1,4-diethyl but-2-enedioate

• ChemBase ID: 89054
• Molecular Formular: C8H12O4
• Molecular Mass: 172.17848
• Monoisotopic Mass: 172.07355886
• SMILES: O(C(=O)/C=C/C(=O)OCC)CC
• Canonical 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
• InChIKey: IEPRKVQEAMIZSS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,4-diethyl but-2-enedioate; 1,4-diethyl (2E)-but-2-enedioate
• IUPAC Traditional name: 1,4-diethyl but-2-enedioate; 1,4-diethyl (2E)-but-2-enedioate
• Synonyms: Diethyl fumarate; Maleic acid diethyl ester; Diethyl maleate; Diethyl fumarate; trans-2-Butenedioic acid diethyl ester; Fumaric acid diethyl ester; DIETHYL MALEATE; 顺丁烯二酸二乙酯; 马来酸二乙酯; 富马酸二乙酯

Database IDs

• CAS Number: 623-91-6; 141-05-9
• EC Number: 205-451-9; 210-819-7
• MDL Number: MFCD00009191; MFCD00064455
• Beilstein Number: 1100825; 775347
• PubChem SID: 24871608; 162075940; 24894309; 24902021; 24882313; 24894328
• PubChem CID: 638144
• Flavis Number: 9.351

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.4311564
• LogD (pH = 7.4): 1.4311564
• Log P: 1.4311564
• Molar Refractivity: 43.6424 cm^3
• Polarizability: 16.818705 Å^3
• Polar Surface Area: 52.6 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 1°C; -10 °C(lit.); 1-2 °C(lit.); ca 0°C
• Boiling Point: 218°C; 218-219 °C(lit.); 225 °C(lit.); 98-100°C/14mm
• Flash Point: 197.6 °F; 199.4 °F; 91°C(195°F); 92 °C; 93 °C
• Auto Ignition Point: 662 °F
• Density: 1.050; 1.052 g/ml; 1.052 g/mL at 25 °C(lit.); 1.064 g/mL at 25 °C(lit.)
• Refractive Index: 1.4400; n20/D 1.44(lit.); n20/D 1.440; n20/D 1.441; n20/D 1.441(lit.)
• Vapor Pressure: 1 mmHg ( 14 °C)
• Vapor Density: 5.93 (vs air)
• Organoleptic: banana; citrus

Safety Information

• Storage Warning: Harmful
• RTECS: EM5950000; ON1225000
• European Hazard Symbols: X; Irritant (Xi); Harmful (Xn)
• German water hazard class: 2; 3
• Risk Statements: 22; 36; 36-43; R:22
• Safety Statements: 26-36/37; 36; S:36/37/39
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302; H302-H227; H317-H319; H319
• GHS Precautionary statements: P210-P280-P264-P301+P312-P403+P235-P501A; P280-P305 + P351 + P338; P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter; Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: ≥96%; ≥97.0% (GC); ≥98.0% (GC); 97%; 98%
• Grade: NI; purum
• Impurities: ≤2% diethyl fumarate
• Linear Formula: C2H5OCOCH=CHCOOC2H5

DETAILS

MP Biomedicals - 05204966

MP Biomedicals Rare Chemical collection

MP Biomedicals - 05206007

MP Biomedicals Rare Chemical collection

Sigma Aldrich - D97703

Packaging
5, 100, 500 g in glass bottle

Sigma Aldrich - W505005

Packaging
1 kg in poly bottle
1 sample in glass bottle
5, 10 kg in poly drum

Sigma Aldrich - D95654

Packaging
5, 100, 500 g in glass bottle

REFERENCES

• Cathodic reduction in ethanol leads to electro-hydrodimerization to tetraethyl butane-1,2,3,4-tetracarboxylate: Org. Synth. Coll., 7, 479 (1990).