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Cas Database |
| Name |
Diethyl maleate |
EINECS | 205-451-9 |
| CAS No. | 141-05-9 | Density | 1.068 g/cm3 |
| PSA | 52.60000 | LogP | 0.66880 |
| Solubility | insoluble in water | Melting Point |
-10 °C |
| Formula | C8H12O4 | Boiling Point | 214 °C at 760 mmHg |
| Molecular Weight | 172.181 | Flash Point | 93.3 °C |
| Transport Information | N/A | Appearance | colourless liquid |
| Safety | 26-36/37-37-24 | Risk Codes | 36-43 |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| Synonyms |
2-Butenedioicacid (2Z)-, diethyl ester (9CI);2-Butenedioic acid (Z)-, diethyl ester;Maleicacid, diethyl ester (6CI,8CI);(2Z)-2-Butenedioic acid diethyl ester;Diethyl(Z)-2-butenedioate;2-Butenedioicacid (2Z)-, 1,4-diethyl ester;Ethyl maleate;Staflex DEM; |
Article Data | 201 |
Diethyl maleate Synthetic route
| Conditions | Yield |
|---|---|
| In acetonitrile at 20℃; for 20h; | 100% |
| Conditions | Yield |
|---|---|
| In acetonitrile at 20℃; for 20h; | 100% |
- 608-82-2, 1114-30-3, 1114-31-4, 40205-59-2
diethyl dl-dibromosuccinate
A
- 623-91-6
diethyl Fumarate
B
- 141-05-9
Diethyl maleate
| Conditions | Yield |
|---|---|
| With N-benzyl-1,4-dihydronicotinamide In acetonitrile at 49.9℃; for 7h; | A 100% B n/a |
| Conditions | Yield |
|---|---|
| With trans-IICl2(pyboxip)(=CHSiMe3)> Ambient temperature; | 98% |
| tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In dichloromethane at 20℃; for 15h; | 95% |
| tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In dichloromethane at 20℃; | 95% |
- 623-73-4
diazoacetic acid ethyl ester
- 104575-54-4
N-(2-naphthalenylmethylene)butane-1-amine
B
- 141-05-9
Diethyl maleate
| Conditions | Yield |
|---|---|
| methyltrioxorhenium(VII) | A 96% B n/a |
- 623-73-4
diazoacetic acid ethyl ester
- 172367-39-4
N-(2-naphthalenylmethylene)hexane-1-amine
B
- 141-05-9
Diethyl maleate
| Conditions | Yield |
|---|---|
| methyltrioxorhenium(VII) | A 96% B n/a |
- 623-73-4
diazoacetic acid ethyl ester
- 627463-17-6
4-bromo-2-fluoro-1-vinylbenzene
A
- 934995-82-1
C12H12BrFO2
C
- 623-91-6
diethyl Fumarate
D
- 141-05-9
Diethyl maleate
| Conditions | Yield |
|---|---|
| With aluminum oxide; potassium carbonate; copper(I) trifluoromethanesulfonate benzene; 2,2'-isopropylidenebis[(4S)-4-tert-butyl-2-oxazoline] In chloroform at 0 - 20℃; for 24 - 25h; Product distribution / selectivity; | A n/a B 96% C n/a D n/a |
| copper(I) trifluoromethanesulfonate benzene; 2,2'-isopropylidenebis[(4S)-4-tert-butyl-2-oxazoline] In ethyl acetate at 0 - 20℃; for 24 - 25h; Product distribution / selectivity; | A n/a B n/a C n/a D n/a |
| copper(I) trifluoromethanesulfonate benzene; 2,2'-isopropylidenebis[(4S)-4-tert-butyl-2-oxazoline] In toluene at 0 - 20℃; for 24 - 25h; Product distribution / selectivity; Molecular sieve; | A n/a B n/a C n/a D n/a |
- 623-73-4
diazoacetic acid ethyl ester
- 3910-55-2
N-(p-methoxybenzylidene)butylamine
B
- 141-05-9
Diethyl maleate
| Conditions | Yield |
|---|---|
| methyltrioxorhenium(VII) | A 94% B n/a |
- 623-73-4
diazoacetic acid ethyl ester
- 53054-00-5
N-hexyl-1-(4-methoxyphenyl)methanimine
B
- 141-05-9
Diethyl maleate
| Conditions | Yield |
|---|---|
| methyltrioxorhenium(VII) | A 94% B n/a |
| Conditions | Yield |
|---|---|
| methyltrioxorhenium(VII) | A 93% B n/a |
Diethyl maleate Chemical Properties
Structure of Diethyl maleate (CAS NO.141-05-9):
IUPAC Name: diethyl (Z)-but-2-enedioate
Empirical Formula: C8H12O4
Molecular Weight: 172.1785
EINECS: 205-451-9
Index of Refraction: 1.442
Molar Refractivity: 42.71 cm3
Molar Volume: 161.1 cm3
Polarizability: 16.93×10-24cm3
Surface Tension: 33.2 dyne/cm
Density: 1.068 g/cm3
Flash Point: 93.3 °C
Enthalpy of Vaporization: 45.03 kJ/mol
Melting point: -10 ºC
Boiling Point: 214 °C at 760 mmHg
Vapour Pressure: 0.159 mmHg at 25°C
Water Solubility: insoluble
Physical Appearance: colourless liquid
Stability: Stable. Combustible. Incompatible with oxidizing agents, bases, acids, reducing agents.
