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

• ChemBase ID: 112628
• Molecular Formular: C10H16O4
• Molecular Mass: 200.23164
• Monoisotopic Mass: 200.10485899
• SMILES: CCOC(=O)C(CC=C)C(=O)OCC
• Canonical SMILES: CCOC(=O)C(C(=O)OCC)CC=C
• InChI: InChI=1S/C10H16O4/c1-4-7-8(9(11)13-5-2)10(12)14-6-3/h4,8H,1,5-7H2,2-3H3
• InChIKey: GDWAYKGILJJNBB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,3-diethyl 2-(prop-2-en-1-yl)propanedioate
• IUPAC Traditional name: 1,3-diethyl 2-(prop-2-en-1-yl)propanedioate
• Synonyms: Allylmalonic acid diethyl ester; Diethyl allylmalonate; ALLYL MALONIC ACID; 1,3-diethyl 2-(prop-2-en-1-yl)propanedioate; 烯丙基丙二酸二乙酯; 二乙基烯丙基丙二酸酯; 烯丙基丙二酸二乙酯

Database IDs

• CAS Number: 2049-80-1
• EC Number: 218-072-9
• MDL Number: MFCD00009155
• Beilstein Number: 1709466
• PubChem SID: 162098261; 24868223
• PubChem CID: 74900

CALCULATED PROPERTIES

• Acid pKa: 15.679737
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.8024224
• LogD (pH = 7.4): 1.8024224
• Log P: 1.8024224
• Molar Refractivity: 51.8438 cm^3
• Polarizability: 20.474598 Å^3
• Polar Surface Area: 52.6 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 222-223 °C; 222-223 °C(lit.); 222-223°C
• Flash Point: 159.8 °F; 71 °C; 92°(197°F); 92°C(197°F)
• Density: 1.015 g/mL at 25 °C; 1.015 g/mL at 25 °C(lit.); 1.016
• Refractive Index: 1.4310; n20/D 1.431; n20/D 1.431(lit.)
• Hydrophobicity(logP): 2.23

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38; R: 36/37/38
• Safety Statements: 26-36; 26-37-60; S: 26-36
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H227; H315-H319-H335
• GHS Precautionary statements: P210-P280-P370+P378A-P403+P235-P501A; P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: ≥95.0% (GC); 95%; 97%
• Grade: purum
• Linear Formula: CH2=CHCH2CH(COOC2H5)2

DETAILS

MP Biomedicals - 05225044

Alkylation at the one available acidic hydrogen, followed by removal of the allyl group with the reagent (2-propene)Ti(O-i-Pr)2, readily prepared from Ti(O-i-Pr)4 and i-PrMgCl, gives the mono-alkyl malonate. Diethyl allylmalonate can thus be regarded as a mono-protected form of diethyl malonate: J. Org. Chem., 61, 2266 (1996):

Sigma Aldrich - 446114

Packaging
25 mL in glass bottle

REFERENCES

• Alkylation at the one available acidic hydrogen, followed by removal of the allyl group with the reagent (²-propene)Ti(O-i-Pr)₂, readily prepared from Ti(O-i-Pr)₄ and i-PrMgCl, gives the mono-alkyl malonate. Diethyl allylmalonate can thus be regarded as a mono-protected form of diethyl malonate: J. Org. Chem., 61, 2266 (1996):