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| | 1,3-Benzodioxole-4-carboxylic acid Basic information |
| | 1,3-Benzodioxole-4-carboxylic acid Chemical Properties |
| Melting point | 224 °C | | Boiling point | 318.3±31.0 °C(Predicted) | | density | 1.468±0.06 g/cm3(Predicted) | | storage temp. | Sealed in dry,Room Temperature | | form | solid | | pka | 3.97±0.20(Predicted) | | Appearance | Light yellow to yellow Solid | | InChI | InChI=1S/C8H6O4/c9-8(10)5-2-1-3-6-7(5)12-4-11-6/h1-3H,4H2,(H,9,10) | | InChIKey | DBUAYOWCIUQXQW-UHFFFAOYSA-N | | SMILES | O1C2=CC=CC(C(O)=O)=C2OC1 | | CAS DataBase Reference | 5768-39-8 |
| Hazard Codes | Xn | | Risk Statements | 22 | | WGK Germany | WGK 3 | | Hazard Note | Harmful | | HS Code | 2932990090 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral |
| | 1,3-Benzodioxole-4-carboxylic acid Usage And Synthesis |
| Synthesis Reference(s) | Tetrahedron Letters, 17, p. 3361, 1976 DOI: 10.1016/S0040-4039(00)93045-4 | | Synthesis | The general procedure for the synthesis of 1,3-benzodioxole-4-carboxylic acid from methyl benzo[d][1,3]meso-dioxole-4-carboxylate was as follows: methyl benzo[d][1,3]meso-dioxole-4-carboxylate (0.4 g, 2.22 mmol) was dissolved in methanol (8.0 mL), and 2.0 M aqueous KOH (2.2 mL) was added and stirred at room temperature. The reaction was stirred for 3 hours at room temperature. After completion of the reaction, the mixture was concentrated to about 3 mL, diluted with water (5 mL), and the pH was adjusted to ~3 with 2.0 M HCl. The precipitate was separated by filtration, washed sequentially with water and ether, and dried in vacuo to give 1,3-benzodioxole-4-carboxylic acid as a beige solid (0.38 g, 97% yield).1H NMR (400 MHz, DMSO-d6): δ = 7.28 (dd, J = 8.0, 1.2 Hz, 1H), 6.97 (dd, J = 8.0, 1.2 Hz, 1H), 6.89 (t, J = 8.0 Hz, 1H), 6.12 (s, 2H); 13C NMR (100 MHz, DMSO-d6): δ = 165.5, 148.9, 148.5, 122.9, 121.6, 113.8, 112.5, 102.1. | | References | [1] Patent: WO2016/131098, 2016, A1. Location in patent: Page/Page column 167; 168; 169
[2] Steroids, 2010, vol. 75, # 12, p. 967 - 973
[3] Journal of Agricultural and Food Chemistry, 2011, vol. 59, # 2, p. 635 - 644
[4] European Journal of Medicinal Chemistry, 2017, vol. 140, p. 604 - 614
[5] Journal of Medicinal Chemistry, 2004, vol. 47, # 4, p. 871 - 887 |
| | 1,3-Benzodioxole-4-carboxylic acid Preparation Products And Raw materials |
| Raw materials | Ethyl benzo[d][1,3]dioxole-4-carboxylate-->Methyl 1,3-benzodioxole-4-carboxylate-->methyl 2,3-dihydroxybenzoate-->2,3-(Methylenedioxy)benzaldehyde-->2,3-Dihydroxybenzaldehyde-->2,3-Dihydroxybenzoic acid-->Diiodomethane-->1,3-Benzodioxole-->3-Methoxysalicylaldehyde-->Carbon dioxide-->2,3-Dimethoxybenzoic acid-->2,3-Dimethoxybenzaldehyde | | Preparation Products | 1,3-Benzodioxol-4-ylmethanol |
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