Product Categories: Fatty Acid Esters (Plasticizer);Functional Materials;Plasticizer
Synonyms of Diethyl maleate (CAS NO.141-05-9): 2-Butenedioic acid (Z)-, diethyl ester ; 4-02-00-02207 (Beilstein Handbook Reference) ; Diethylester kyseliny maleinove ; Ethyl maleate
Canonical SMILES: CCOC(=O)C=CC(=O)OCC
Isomeric SMILES: CCOC(=O)/C=C\C(=O)OCC
InChI: InChI=1S/C8H12O4/c1-3-11-7(9)5-6-8(10)12-4-2/h5-6H,3-4H2,1-2H3/b6-5-
InChIKey: IEPRKVQEAMIZSS-WAYWQWQTSA-N
Diethyl maleate Toxicity Data With Reference
| 1. | skn-rbt 10 mg/24H open MLD | JIHTAB Journal of Industrial Hygiene and Toxicology. 31 (1949),60. | ||
| 2. | skn-rbt 530 mg open MLD | UCDS** Union Carbide Data Sheet. (Industrial Medicine and Toxicology Dept., Union Carbide Corp., 270 Park Ave., New York, NY 10017) 10/29 ,1957. | ||
| 3. | eye-rbt 500 mg open | JIHTAB Journal of Industrial Hygiene and Toxicology. 31 (1949),60. | ||
| 4. | orl-rat LD50:3200 mg/kg | JIHTAB Journal of Industrial Hygiene and Toxicology. 31 (1949),60. | ||
| 5. | ipr-rat LD50:3070 mg/kg | TXAPA9 Toxicology and Applied Pharmacology. 52 (1980),422. | ||
| 6. | skn-rbt LD50:4000 mg/kg | UCDS** Union Carbide Data Sheet. (Industrial Medicine and Toxicology Dept., Union Carbide Corp., 270 Park Ave., New York, NY 10017) 10/29 ,1957. |
Diethyl maleate Consensus Reports
Reported in EPA TSCA Inventory.
Diethyl maleate Safety Profile
Hazard Codes: 
Xi
Risk Statements: 36-43
R36:Irritating to eyes.
R43:May cause sensitization by skin contact.
Safety Statements: 26-36/37-37-24
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37:Wear suitable protective clothing and gloves.
S37:Wear suitable gloves.
S24:Avoid contact with skin.
RIDADR: 3334
WGK Germany: 2
RTECS: ON1225000
HS Code: 29171990
Moderately toxic by ingestion, skin contact, and intraperitoneal routes. A skin and eye irritant. Combustible when exposed to heat or flame; can react with oxidizing materials. To fight fire, use CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes.
Diethyl maleate Specification
Diethyl maleate's Handling and Storage
Storage: Keep away from heat, sparks, and flame. Keep away from sources of ignition. Keep container closed when not in use. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.
Handling: Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Avoid contact with eyes, skin, and clothing. Empty containers retain product residue, (liquid and/or vapor), and can be dangerous. Keep container tightly closed. Avoid contact with heat, sparks and flame. Avoid ingestion and inhalation. Do not pressurize, cut, weld, braze, solder, drill, grind, or expose empty containers to heat, sparks or open flames.
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