2,6-Dichlorobenzoxazole CAS 3621-82-7
2,6-Dichlorobenzoxazole Basic information
| Product Name: | 2,6-Dichlorobenzoxazole |
| Synonyms: | 2,6-DICHLOROBENZOXAZOLE;2,6-DICHLOROBENZOXAZOLE 99+%;Benzoxazole, 2,6- dichloro-;2,6-Dichlorobenzoxazolel;2,6-dichloro-1,3-benzoxazole;2,6-Dichloro-1,3-benzoxazole 98+%;6-Dichlorobenzoxazole;3-(4-chlorophenyl)-2-phenyl-1-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]-1-propanone |
| CAS: | 3621-82-7 |
| MF: | C7H3Cl2NO |
| MW: | 188.01 |
| EINECS: | 222-818-9 |
| Product Categories: | Oxazole&Isoxazole;Pesticide & intermediate;3621-82-7;bc0001 |
| Mol File: | 3621-82-7.mol |
2,6-Dichlorobenzoxazole Chemical Properties
| Melting point | 49-51°C |
| Boiling point | 110°C/13mmHg(lit.) |
| density | 1.522±0.06 g/cm3(Predicted) |
| storage temp. | under inert gas (nitrogen or Argon) at 2-8°C |
| form | fused solid |
| pka | -0.96±0.30(Predicted) |
| color | White |
| InChI | InChI=1S/C7H3Cl2NO/c8-4-1-2-5-6(3-4)11-7(9)10-5/h1-3H |
| InChIKey | LVVQTPZQNHQLOM-UHFFFAOYSA-N |
| SMILES | O1C2=CC(Cl)=CC=C2N=C1Cl |
| CAS DataBase Reference | 3621-82-7(CAS DataBase Reference) |
Safety Information
| Hazard Codes | Xn |
| Risk Statements | 22 |
| WGK Germany | WGK 3 |
| HS Code | 2934999090 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Acute Tox. 4 Oral |
| Chemical Properties | This product is solid, insoluble in water, soluble in chlorobenzene. |
| Uses | 2,6-Dichlorobenzoxazole is used in the synthesis of 2-(3-(2,6-dichloro-4-(3,3-dichloroallyloxy)phenoxy)propoxy)-5-(trifluoromethyl)benzo[d]oxazole, an insecticide against Spodoptera exigua. |
| Synthesis | 22876-20-6 3621-82-7 General procedure for the synthesis of 2,6-dichlorobenzoxazole from 6-chlorobenzo[d]oxazole-2(3H)-thione: In a 500-mL four-neck reaction flask, 50 g (0.27 mol) of 6-chlorobenzo[d]oxazole-2(3H)-thione, 300 mL of toluene, and 40 g (0.135 mol) of tris(trichloromethyl)carbonate were added. The reaction mixture was slowly warmed to 50°C and the temperature was continued at a rate of 0.5°C/min, holding the temperature for 10 minutes after each 10°C increase. When the temperature reached 105°C, the reaction was maintained for 1 hour. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure (the initial vacuum was maintained at -0.07 MPa, and when the temperature was raised to 100°C-110°C, the vacuum was increased to -0.095 MPa to completely evaporate the solvent). After evaporation, the residue was removed while hot and cooled and crystallized to give 50.82 g of 2,6-dichlorobenzoxazole with a product purity of 98.1% and a molar yield of 98.4%. |
| References | [1] Patent: CN102432559, 2016, B. Location in patent: Paragraph 0020; 0037; 0038 [2] Patent: WO2018/37223, 2018, A1. Location in patent: Page/Page column 197; 198 [3] Bioorganic and Medicinal Chemistry Letters, 2006, vol. 16, # 7, p. 1975 - 1980 [4] Journal of Organic Chemistry, 2009, vol. 74, # 8, p. 3229 - 3231 [5] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 9, p. 3044 - 3049 |
2,6-Dichlorobenzoxazole Preparation Products And Raw materials
| Raw materials | Hydrochloric acid-->Chlorine-->2-Benzoxazolinone-->6-CHLORO-1,3-BENZOXAZOL-2(3H)-ONE-->6-Chloro-2-benzoxazolethiol-->2-Amino-5-chlorophenol-->2-Aminophenol-->Triphosgene-->1,2-Dichlorobenzene-->Toluene |
| Preparation Products | FENOXAPROP-ETHYL |
