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108-31-6 - Maleic anhydride, 98+% - cis-Butenedioic anhydride - 2,5-Furandione - A12178 - Alfa Aesar

A12178 Maleic anhydride, 98+%

CAS Number
108-31-6
Synonyms
cis-Butenedioic anhydride
2,5-Furandione

Size Price ($) Quantity Availability
250g 16.48
1000g 23.93
5000g 66.23
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Maleic anhydride, 98+%

MDL
MFCD00005518
EINECS
203-571-6

Chemical Properties

Formula
C4H2O3
Formula Weight
98.06
Melting point
52-56°
Boiling Point
202°
Flash Point
103°(217°F)
Sensitivity
Moisture Sensitive
Solubility
Soluble in water, acetone and dioxane. Slightly soluble in methanol, chloroform and benzene.

Applications

Maleic anhydride is used in the preparation of unsaturated polyester resins, 4-butanediol, fumairc acid, tetrahydrofuran and gamma-butyrolactone. It is also used as lubricating oil additives, dispersants, artificial sweeteners, flavor enhancements, floor polishes and corrosion inhibitors. It finds application in personal care products like hair sprays. Further, it is used in water treatment chemicals, detergents, pharmaceuticals and copolymers. It is an active substrate for Diels-Alder reactions and dimerizes to form cyclobutane tetracarboxylic dianhydride .

Notes

Moisture sensitive. Incompatible with strong oxidizing agents, strong acids, strong bases, strong reducing agents, alkali metals and amines.

Literature References

Reactive dienophile. For a review of its Diels-Alder reactions, see: Org. React., 4, 1 (1948). For examples, see: Org. Synth. Coll., 3, 807 (1955); 4, 890 (1963). For reaction with Danishefsky's diene ( 1-Methoxy-3-trimethyl­siloxy-1,3-butadiene, L14672 ), see: Org. Synth. Coll., 7, 312 (1990).

Also undergoes photochemical and thermal (2+2)-cycloadditions with alkenes. For reaction with 1-alkynes, see: Chem. Ber., 102, 3974 (1969).

For thermal (2+2)-cycloaddition with allene at high temperature, see: Org. Synth. Coll., 5, 459 (1973).

For use in combination with Urea hydrogen peroxide adduct, L13940 , to generate peroxymaleic acid in epoxidation and Baeyer-Villiger reactions, see: Heterocycles, 36, 1075 (1993). Peroxymaleic acid can also be generated in situ from maleic anhydride and 30% H2O2 in NMP, and has been found to be a very effective oxidant for conversion of sulfides to sulfoxides. For a study of stoichiometric and catalytic oxidations with this system, see: J. Org. Chem., 61, 5693 (1996).

Bao, Z.; Lee, E.; Tao, J.; Sun, X. Effect of halloysite and maleic anhydride grafted polypropylene on the isothermal crystallization kinetics of polypropylene based composites. Polym. Sci. Ser. A Polym. Phys. 2015, 57 (6), 889-897.

Chatzidimitriou, A.; Bond, J. Q. Oxidation of levulinic acid for the production of maleic anhydride: breathing new life into biochemicals. Green Chem. 2015, 17 (8), 4367-4376.

GHS Hazard and Precautionary Statements

Hazard Statements: H334-H317-H314-H302

May cause allergy or asthma symptoms or breathing difficulties if inhaled. May cause an allergic skin reaction. Causes severe skin burns and eye damage. Harmful if swallowed.

Precautionary Statements: P260-P285-P261-P280-P303+P361+P353-P305+P351+P338-P301+P330+P331-P304+P340-P405-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. In case of inadequate ventilation wear respiratory protection. Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Merck
14,5704
Beilstein
106909
Hazard Class
8
Packing Group
III
Harmonized Tariff Code
2917.14
TSCA
Yes
RTECS
ON3675000

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