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| | O-ACETYLSALICYLOYL CHLORIDE Basic information |
| | O-ACETYLSALICYLOYL CHLORIDE Chemical Properties |
| Melting point | 45-49 °C (lit.) | | Boiling point | 107-110 °C/0.1 mmHg (lit.) | | density | 1.3219 (rough estimate) | | refractive index | n20/D 1.536(lit.) | | Fp | >230 °F | | storage temp. | Refrigerator | | solubility | Chloroform (Slightly), Ethyl Acetate (Slightly) | | form | powder to lump | | color | White to Orange to Green | | Water Solubility | Soluble in toluene. Reacts with water. | | Sensitive | Moisture Sensitive | | BRN | 880372 | | Stability: | Moisture Sensitive | | InChI | 1S/C9H7ClO3/c1-6(11)13-8-5-3-2-4-7(8)9(10)12/h2-5H,1H3 | | InChIKey | DSGKWFGEUBCEIE-UHFFFAOYSA-N | | SMILES | CC(=O)Oc1ccccc1C(Cl)=O | | CAS DataBase Reference | 5538-51-2(CAS DataBase Reference) | | NIST Chemistry Reference | Acetylsalicyloyl chloride(5538-51-2) |
| Hazard Codes | C,Xi | | Risk Statements | 22-34-37-29 | | Safety Statements | 26-36/37/39-45 | | RIDADR | UN 3261 8/PG 2 | | WGK Germany | 3 | | F | 3-10-21 | | Hazard Note | Irritant/Corrosive/Moisture Sensitive | | HazardClass | 8 | | PackingGroup | II | | HS Code | 29163900 | | Storage Class | 8A - Combustible corrosive hazardous materials | | Hazard Classifications | Eye Dam. 1
Skin Corr. 1B |
| | O-ACETYLSALICYLOYL CHLORIDE Usage And Synthesis |
| Chemical Properties | yellow to light orange chunks | | Uses | O-Acetylsalicyloyl chloride was used in the synthesis of enantiomerically pure bidentate heteroorganic ligands built on simple achiral skeletons and containing an aziridine moiety. It was used in the general synthesis of acetoxybenzamides. It was used in the chemical synthesis of 2,2,6,6-tetramethyl-1-piperidinyloxy(TEMPO)-aspirin conjugate via condensation reaction with 4-hydroxy-TEMPO. It was used as reagent in acylation of cyclobutenediones. | | Purification Methods | Check first the IR to see if an OH frequency is present. If so, some free acid is present. Then reflux with acetyl chloride for 2-3hours and fractionate at high vacuum. The distillate should crystallise. It can be recrystallised from hexane or *C6H6 (m 60o, sintering at 52o). [Riegel & Wittcoff J Am Chem Soc 64 486 1942, Beilstein 10 H 86, 10 I 43, 10 II 55, 10 III 151, 10 IV 169.] |
| | O-ACETYLSALICYLOYL CHLORIDE Preparation Products And Raw materials |
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