Name | Dimethyl Maleate |
Synonyms | DMM sipomerdmm Sipomer DMM Sipomer DMM 6 Dimethyl Maleate dimethyl but-2-enedioate maleic acid dimethyl ester TwoMethyl esterof Maleic acid dimethyl (2Z)-but-2-enedioate dimethylesterkyselinymaleinove Dimethylester kyseliny maleinove 2-Butenedioic acid,dimethyl ester Maleic Acid Dimethyl EsterMethyl Maleate |
CAS | 624-48-6 |
EINECS | 210-848-5 |
InChI | InChI=1/C6H8O4/c1-9-5(7)3-4-6(8)10-2/h3-4H,1-2H3/b4-3- |
Molecular Formula | C6H8O4 |
Molar Mass | 144.13 |
Density | 1.152g/mLat 25°C(lit.) |
Melting Point | -19°C |
Boling Point | 204-205°C(lit.) |
Flash Point | 196°F |
Water Solubility | Miscible with water. |
Solubility | water: soluble77.9g/L at 20°C |
Vapor Presure | 48Pa at 25℃ |
Appearance | Transparent liquid |
Color | Clear |
BRN | 471705 |
Storage Condition | Sealed in dry,Room Temperature |
Stability | Stable. Combustible. Incompatible with acids, bases, reducing agents, strong oxidizing agents. |
Refractive Index | n20/D 1.441(lit.) |
MDL | MFCD00008459 |
Physical and Chemical Properties | Density 1.152 boiling point 204-205°C refractive index 1.441-1.443 flash point 91°C |
Use | Used as resin polymerization monomer, organic synthesis Intermediate |
Risk Codes | 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 R37 - Irritating to the respiratory system R34 - Causes burns R22 - Harmful if swallowed |
Safety Description | 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 vapour. 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. |
UN IDs | UN 2810 6.1/PG 3 |
WGK Germany | 1 |
RTECS | EM6300000 |
TSCA | Yes |
HS Code | 29171990 |
Hazard Class | 6.1(b) |
Packing Group | III |
Raw Materials | Methyl alcohol |
Downstream Products | 2-Phosphonobutane-1,2,4-tricarboxylic acid |
Reference Show more | 1. Qi Yan, Liu Yongjun. One-step synthesis of oleoresin bislactone-type precursor promoted by metal samarium [J]. Journal of Qingdao University of Science and Technology (Natural Science Edition), 2019, 40(03):24-26 32. |
LogP | 0.52 at 35℃ |
NIST chemical information | information provided by: webbook.nist.gov (external link) |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
Application | dimethyl maleate is an important organic chemical raw materials, used as plasticizer, fatty oil preservatives and raw materials for organic synthesis. Dimethyl maleate is used in the production of 1, 4-butanediol, Tetrahydrofuran, γ-butyrolactone, dimethyl succinate, etc. through different catalytic hydrogenation processes, 4-butanediol and dimethyl succinate continue to be used in the production of fully biodegradable plastic polybutylene succinate (PBS). |
preparation | the mixed gas containing maleic anhydride after preliminary cooling by heat exchange enters the bottom of the absorption column and is brought into countercurrent contact with dimethyl maleate sprayed at the top of the column to obtain an absorption liquid. The esterification tower is filled with solid acid esterification catalyst packing, and the absorption liquid is pumped from the top of the esterification tower to react with methanol vapor at the bottom of the esterification tower to obtain crude dimethyl maleate, and the dimethyl maleate product is obtained by distillation, part is returned for spray absorption of maleic anhydride. Methanol and water are separated by steam distillation of aqueous methanol at the top of the column, and methanol is returned for esterification reaction. The temperature of the mixed gas containing maleic anhydride after preliminary cooling by heat exchange is 130 ° C. To 170 ° C., and the content of maleic anhydride is 0.4mol% to 0.7mol%. The Solid acid esterification catalyst is one of a 732 strong acid cation exchange resin, a D001 macroporous strong acid cation exchange resin, and a HZSM-5 molecular sieve. The esterification reaction conditions are: Temperature 50 ℃ ~ 90 ℃, Residence Time 2h ~ 6H. |
Use | used as resin polymerization monomer, organic synthesis intermediate prepared by esterification reaction of maleic acid and methanol. It is used as a plasticizer for high molecular weight monomers and synthetic resins. Also used in the system of pesticides, fungicides, anti-rust additives. It is also used as an organic solvent. |
production method | 1. Prepared by esterification of maleic acid and methanol. Purification method: washing with dilute sodium carbonate solution, drying anhydrous potassium carbonate or sodium sulfate and distilling under reduced pressure. |