ChemicalBook > CAS DataBase List > Diethyl maleate

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
More
Less

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)
More
Less

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)
More
Less

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.

More
Less

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
More
Less

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
More
Less

Diethyl maleate Suppliers

Americas 1 Austria 2 Belgium 4 Canada 2 China 412 Europe 4 France 2 Germany 5 India 8 Japan 8 Slovakia 1 Sweden 1 Switzerland 4 Thailand 1 United Kingdom 5 United States 59 USA 1 Global 520
Pure Chemistry Scientific Inc.
Tel
001-857-928-2050 or 1-888-588-9418
Fax
001-617-206-9595
Email
sales@chemreagents.com
Country
United States
ProdList
10186
Advantage
62
HBCChem, Inc.
Tel
+1-510-219-6317
Fax
+1-650-486-1361
Email
sales@hbcchem.com
Country
United States
ProdList
10648
Advantage
60
TargetMol Chemicals Inc.
Tel
+1-781-999-5354 +1-00000000000
Email
marketing@targetmol.com
Country
United States
ProdList
32165
Advantage
58
Standardpharm Co. Ltd.
Tel
86-714-3992388
Email
overseasales1@yongstandards.com
Country
United States
ProdList
14332
Advantage
58
Alchem Pharmtech,Inc.
Tel
8485655694
Email
sales@alchempharmtech.com
Country
United States
ProdList
63687
Advantage
58
Aladdin Scientific
Tel
+1-+1(833)-552-7181
Email
sales@aladdinsci.com
Country
United States
ProdList
57505
Advantage
58
Aceschem Inc.
Tel
+1-817863-6948 +1-（817）863-6948
Email
sales@aceschem.com
Country
United States
ProdList
19632
Advantage
58
ApexBio Technology
Tel
--
Fax
--
Email
sales@apexbt.com
Country
United States
ProdList
6251
Advantage
58
AccuStandard Inc
Tel
--
Fax
--
Email
info@bester.nl
Country
United States
ProdList
5300
Advantage
76
HBCChem Inc.
Tel
--
Fax
--
Email
sales@hbcchem-inc.com
Country
United States
ProdList
4569
Advantage
30
Monomer Polymer & Dajac Labs
Tel
--
Fax
--
Email
info@monomerpolymer.com
Country
United States
ProdList
1609
Advantage
58
N&M Specialty Chemicals
Tel
--
Fax
--
Email
info@nmspecialty.com
Country
United States
ProdList
252
Advantage
58
Neuchem
Tel
--
Fax
--
Email
INFO@NEUCHEM.COM
Country
United States
ProdList
256
Advantage
58
Penta Manufacturing Company (a division of Penta International Corporation)
Tel
--
Fax
--
Email
@pentamfg.com
Country
United States
ProdList
901
Advantage
58
Selleck Chemicals LLC
Tel
--
Fax
--
Email
sales@selleckchem.com
Country
United States
ProdList
1848
Advantage
58
Global ChemSources Inc.
Tel
--
Fax
--
Country
United States
ProdList
17
Advantage
58
Cymer LLC
Tel
--
Fax
--
Email
michael.politopoulos@cymerllc.com
Country
United States
ProdList
17
Advantage
58
Ivanhoe Industries Inc.
Tel
--
Fax
--
Email
info@ivanhoeindustries.com
Country
United States
ProdList
35
Advantage
58
Alichem Inc.
Tel
--
Fax
--
Email
sales@alichem.com
Country
United States
ProdList
6167
Advantage
58
Synerzine, Inc. (formerly Pyrazine Specialties and CTC Organics)
Tel
--
Fax
--
Email
info@synerzine.com
Country
United States
ProdList
270
Advantage
58
Parchem Fine & Specialty Chemicals
Tel
--
Fax
--
Email
info@parchem.com
Country
United States
ProdList
1031
Advantage
58
MD Chemicals
Tel
--
Fax
--
Email
info@mdchemicals.net
Country
United States
ProdList
158
Advantage
58
Filo Chemical
Tel
--
Fax
--
Email
filo@filochemical.com
Country
United States
ProdList
78
Advantage
63
VWR International, LLC.
Tel
--
Fax
--
Email
@sargentwelch.com
Country
United States
ProdList
6262
Advantage
58
Oakwood Products, Inc.
Tel
--
Fax
--
Email
sales@oakwoodchemical.com
Country
United States
ProdList
6193
