ETHYL (S)-(+)-3-(2,2-DIMETHYL-1,3-DIOXOLAN-4-YL)-2-PROPENOATE

The 2-Propenoic acid,3-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-, ethyl ester, (2E)-, with the CAS registry number 64520-58-7, is also known as Ethyl (2E)-3-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]acrylate. This chemical's molecular formula is C₁₀H₁₆O₄ and molecular weight is 200.2316. Its systematic name is called ethyl (2E)-3-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]prop-2-enoate.

Physical properties of 2-Propenoic acid,3-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-, ethyl ester, (2E)-: (1)ACD/LogP: 1.63; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.63; (4)ACD/LogD (pH 7.4): 1.63; (5)ACD/BCF (pH 5.5): 10.15; (6)ACD/BCF (pH 7.4): 10.15; (7)ACD/KOC (pH 5.5): 182.77; (8)ACD/KOC (pH 7.4): 182.77; (9)#H bond acceptors: 4; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Index of Refraction: 1.497; (13)Molar Refractivity: 53.15 cm³; (14)Molar Volume: 181.5 cm³; (15)Surface Tension: 37.5 dyne/cm; (16)Density: 1.102 g/cm³; (17)Flash Point: 97.2 °C; (18)Enthalpy of Vaporization: 47.79 kJ/mol; (19)Boiling Point: 241 °C at 760 mmHg; (20)Vapour Pressure: 0.0368 mmHg at 25°C.

Preparation: this chemical can be prepared by (+-)-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde and (triphenyl-l5-phosphanylidene)-acetic acid ethyl ester. This reaction is a kind of Condensation. The reaction time is 2 hours with reaction temperature of 20 ℃. The yield is about 66%.

Uses of 2-Propenoic acid,3-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-, ethyl ester, (2E)-: it can be used to produce (R,S)-(E)-3,4-(isopropylidenedioxy)-2-penten-1-ol at temperature of -78 °C. This reaction is a kind of Reduction. It will need reagent DIBAL-H and solvent CH₂Cl₂. The yield is about 85%.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(OCC)\C=C\[C@@H]1OC(OC1)(C)C
(2)InChI: InChI=1/C10H16O4/c1-4-12-9(11)6-5-8-7-13-10(2,3)14-8/h5-6,8H,4,7H2,1-3H3/b6-5+/t8-/m0/s1
(3)InChIKey: GZVXALXOWVXZLH-GJIOHYHPBS