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| | 2,3-Dihydro-1,4-benzodioxine-5-carboxylic acid Basic information |
| Product Name: | 2,3-Dihydro-1,4-benzodioxine-5-carboxylic acid | | Synonyms: | 2,3,4a,8a-tetrahydro-1,4-benzodioxin-5-carboxylic acid;AKOS BBS-00002750;7,10-dioxabicyclo[4.4.0]deca-1,3,5-triene-2-carboxylic acid;5-CARBOXY-1,4-BENZODIOXANE;1,4-BENZODIOXAN-5-CARBOXYLIC ACID;1,4-BENZODIOXANE-5-CARBOXYLIC ACID;2,3-DIHYDRO-BENZO[1,4]DIOXINE-5-CARBOXYLIC ACID;2,3-DIHYDRO-1,4-BENZODIOXINE-5-CARBOXYLIC ACID | | CAS: | 4442-53-9 | | MF: | C9H8O4 | | MW: | 180.16 | | EINECS: | 224-670-0 | | Product Categories: | Benzodiozoles, Benzodioxines & Benzodioxepines;Carboxylic Acids;Acids and Derivatives;Heterocycles;Acids & Esters;Miscellaneous Compounds;Building Blocks;BenzodioxanesHeterocyclic Building Blocks;Others;O-Containing;Heterocyclic Building Blocks;Carboxylic Acids;Benzodiozoles, Benzodioxines & Benzodioxepines | | Mol File: | 4442-53-9.mol |  |
| | 2,3-Dihydro-1,4-benzodioxine-5-carboxylic acid Chemical Properties |
| Melting point | 90-94 °C(lit.) | | Boiling point | 334.1±41.0 °C(Predicted) | | density | 1.376±0.06 g/cm3(Predicted) | | storage temp. | Sealed in dry,Room Temperature | | form | powder to crystal | | pka | 4.09±0.20(Predicted) | | color | Light yellow to Brown | | InChI | 1S/C9H8O4/c10-9(11)6-2-1-3-7-8(6)13-5-4-12-7/h1-3H,4-5H2,(H,10,11) | | InChIKey | VCLSWKVAHAJSFL-UHFFFAOYSA-N | | SMILES | OC(=O)c1cccc2OCCOc12 | | CAS DataBase Reference | 4442-53-9(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36-37/39-36/37/38 | | WGK Germany | 3 | | Hazard Note | Irritant | | HS Code | 29329900 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 2,3-Dihydro-1,4-benzodioxine-5-carboxylic acid Usage And Synthesis |
| Chemical Properties | white to light yellow crystal powder | | Uses | 2,3-Dihydro-1,4-benzodioxine-5-carboxylic acid can serve as a precursor for synthesizing 2,3-dihydro-benzo[1,4]dioxine-5-carboxylic acid.[2] | | Synthesis | The general procedure for the synthesis of 2,3-dihydro-1,4-benzodioxane-5-carboxylic acid from 2,3-dihydrobenzo[b][1,4]dioxane-5-carboxaldehyde was as follows: 2,3-dihydrobenzo[b][1,4]dioxane-5-carboxaldehyde (0.500 g, 3.04 mmol) was dissolved in acetone (10 mL) and mixed with an aqueous solution of sulfamic acid at 0-5 °C ( 0.455 g, 4.5 mmol) was mixed and stirred. After the reaction mixture was stirred for 20 minutes, aqueous sodium chlorite (0.421 g, 4.5 mmol) was added and the reaction was continued for 18 hours at room temperature. After completion of the reaction, the reaction mixture was concentrated under reduced pressure and quenched with water. The resulting solid was collected by filtration and dried under vacuum to afford the target product 2,3-dihydro-1,4-benzodioxane-5-carboxylic acid (0.332 g). The product was characterized as follows: 1H NMR (DMSO-d6): δ 4.27 (s, 4H), 6.84 (t, J = 7.2 Hz, 1H), 7.02 (d, J = 7.8 Hz, 1H), 7.20 (d, J = 7.5 Hz, 1H), 12.5 (bs, 1H); MS [M + H]+: 181.12. | | References | [1] Patent: WO2013/153535, 2013, A1. Location in patent: Page/Page column 63
[2] Duan, Y.-T., Yao, Y.-F., Huang, W., Makawana, J. A., Teraiya, S. B., j. Thumar, N., Tang, D.-J., Tao, X.-X., Wang, Z.-C., Jiang, A.-Q., & Zhu, H.-L. (2014). Synthesis, biological evaluation, and molecular docking studies of novel 2-styryl-5-nitroimidazole derivatives containing 1,4-benzodioxan moiety as FAK inhibitors with anticancer activity. Bioorganic & Medicinal Chemistry, 22 11, Pages 2947-2954. https://doi.org/10.1016/j.bmc.2014.04.005 |
| | 2,3-Dihydro-1,4-benzodioxine-5-carboxylic acid Preparation Products And Raw materials |
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