Advantage
74
WholeChem, LLC
Tel
--
Fax
--
Email
info@wholechem.com
Country
United States
ProdList
814
Advantage
58
Beijing Lys Chemicals Co, LTD.
Tel
--
Fax
--
Email
jiayanyong@lyschem.com
Country
United States
ProdList
710
Advantage
58
Pyrazine Specialties, Inc.
Tel
--
Fax
--
Country
United States
ProdList
1265
Advantage
30
Penta International Corporation
Tel
--
Fax
--
Email
lisaa@pentamfg.com
Country
United States
ProdList
5042
Advantage
58
Charkit Chemical Corporation
Tel
--
Fax
--
Email
sales@charkit.com
Country
United States
ProdList
2993
Advantage
65
TCI America
Tel
--
Fax
--
Email
sales@tciamerica.com
Country
United States
ProdList
6909
Advantage
75
Riedel-de Haen AG
Tel
--
Fax
--
Country
United States
ProdList
6773
Advantage
87
Frontier Scientific, Inc.
Tel
--
Fax
--
Email
sales@frontiersci.com
Country
United States
ProdList
6222
Advantage
86
Matrix Scientific
Tel
--
Fax
--
Email
sales@matrixscientific.com
Country
United States
ProdList
6632
Advantage
80
Waterstone Technology, LLC
Tel
--
Fax
--
Email
sales@waterstonetech.com
Country
United States
ProdList
6786
Advantage
30
Chemstock Inc.
Tel
--
Fax
--
Email
mail@chemstock.com
Country
United States
ProdList
575
Advantage
34
Anvia Chemicals, LLC
Tel
--
Fax
--
Email
sales@anviachem.com
Country
United States
ProdList
3933
Advantage
0
Santa Cruz Biotechnology, Inc.
Tel
--
Fax
--
Email
scbt@scbt.com
Country
United States
ProdList
3597
Advantage
60
ChemService Inc.
Tel
--
Fax
--
Country
United States
ProdList
6379
Advantage
68
AK Scientific, Inc.
Tel
--
Fax
--
Email
sales@aksci.com
Country
United States
ProdList
6347
Advantage
65
Spectrum Chemicals & Laboratory Products
Tel
--
Fax
--
Email
sales@spectrumchemical.com
Country
United States
ProdList
6699
Advantage
77
Pfaltz & Bauer, Inc.
Tel
--
Fax
--
Email
sales@pfaltzandbauer.com
Country
United States
ProdList
6828
Advantage
72
Penta Manufacturing Company
Tel
--
Fax
--
Email
sales@pentamfg.com
Country
United States
ProdList
5076
Advantage
65
HONEST JOY HOLDINGS LIMITED
Tel
--
Fax
--
Email
sales@honestjoy.cn
Country
United States
ProdList
6675
Advantage
54
2A PharmaChem USA
Tel
--
Fax
--
Email
sales@2apharmachem.com
Country
United States
ProdList
6137
Advantage
39
3B Scientific Corporation
Tel
--
Fax
--
Email
sales@3bsc.com
Country
United States
ProdList
6718
Advantage
47
APAC Pharmaceutical, LLC
Tel
--
Fax
--
Email
sales@apacpharma.com
Country
United States
ProdList
6322
Advantage
38
Parchem Trading Ltd.
Tel
--
Fax
--
Email
info@parchem.com
Country
United States
ProdList
794
Advantage
76
Parchem Trading Ltd.
Tel
--
Fax
--
Email
info@par-chem.com
Country
United States
ProdList
740
Advantage
66
Advance Scientific & Chemical
Tel
--
Fax
--
Email
sales@advance-scientific.com
Country
United States
ProdList
6419
Advantage
71
More
Less

View Lastest Price from Diethyl maleate manufacturers

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 Zhuanglai Chemical Trading Co.,Ltd
Product
Diethyl maleate 141-05-9
Price
US $200.00-95.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-04-30
Hebei Weibang Biotechnology Co., Ltd
Product
Diethyl maleate 141-05-9
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2024-10-25

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

  • (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
  • DEM
  • 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
  • intermediate for Malathion
  • Ethyl maleate|Maleic acid|diethyl ester|Maleic acid diethyl ester
  • 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%
  • 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&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