3-(1,3-BENZODIOXOL-5-YL)-2-CYANOACRYLIC ACID

The 2-Propenoic acid,3-(1,3-benzodioxol-5-yl)-2-cyano-, (E)- (9CI), with the CAS registry number 49711-55-9, is also known as (2E)-3-(1,3-Benzodioxol-5-yl)-2-cyanoacrylic acid. This chemical's molecular formula is C₁₁H₇NO₄ and molecular weight is 217.1776. What's more, its IUPAC name is (E)-3-(1,3-Benzodioxol-5-yl)-2-cyanoprop-2-enoate. When you are dealing with this chemical, you should be very careful. This chemical may cause inflammation to the skin or other mucous membranes.

Physical properties about 2-Propenoic acid,3-(1,3-benzodioxol-5-yl)-2-cyano-, (E)- (9CI) are: (1)ACD/LogP: 2.19; (2)#of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.42; (4)ACD/LogD (pH 7.4): -1.56; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 5; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 68.55 Å²; (13)Index of Refraction: 1.666; (14)Molar Refractivity: 54.25 cm³; (15)Molar Volume: 145.9 cm³; (16)Polarizability: 21.5×10^-24 cm³; (17)Surface Tension: 76.6 dyne/cm; (18)Density: 1.488 g/cm³; (19)Flash Point: 202.9 °C; (20)Enthalpy of Vaporization: 70.06 kJ/mol; (21)Boiling Point: 411.9 °C at 760 mmHg; (22)Vapour Pressure: 1.6E-07 mmHg at 25 °C; (23)Melting Point:170 °C.

Preparation of 2-Propenoic acid,3-(1,3-benzodioxol-5-yl)-2-cyano-, (E)- (9CI): this chemical can be prepared by Benzo[1,3]dioxole-5-carbaldehyde and Cyanoacetic acid. This reaction needs reagents Sodium Carbonate, conc. HCl, Aniline Hydrochloride and solvent Diethyl ether at temperature of 35-40 °C. The reaction time is 1 hour. The yield is 60%.

Uses of 2-Propenoic acid,3-(1,3-benzodioxol-5-yl)-2-cyano-, (E)- (9CI): it can react with Morpholine to give 3-Benzo[1,3]dioxol-5-yl-2-(morpholine-4-carbonyl)-acrylonitrile. The reaction occurs with reagents Phosphorus Oxychloride, Triethylamine. This reaction will occur at temperature of 0-20 °C for 8.5 hours. The yield is 52%.

You can still convert the following datas into molecular structure:
(1) SMILES: N#C/C(C(=O)O)=C\c1ccc2OCOc2c1
(2) InChI: InChI=1/C11H7NO4/c12-5-8(11(13)14)3-7-1-2-9-10(4-7)16-6-15-9/h1-4H,6H2,(H,13,14)/b8-3+
(3) InChIKey: LJKHUTHWDPAAIA-FPYGCLRLBE