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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
MDL Number:
MFCD00009191
MOL File:
141-05-9.mol
Last updated:2024-05-01 11:53:09

Diethyl maleate Properties

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)
Indirect Additives used in Food Contact Substances ETHYL MALEATE
FDA UNII G81WQB56OL
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)  GHS hazard pictograms
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
1
0

Diethyl maleate price More Price(31)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich D97703 Diethyl maleate 97% 141-05-9 5g $36.4 2024-03-01 Buy
Sigma-Aldrich 07553 Diethyl maleate analytical standard 141-05-9 1ml $85.6 2022-05-15 Buy
TCI Chemical M0010 Diethyl Maleate >90.0%(GC) 141-05-9 25mL $19 2024-03-01 Buy
TCI Chemical M0010 Diethyl Maleate >90.0%(GC) 141-05-9 500mL $41 2024-03-01 Buy
Alfa Aesar L03876 Diethyl maleate, 97% 141-05-9 5g $16.65 2024-03-01 Buy
Product number Packaging Price Buy
D97703 5g $36.4 Buy
07553 1ml $85.6 Buy
M0010 25mL $19 Buy
M0010 500mL $41 Buy
L03876 5g $16.65 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 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.

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.

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View Lastest Price from Diethyl maleate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Diethyl maleate pictures 2024-05-01 Diethyl maleate
141-05-9
US $200.00-95.00 / kg 1kg 99% 20ton Hebei Zhuanglai Chemical Trading Co.,Ltd
Diethyl maleate pictures 2023-12-25 Diethyl maleate
141-05-9
US $5.00-2.40 / KG 1KG 99% 100 ton/month Henan Fengda Chemical Co., Ltd
Diethyl maleate pictures 2023-09-27 Diethyl maleate
141-05-9
US $20.00-3.00 / kg 1kg 0.99 20 tons Hebei Yanxi Chemical Co., Ltd.
  • Diethyl maleate pictures
  • Diethyl maleate
    141-05-9
  • US $200.00-95.00 / kg
  • 99%
  • Hebei Zhuanglai Chemical Trading Co.,Ltd
  • Diethyl maleate pictures
  • Diethyl maleate
    141-05-9
  • US $5.00-2.40 / KG
  • 99%
  • Henan Fengda Chemical Co., Ltd
  • Diethyl maleate pictures
  • Diethyl maleate
    141-05-9
  • US $20.00-3.00 / kg
  • 0.99
  • Hebei Yanxi Chemical Co., Ltd.
(Z)-2-BUTENEDIOIC ACID DIETHYL ESTER (Z)-DIETHYL-2-HYDROXYBUTENEDIOATE MALEIC ACID DIETHYL ESTER Diethyl (2Z)-2-butenedioate Diethylester kyseliny maleinove diethylesterkyselinymaleinove kIaleins5urediαthylester DIETHYL MALEATE DIETHYL-2-HYDROXYBUTANEDIOATE CIS-DIETHYL-2-BUTENEDIOATE ETHYL MALEATE DIETHYL MALEATE 96+% Diethyl maleate, remainder ca.10% diethyl fumarate, ca.90% 2-Butenedioic acid (2Z)-, diethyl ester 2-BUTENEDIOIC ACID (Z)-, DIETHYL ESTER cis-Propenoic acid diethyl ester Diethyl malcate Diethylbutenedioate Diethyl (Z)-but-2-enedioate Staflex DEM Diethyl maleate, ca.90%, remainder ca.10% diethyl fumarate Diethyl maleate, remainder ca.10% diethyl fumarate (Z)-2-Butenedioic acid diethyl Diethyl (Z)-butenedioate Diethyl cis-ethylene-1,2-dicarboxylate Maleic acid diethyl Diethyl maleate,Maleic acid diethyl ester Diethyl maleate, tech 90% Diethyl maleate 10g [141-05-9] Diethyl Maleate, reMainder ca.10% diethyl fuMarate, ca.90% 250GR Maleic Acid Diethyl Ester Ethyl Maleate DIETHYL MALEATE FOR SYNTHESIS Diethyl-2-butenedioate Diethyl Maleate 97% Diethyl maleate, ca.90% intermediate for Malathion Ethyl maleate|Maleic acid|diethyl ester|Maleic acid diethyl ester Diethyl (Z)-2-butenedioate Diethyl Maleate(DEM) Irsogladine Impurity 3 2-Butenedioic acid (2Z)-, 1,4-diethyl ester Diethyl maleate@1000 μg/mL in EtOH DiethylMaleate> 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 DEM 141-05-9 C2H5OCOCHCHCOOC2H5 C2H5OOCCHCHCOOC2H5 C8H12O4C8H12O4C8H12O4 C8 to C9 Carbonyl Compounds Building Blocks Fatty Acid Esters (Plasticizer) Plasticizer Organic Building Blocks