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| | (R)-1,4-Benzodioxane-2-carboxylic acid Basic information |
| Product Name: | (R)-1,4-Benzodioxane-2-carboxylic acid | | Synonyms: | (R)-2,3-DIHYDRO-1,4-BENZODIOXIN-2-CARBOXYLIC ACID;(R)-1,4-BENZODIOXANE-2-CARBOXYLIC ACID;(R)-1,4-BENZODIOXAN 2-CARBOXYLIC ACID;(R)-2,3-DIHYDRO-BENZO[1,4]DIOXINE-2-CARBOXYLIC ACID;(3R)-2,3-Dihydro-1,4-benzodioxine-3-carboxylic acid;(R)-1,4-Benzodioxane-2-carboxylic acid >=97.0% (sum of enantiomers, GC);(2R)-2,3-dihydro-1,4-benzodioxine-2-carboxylic acid;1,4-Benzodioxin-2-carboxylic acid, 2,3-dihydro-, (2R)- | | CAS: | 70918-53-5 | | MF: | C9H8O4 | | MW: | 180.16 | | EINECS: | | | Product Categories: | | | Mol File: | 70918-53-5.mol |  |
| | (R)-1,4-Benzodioxane-2-carboxylic acid Chemical Properties |
| Melting point | 96-99 °C | | Boiling point | 347.2±41.0 °C(Predicted) | | alpha | 83 º (c=1.5% in chloroform) | | density | 1.379±0.06 g/cm3(Predicted) | | storage temp. | 2-8°C | | pka | 2.69±0.20(Predicted) | | form | solid | | color | Pale yellow | | Optical Rotation | [α]20/D +83±2°, c = 1.5% in chloroform | | BRN | 5742837 | | InChI | 1S/C9H8O4/c10-9(11)8-5-12-6-3-1-2-4-7(6)13-8/h1-4,8H,5H2,(H,10,11)/t8-/m1/s1 | | InChIKey | HMBHAQMOBKLWRX-MRVPVSSYSA-N | | SMILES | OC(=O)[C@H]1COc2ccccc2O1 | | CAS DataBase Reference | 70918-53-5(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36 | | WGK Germany | 3 | | HS Code | 2932990090 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | (R)-1,4-Benzodioxane-2-carboxylic acid Usage And Synthesis |
| Chemical Properties | White crystalline powder | | Uses | (R)-1,4-Benzodioxane-2-carboxylic acid is a chiral synthon mostly used in the preparation of doxazosin mesylate, a drug treating benign prostatic hyperplasia. | | Synthesis | General procedure for the synthesis of 4-benzodioxane-2-carboxylic acid from (2,3-dihydrobenzo[b][1,4]dioxohexen-2-yl)methanol: Accurately weigh (2,3-dihydrobenzo[b][1,4]dioxohexen-2-yl)methanol, and dissolve it in 0.3 N aqueous KOH (1.3 equiv). Potassium permanganate (KMnO4, 2.0 eq.) was slowly added under ice bath conditions at 0 °C. The reaction mixture was first stirred at low temperature for about 10 minutes, then brought to room temperature and continued to stir overnight. Upon completion of the reaction, the organic phase was extracted with dichloromethane, the organic phase was washed with water sequentially, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give a white solid, i.e., the crude product of 4-benzodioxane-2-carboxylic acid. The crude product was purified by silica gel fast column chromatography, and the final pure product was obtained in 92.5% yield. | | References | [1] Patent: CN105985328, 2016, A. Location in patent: Paragraph 0063; 0071; 0072 |
| | (R)-1,4-Benzodioxane-2-carboxylic acid Preparation Products And Raw materials |
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