Diethyl maleate
- CAS No.
- 141-05-9
- Chemical Name:
- Diethyl maleate
- Synonyms
- DEM;Staflex DEM;ETHYL MALEATE;iethylmaleate;DIETHYL MALEATE;Diethyl malcate;DiethylMaleate>Diethylbutenedioate;Maleic acid diethyl;Diethyl Maleate 97%
- CBNumber:
- CB5772427
- Molecular Formula:
- C8H12O4
- Molecular Weight:
- 172.18
- MOL File:
- 141-05-9.mol
- Modify Date:
- 2024/7/9 21:58:15
| Melting point | -10 °C (lit.) |
|---|---|
| Boiling point | 225 °C (lit.) |
| Density | 1.064 g/mL at 25 °C (lit.) |
| vapor density | 5.93 (vs air) |
| vapor pressure | 1 mm Hg ( 14 °C) |
| refractive index |
n |
| Flash point | 200 °F |
| storage temp. | Sealed in dry,Room Temperature |
| solubility | 14mg/l |
| form | Liquid |
| color | Clear |
| Odor | at 100.00 %. fruity banana citrus |
| Odor Type | fruity |
| Water Solubility | insoluble |
| Merck | 14,3123 |
| BRN | 1100825 |
| Dielectric constant | 8.6（23℃） |
| Stability | Stable. Combustible. Incompatible with oxidizing agents, bases, acids, reducing agents. |
| InChIKey | IEPRKVQEAMIZSS-AATRIKPKSA-N |
| LogP | 2.2 |
| CAS DataBase Reference | 141-05-9(CAS DataBase Reference) |
| NIST Chemistry Reference | 2-Butenedioic acid (Z)-, diethyl ester(141-05-9) |
| EPA Substance Registry System | 2-Butenedioic acid (2Z)-, 1,4-diethyl ester (141-05-9) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H317-H319-H412 | |||||||||
| Precautionary statements | P280-P305+P351+P338 | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36-43-52/53 | |||||||||
| Safety Statements | 26-36/37-37-24-24/25 | |||||||||
| RIDADR | 3334 | |||||||||
| WGK Germany | 2 | |||||||||
| RTECS | ON1225000 | |||||||||
| Autoignition Temperature | 662 °F | |||||||||
| TSCA | Yes | |||||||||
| HS Code | 29171990 | |||||||||
| Toxicity | LD50 orally in rats: 0.30 g/kg (Smyth) | |||||||||
| NFPA 704 |
|
Diethyl maleate price More Price(12)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | W505005 | Diethyl maleate ≥96%, FG | 141-05-9 | 1SAMPLE | ₹4990.33 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | W505005 | Diethyl maleate ≥96%, FG | 141-05-9 | 1KG | ₹8595.05 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | W505005 | Diethyl maleate ≥96%, FG | 141-05-9 | 10KG | ₹51743.5 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | D97703 | Diethyl maleate 97% | 141-05-9 | 5G | ₹1558.8 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | D97703 | Diethyl maleate 97% | 141-05-9 | 100G | ₹2576.35 | 2022-06-14 | Buy |
Diethyl maleate Chemical Properties,Uses,Production
Chemical Properties
Diethyl maleate is a colorless clear liquid between the temperatures of -10°C (pour point) and 225°C (boiling point). Insoluble in water, soluble in ethanol and ether. its odor type is fruity and its odor at 100% is described as "fruity bananacitrus". It is prohibited by lFRA and theEU because of sensitization and is notused anymore as fragrance.
Occurrence
Has apparently not been reported to occur in nature.
Uses
Diethyl maleate can be used for the preparation of organophosphorus insecticide malathion. It is unsaturated polyester resins that are used in applications, such as reinforced glass fiber for boats, piping, bathtubs, roof panels, etc., and as protective coatings, finishes, and lacquers.
Definition
ChEBI: Diethyl maleate is a maleate ester resulting from the formal condensation of both carboxy groups of maleic acid with ethanol. A colourless liquid at room temperature (m.p. -10℃) with boiling point 220℃ at 1 atm., it is commonly used as a dienophile for Diels-Alder-type cycloaddition reactions in organic synthesis. It has a role as a glutathione depleting agent. It is a maleate ester and an ethyl ester. It derives from an ethanol.
Preparation
Diethyl maleate is synthesized by the direct esterification of maleic anhydride and ethanol in the presence of sulfuric acid. Esterification is a commonly used reaction in organic synthesis.
General Description
Diethyl maleate is reported to occur in the cabernet sauvignon wine.
Synthesis
5g maleic anhydride, 12g dehydrated alcohol, 0.3g acid zeolite, 15ml benzene are added to the reaction vessel, install water trap, reflux condensing tube, and thermometer on the reaction vessel, reflux water-dividing is carried out in heating, reaction reacts 30min again after occurring without the globule, stops heating, after normal temperature cooling 30min, release water layer, reaction solution washes with water, distill after drying, first steam front-end volatiles, the cut regathering 216 ~ 220 DEG C is product Diethyl maleate.
Metabolism
α/β-Unsaturated compounds, such as diethyl maleate, react enzymically with gluta thione. The reaction has been demonstrated in fractions of rat liver (Boyland & Chasseaud, 1967) and avian liver (Wit & Snel, 1968). The enzyme differs from other known S-alkyl, S-aryl and S- epoxide transferase enzymes responsible for glutathione-conjugate formation (Boyland & Chasseaud, 1967). Diethyl maleate, administered parenterally to rats, reduced the hepatic glutathione content (Boyland & Chasseaud, 1970; Varga, Fischer & Szily, 1974). The latter workers also showed that diethyl maleate pretreatment of rats inhibited the glutathione conjugation of subsequently-adminis tered bromsulphthalein.
Diethyl maleate Preparation Products And Raw materials
Raw materials
Preparation Products
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chevron_right| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| KLJ Group | +91-1141427427 +91-1145371400 | New Delhi, India | 29 | 58 | Inquiry |
| TCI Chemicals (India) Pvt. Ltd. | 1800 425 7889 | New Delhi, India | 6778 | 58 | Inquiry |
| Alfa Aesar | 1 800 209 7001 | Maharashtra, India | 6913 | 58 | Inquiry |
| CLEARSYNTH LABS LTD. | +91-22-45045900 | Hyderabad, India | 6351 | 58 | Inquiry |
| A.J Chemicals | 91-9810153283 | New Delhi, India | 6124 | 58 | Inquiry |
| Ramco Organics | 91-22-28621818 | Maharashtra, India | 48 | 58 | Inquiry |
| KLJ Group | 09910053700 | Delhi, India | 23 | 58 | Inquiry |
| HiMedia Laboratories | 91-22-61471919 | Maharashtra, India | 1843 | 58 | Inquiry |
| Henan Fengda Chemical Co., Ltd | +86-371-86557731 +86-13613820652 | China | 20324 | 58 | Inquiry |
| Hebei Yanxi Chemical Co., Ltd. | +86-17531190177; +8617531190177 | China | 6011 | 58 | Inquiry |
| Supplier | Advantage |
|---|---|
| KLJ Group | 58 |
| TCI Chemicals (India) Pvt. Ltd. | 58 |
| Alfa Aesar | 58 |
| CLEARSYNTH LABS LTD. | 58 |
| A.J Chemicals | 58 |
| Ramco Organics | 58 |
| KLJ Group | 58 |
| HiMedia Laboratories | 58 |
| Henan Fengda Chemical Co., Ltd | 58 |
| Hebei Yanxi Chemical Co., Ltd. | 58 |
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