1,3-diethyl 2,2-bis(prop-2-en-1-yl)propanedioate

• ChemBase ID: 85653
• Molecular Formular: C13H20O4
• Molecular Mass: 240.2955
• Monoisotopic Mass: 240.13615912
• SMILES: O=C(C(C(=O)OCC)(CC=C)CC=C)OCC
• Canonical SMILES: CCOC(=O)C(C(=O)OCC)(CC=C)CC=C
• InChI: InChI=1S/C13H20O4/c1-5-9-13(10-6-2,11(14)16-7-3)12(15)17-8-4/h5-6H,1-2,7-10H2,3-4H3
• InChIKey: LYUUVYQGUMRKOV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,3-diethyl 2,2-bis(prop-2-en-1-yl)propanedioate
• IUPAC Traditional name: 1,3-diethyl 2,2-bis(prop-2-en-1-yl)propanedioate
• Synonyms: Diethyl diallylmalonate; diethyl 2,2-diallylmalonate; Diallylmalonic acid diethyl ester; 二烯丙基丙二酸二乙酯

Database IDs

• CAS Number: 3195-24-2
• EC Number: 221-696-4
• MDL Number: MFCD00009126
• Beilstein Number: 1790529
• PubChem SID: 162072769; 24857107
• PubChem CID: 76664

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.943586
• LogD (pH = 7.4): 2.943586
• Log P: 2.943586
• Molar Refractivity: 65.5909 cm^3
• Polarizability: 25.730791 Å^3
• Polar Surface Area: 52.6 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 128-130 °C/12 mmHg(lit.); 242-244°C
• Flash Point: >110°C(230°F); 113 °C; 235.4 °F
• Density: 0.993; 0.994 g/mL at 25 °C(lit.)
• Refractive Index: 1.4460; n20/D 1.446(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37; 26-37/39
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 98%; TECH
• Linear Formula: (H2C=CHCH2)2C(CO2C2H5)2

DETAILS

Sigma Aldrich - 283479

Packaging
5, 25 g in glass bottle

REFERENCES

• Starting material for enantioselective synthesis of carbocyclic nucleoside analogues: J. Org. Chem., 61, 7963 (1996).