C |
Appearance | Crystalline powder |
Color | White to Off-White |
BRN | 112044 |
Storage Condition | Store below +30°C. |
Sensitive | Moisture Sensitive |
Refractive Index | 1.5627 (estimate) |
MDL | MFCD00005523 |
Risk Codes | 22 - Harmful if swallowed |
Safety Description | S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S28A - S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
WGK Germany | 3 |
RTECS | ON4025000 |
FLUKA BRAND F CODES | 9-21 |
TSCA | Yes |
HS Code | 2917 19 80 |
NIST chemical information | information provided by: webbook.nist.gov (external link) |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
Use | 2, 3-dimethylmaleic anhydride is used to produce 1, 4-butanediol, γ-butyrolactone, Tetrahydrofuran, succinic acid, unsaturated polyester resin, alkyd resin and other raw materials, also used in medicine and pesticide. Act as a collector in metal beneficiation. It is used in organic synthesis and also as a synthetic fiber intermediate. 2, 3-dimethylmaleic anhydride is an important basic raw material of unsaturated organic anhydride, which is used in the production of pesticides for the synthesis of organophosphorus pesticide malathion, pyridazine thiophos Intermediate 1-phenyl -3, 6-dihydroxypyridazine, and pyrethroid insecticide pyrethroid, bactericide, clindan intermediates, in addition, also used for the production of Unsaturated Polyester Resin, ink additives, paper additives, coatings and pharmaceutical industry, food industry, etc. |
synthesis method | to 2-aminopyridine (129)(94.1g,1.0 mol) to the boiling solution in AcOH(200 mL), a solution of maleic anhydride (128)(196.2g,2.0 mol) in AcOH (300 mL) was added dropwise over 1 hour. A strong CO2 evolution was observed. The mixture was heated at reflux for an additional 2.5 hours and then the acetic acid was distilled off via a Claisen Bridge. After addition of 2 M H2SO4(600 mL), the mixture was stirred under reflux for 2 hours. After cooling, the precipitated crystals were filtered off and washed with 2 M H2SO4(3 x 50 mL) and H2O(2 x 50 mL). Light brown flakes (obtained after 24 hours in a desiccator (P2O5)) were sublimed at 60 °c and 0.02 mbar. Yield: 68.0g(0.54 mmol,54%) of colorless crystalline 2, 3-dimethylmaleic anhydride, Rf(SiO2)= 0.46(c-hexane/EA 1:1). mp 91-92 degrees Celsius (95 degrees Celsius). fig.2, synthesis of 3-dimethylmaleic anhydride |
toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |