Identification | More | [Name]
Dimethyl maleate | [CAS]
624-48-6 | [Synonyms]
2-BUTENEDIOIC ACID (Z)-,DIMETHYL ESTER CIS-DIMETHYL BUTENEDIOATE DIMETHYL MALEATE DIMETHYL MALEINATE DMM MALEIC ACID, BIS-METHYL ESTER MALEIC ACID DIMETHYL ESTER METHYL MALEATE 2-Butendioic acid, dimethyl ester,-E-) 2-Butenedioic acid, dimethyl ester, (Z)- cis-butenedioicacid,dimethylester Dimethyl (2Z)-2-butenedioate Dimethyl cis-butenedioate Dimethyl cis-ethylenedicarboxylate Dimethylester kyseliny maleinove dimethylester,(z)-2-butenedioicaci dimethylesterkyselinymaleinove Sipomer DMM Sipomer DMM 6 sipomerdmm | [EINECS(EC#)]
210-848-5 | [Molecular Formula]
C6H8O4 | [MDL Number]
MFCD00008459 | [Molecular Weight]
144.13 | [MOL File]
624-48-6.mol |
Chemical Properties | Back Directory | [Appearance]
colourless liquid | [Melting point ]
-19°C | [Boiling point ]
204-205 °C(lit.)
| [density ]
1.152 g/mL at 25 °C(lit.)
| [vapor pressure ]
48Pa at 25℃ | [refractive index ]
n20/D 1.441(lit.)
| [Fp ]
196 °F
| [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
water: soluble77.9g/L at 20°C | [form ]
Liquid | [color ]
Clear | [Odor]
mild char. odor | [Stability:]
Stable. Combustible. Incompatible with acids, bases, reducing agents, strong oxidizing agents. | [Water Solubility ]
Miscible with water. | [BRN ]
471705 | [LogP]
0.52 at 35℃ | [CAS DataBase Reference]
624-48-6(CAS DataBase Reference) | [NIST Chemistry Reference]
2-Butenedioic acid (Z)-, dimethyl ester(624-48-6) | [EPA Substance Registry System]
624-48-6(EPA Substance) |
Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R21/22:Harmful in contact with skin and if swallowed . R36/37/38:Irritating to eyes, respiratory system and skin . R43:May cause sensitization by skin contact. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36/37:Wear suitable protective clothing and gloves . S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) . | [RIDADR ]
UN 2810 6.1/PG 3
| [WGK Germany ]
1
| [RTECS ]
EM6300000
| [TSCA ]
Yes | [HazardClass ]
6.1(b) | [PackingGroup ]
III | [HS Code ]
29171990 |
Hazard Information | Back Directory | [Chemical Properties]
colourless liquid | [Uses]
Dimethyl maleate is widely used in the plastics and chemical
industries and as a vaporization retardant of insecticides. | [Definition]
ChEBI: A maleate ester resulting from the formal condensation of both carboxy groups of maleic acid with methanol. It is commonly used as a dienophile for Diels-Alder-type cycloaddition reactions in organic synthesis. | [Preparation]
Dimethyl maleate can be synthesized from maleic anhydride and methanol, with sulfuric acid acting as acid catalyst, via a nucleophilic acyl substitution for the monomethyl ester, followed by a Fischer esterification reaction for the dimethyl ester. | [General Description]
Dimethyl maleate (DMM) is a reactive dienophile and undergoes ultrasonic irradiation promoted Diels-Alder reaction with substituted furans. Mesoporous siliceous SBA-15-supported Cu catalyzed gas phase hydrogenolysis of DMM to 1,4-butanediol (BDO) has been reported. Aluminium chloride has been reported to accelerate the Diels-Alder reaction of DMM and anthracene. DMM can be synthesized by the esterification of maleic anhydride with sulfuric acid and methanol. | [Flammability and Explosibility]
Nonflammable |
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