diethylmaleate

Modify Date: 2025-08-22 11:22:46

diethylmaleate Structure
diethylmaleate structure
 Common Name diethylmaleate
CAS Number 141-05-9 Molecular Weight 172.178
Density 1.1±0.1 g/cm3 Boiling Point 214.0±0.0 °C at 760 mmHg
Molecular Formula C8H12O4 Melting Point −10 °C(lit.)
MSDS Chinese USA Flash Point 93.3±0.0 °C
Symbol GHS07
GHS07		 Signal Word Warning

 Use of diethylmaleate


Diethyl maleate is a maleate ester resulting from the formal condensation of both carboxy groups of maleic acid with ethanol. Diethyl maleate (DEM), a thiol-reactive α,β-unsaturated carbonyl compound, depletes glutathione (GSH) in exposed cells[1].

 Names

Name diethyl maleate
Synonym More Synonyms

 diethylmaleate Biological Activity

Description Diethyl maleate is a maleate ester resulting from the formal condensation of both carboxy groups of maleic acid with ethanol. Diethyl maleate (DEM), a thiol-reactive α,β-unsaturated carbonyl compound, depletes glutathione (GSH) in exposed cells[1].
Related Catalog
References

[1]. Andrea Gille, et al. Nuclear trapping of inactive FOXO1 by the Nrf2 activator diethyl maleate. Redox Biol. 2019 Jan;20:19-27.

 Chemical & Physical Properties

Density 1.1±0.1 g/cm3
Boiling Point 214.0±0.0 °C at 760 mmHg
Melting Point −10 °C(lit.)
Molecular Formula C8H12O4
Molecular Weight 172.178
Flash Point 93.3±0.0 °C
Exact Mass 172.073563
PSA 52.60000
LogP 1.68
Vapour density 5.93 (vs air)
Vapour Pressure 0.2±0.4 mmHg at 25°C
Index of Refraction 1.443
Stability Stable. Combustible. Incompatible with oxidizing agents, bases, acids, reducing agents.
Water Solubility insoluble

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
ON1225000
CHEMICAL NAME :
Maleic acid, diethyl ester
CAS REGISTRY NUMBER :
141-05-9
BEILSTEIN REFERENCE NO. :
1100825
LAST UPDATED :
199806
DATA ITEMS CITED :
11
MOLECULAR FORMULA :
C8-H12-O4
MOLECULAR WEIGHT :
172.20
WISWESSER LINE NOTATION :
2OV1U1VO2

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
Open irritation test
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - rabbit
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
3200 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
5 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
3070 mg/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - lacrimation Gastrointestinal - changes in structure or function of salivary glands Gastrointestinal - hypermotility, diarrhea
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
4 mL/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :
Sex chromosome loss and nondisjunction
TEST SYSTEM :
Rodent - hamster Lung
DOSE/DURATION :
8700 nmol/L
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 182,135,1987 *** OCCUPATIONAL EXPOSURE LIMITS *** OEL-RUSSIA:STEL 1 mg/m3;Skin JAN 1993

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H317-H319-H412
Precautionary Statements P273-P280-P305 + P351 + P338
Personal Protective Equipment Eyeshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter
Hazard Codes Xi:Irritant;
Risk Phrases R43
Safety Phrases S26-S36/37-S37-S24
RIDADR 3334
WGK Germany 2
RTECS ON1225000
HS Code 29171990

 Synthetic Route

 Customs

HS Code 2917190090
Summary 2917190090 acyclic polycarboxylic acids, their anhydrides, halides, peroxides, peroxyacids and their derivatives VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

 Articles37

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 Synonyms

cis-Diethyl maleate
MFCD00009191
diethyl L-malic ester
Diethyl L-(-)-Malate
(S)-(-)-Aepfelsaeure-diethylester
cis-Propenoic acid diethyl ester
Maleic acid, diethyl ester
EINECS 205-451-9
(S)-malic acid diethyl ester
diethylmaleate
2-Butenedioic acid, diethyl ester, (2Z)-
Diethyl (2Z)-2-butenedioate
Diethyl (2Z)-but-2-enedioate
cis-EtO2CCH=CHCO2Et
L-(-)-Malic Acid Diethyl Ester
(S)-(-)-diethyl 2-hydroxybutandioate
diethyl (Z)-but-2-enedioate
diethyl (2Z)but-2-ene-1,4-dioate
1,4-diethyl (2Z)-but-2-enedioate
2-Butenedioic acid (2Z)-, diethyl ester
2-Butenedioic acid (Z)-, diethyl ester
maleic acid diethyl ester
Ethyl Maleate
(2S)-2-hydroxybutanedioic acid diethylester
Diethyl maleate
diethyl (S)-malate
(Z)-2-Butenedioic acid diethyl ester
Irsogladine Impurity 3
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