- 4-Bromomethylbenzoic acid
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- $15.00 / 1KG
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2021-07-02
- CAS:6232-88-8
- Min. Order: 1KG
- Purity: 99%+ HPLC
- Supply Ability: Monthly supply of 1 ton
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| | 4-Bromomethylbenzoic acid Basic information |
| | 4-Bromomethylbenzoic acid Chemical Properties |
| Melting point | 224-229 °C(lit.) | | Boiling point | 252.95°C (rough estimate) | | density | 1.5313 (rough estimate) | | refractive index | 1.5500 (estimate) | | storage temp. | Store below +30°C. | | pka | 4.10±0.10(Predicted) | | form | Crystalline Powder | | color | White to beige | | Water Solubility | Soluble in water. | | BRN | 1862870 | | InChI | InChI=1S/C8H7BrO2/c9-5-6-1-3-7(4-2-6)8(10)11/h1-4H,5H2,(H,10,11) | | InChIKey | CQQSQBRPAJSTFB-UHFFFAOYSA-N | | SMILES | C(O)(=O)C1=CC=C(CBr)C=C1 | | CAS DataBase Reference | 6232-88-8(CAS DataBase Reference) | | EPA Substance Registry System | Benzoic acid, 4-(bromomethyl)- (6232-88-8) |
| Hazard Codes | Xi,C | | Risk Statements | 36/37/38 | | Safety Statements | 26-36 | | RIDADR | 3261 | | WGK Germany | 3 | | F | 19-21 | | Hazard Note | Irritant | | TSCA | TSCA listed | | HazardClass | 8 | | PackingGroup | III | | HS Code | 29163900 | | Storage Class | 11 - Combustible Solids |
| | 4-Bromomethylbenzoic acid Usage And Synthesis |
| Chemical Properties | white to beige crystalline powder | | Uses | 4-(Bromomethyl)benzoic Acid is an intermediate in the synthesis of Eprosartan (E590100), a prototype of the imidazoleacrylic acid angiotensin II receptor antagonists used as an antihypertensive agent. | | Uses | 4-(Bromomethyl)benzoic acid acts as an intermediate in the synthesis of eprosartan, which is used as an antihypertensive agent. Further, it is used in the preparation of 5,10,15,20-tetra(m-hydroxyphenyl)chlorin (temoporfin), which is a second generation photosensitizer. In addition to this, it is used in the preparation of 4-(5-arylidene-2,4-dioxothiazolidin-3-yl) methylbenzoic acids. | | Uses | 4-(Bromomethyl)benzoic acid was used in the chemical modification of 5,10,15,20-tetra(m-hydroxyphenyl)chlorin (temoporfin), second generation photosensitizer. It was also used in the synthesis of 4-(5-arylidene-2,4-dioxothiazolidin-3-yl) methylbenzoic acids. | | Synthesis | In a 100 mL round-bottomed flask, 40 mL of carbon tetrachloride was added as solvent, 3.00 g of p-methylbenzoic acid as starting material, 4.00 g of N-bromosuccinimide (NBS) as bromination reagent, and 0.1 g of azobisisobutyronitrile (AIBN) as initiator. The reaction mixture was stirred and refluxed at 90 °C and the reaction process was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the mixture was cooled to room temperature followed by filtration. The filter cake was washed with warm water to remove the succinimide by-products generated in the reaction. After drying, 4.02 g of p-bromomethylbenzoic acid was obtained with a melting point of 231-232°C in 84% yield. | | Purification Methods | Crystallise the acid from pKEst Me2CO. [Beilstein 9 IV 1745.] | | References | [1] Chemistry - A European Journal, 2018, vol. 24, # 7, p. 1619 - 1630
[2] Organic Process Research and Development, 1998, vol. 2, # 4, p. 261 - 269
[3] Patent: CN108570012, 2018, A. Location in patent: Paragraph 0020; 0024; 0025
[4] Patent: CN108623537, 2018, A. Location in patent: Paragraph 0046; 0047; 0048
[5] Journal of Organic Chemistry, 1998, vol. 63, # 17, p. 6023 - 6026 |
| | 4-Bromomethylbenzoic acid Preparation Products And Raw materials |
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