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| | 2-Fluorobenzoyl chloride Basic information |
| | 2-Fluorobenzoyl chloride Chemical Properties |
| Melting point | 4 °C (lit.) | | Boiling point | 90-92 °C/15 mmHg (lit.) | | density | 1.328 g/mL at 25 °C (lit.) | | refractive index | n20/D 1.536(lit.) | | Fp | 180 °F | | storage temp. | Inert atmosphere,Room Temperature | | solubility | Chloroform (Slightly) | | form | Liquid | | Specific Gravity | 1.328 | | color | Clear colorless to faintly colored | | Water Solubility | Decomposition | | Sensitive | Lachrymatory | | BRN | 636864 | | InChI | 1S/C7H4ClFO/c8-7(10)5-3-1-2-4-6(5)9/h1-4H | | InChIKey | RAAGZOYMEQDCTD-UHFFFAOYSA-N | | SMILES | Fc1ccccc1C(Cl)=O | | CAS DataBase Reference | 393-52-2(CAS DataBase Reference) | | NIST Chemistry Reference | Benzoyl chloride, 2-fluoro-(393-52-2) | | EPA Substance Registry System | o-Fluorobenzoyl chloride (393-52-2) |
| | 2-Fluorobenzoyl chloride Usage And Synthesis |
| Chemical Properties | clear colorless to faintly colored liquid | | Uses | 2-Fluorobenzoyl Chloride (cas# 393-52-2) is a compound useful in organic synthesis. | | Uses | 2-Fluorobenzoyl chloride has been used in the preparation of 3-(N-Hydroxycarbamimidoyl)-benzoic acid methyl ester. It has been used to develop an hollow-fiber liquid phase microextraction with in situ derivatization method coupled with HPLC-UV for the determination of metformin hydrochloride in biological fluids. | | General Description | Colorless liquid. | | Air & Water Reactions | Decomposes in water to form HCl with generation of heat | | Reactivity Profile | 2-Fluorobenzoyl chloride is sensitive to moisture. Incompatible with water, alcohol, bases (including amines) and with oxidizing agents . May react vigorously or explosively if mixed with diisopropyl ether or other ethers in the presence of trace amounts of metal salts [J. Haz. Mat., 1981, 4, 291]. | | Fire Hazard | 2-Fluorobenzoyl chloride is combustible. | | Synthesis | Step I Synthesis of 2-fluorobenzoyl chloride (intermediate a): 0.714 mol (100 g) of 2-fluorobenzoic acid was added to 100 mL of toluene, and the mixture was heated to 50 °C before 5.7 mol (414 mL) of sulfoxide chloride was added slowly. The reaction mixture was reacted under reflux conditions for 7 hours. Upon completion of the reaction, the excess sulfoxide chloride was removed by evaporation to give 79 g of 2-fluorobenzoyl chloride in 70% yield. | | References | [1] Phosphorus, Sulfur and Silicon and Related Elements, 1996, vol. 113, # 1-4, p. 179 - 207
[2] Journal of Organometallic Chemistry, 2005, vol. 690, # 17, p. 3918 - 3928
[3] Organic and Biomolecular Chemistry, 2009, vol. 7, # 23, p. 4886 - 4894
[4] Patent: EP2799437, 2014, A1. Location in patent: Paragraph 0055
[5] Patent: US2014/364431, 2014, A1. Location in patent: Paragraph 0186 |
| | 2-Fluorobenzoyl chloride Preparation Products And Raw materials |
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