Diethyl maleate

ChemicalBook > CAS DataBase List > Diethyl maleate

Product Name: 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
Formula Weight: 172.18
MOL File: 141-05-9.mol

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Diethyl maleate Property

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: n20/D 1.441(lit.)
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)

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Safety

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)

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H317May cause an allergic skin reaction

H319Causes serious eye irritation

H412Harmful to aquatic life with long lasting effects

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: D97703
Product name: Diethyl maleate
Purity: 97%
Packaging: 5g
Price: $36.4
Updated: 2024/03/01

Sigma-Aldrich

Product number: 07553
Product name: Diethyl maleate
Purity: analytical standard
Packaging: 1ml
Price: $85.6
Updated: 2022/05/15

TCI Chemical

Product number: M0010
Product name: Diethyl Maleate
Purity: >90.0%(GC)
Packaging: 25mL
Price: $19
Updated: 2024/03/01

TCI Chemical

Product number: M0010
Product name: Diethyl Maleate
Purity: >90.0%(GC)
Packaging: 500mL
Price: $41
Updated: 2024/03/01

Alfa Aesar

Product number: L03876
Product name: Diethyl maleate, 97%
Packaging: 5g
Price: $16.65
Updated: 2024/03/01

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Diethyl maleate Chemical Properties,Usage,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.

Uses

Diethyl Maleate is used as a reagent in the synthesis of several organic compounds including that of polyaspartic acid ester based polyurea coatings. It was found to inhibit MCA and TPA transformed cell growth via modulation of glutathione, mitogen-activated protein kinase and cancer pathways.

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

Phenyl ester Maleic anhydride AMBERLITE(R) IRC-50 Phenethyl alcohol Ethanol 95%

Preparation Products

3-(2-CHLOROPHENYL)PROPIONIC ACID 5-Methoxymethyl-2,3-pyridinedicarboxylic acid Diethyl 2,3-dichlorobutanedioate Fluorene-9-acetic acid Malathion

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View Lastest Price from Diethyl maleate manufacturers

Hebei Chuanghai Biotechnology Co,.LTD

Product: Diethyl Maleate 141-05-9
Price: US $5.00-2.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 10000kg
Release date: 2024-08-23

WUHAN FORTUNA CHEMICAL CO., LTD

Product: Diethyl maleate 141-05-9
Price: US $0.00/Kg/Drum
Min. Order: 1KG
Purity: 98%min
Supply Ability: 20 tons
Release date: 2021-09-23

Hebei Yanxi Chemical Co., Ltd.

Product: Diethyl maleate 141-05-9
Price: US $20.00-3.00/kg
Min. Order: 1kg
Purity: 0.99
Supply Ability: 20 tons
Release date: 2023-09-27

141-05-9, Diethyl maleateRelated Search:

Dimethyl maleate Ethylene glycol diethyl ether Maleimide Diethyl malonate Diethyl oxalate Maleic acid Monomethyl maleate Dibutyltin maleate Chlorphenamine maleate Cinepazide maleate Monoethyl maleate Dioctyl(maleate)tin Mefenpyr-diethyl Diethyl fumarate Maleic hydrazide DIETHYL PHOSPHATE CIS-BUTENEDIOIC ANHYDRIDE Fumaric acid

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intermediate for Malathion

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Staflex DEM

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Irsogladine Impurity 3

2-Butenedioic acid (2Z)-, 1,4-diethyl ester

Diethyl maleate@1000 μg/mL in EtOH

DiethylMaleate&gt

Qualified Diethyl Maleate (DEM) for Pesticide Intermediate

iethylmaleate

DIETHYL MALEATE (CAS NO.141-05-9)

Big Discount Purity 99% Diethyl Maleate CAS 141-05-9 with Best Price

141-05-9

C2H5OCOCHCHCOOC2H5

C2H5OOCCHCHCOOC2H5

C8H12O4C8H12O4C8H12O4

C8 to C9

Carbonyl Compounds

Building Blocks

Fatty Acid Esters (Plasticizer)

Plasticizer

Organic Building Blocks