2-Fluorobenzoyl chloride

Reported in EPA TSCA Inventory.

The o-Fluorobenzoyl chloride with CAS registry number of 393-52-2 is also known as Benzoyl chloride, o-fluoro-. The IUPAC name is 2-Fluorobenzoyl chloride. It belongs to product categories of Fluorobenzene; Acid Halides; Carbonyl Compounds; Organic Building Blocks. Its EINECS registry number is 206-887-2. In addition, the formula is C₇H₄ClFO and the molecular weight is 158.56.

Physical properties about o-Fluorobenzoyl chloride are: (1)ACD/LogP: 1.84; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.84; (4)ACD/LogD (pH 7.4): 1.84; (5)ACD/BCF (pH 5.5): 14.72; (6)ACD/BCF (pH 7.4): 14.72; (7)ACD/KOC (pH 5.5): 238.52; (8)ACD/KOC (pH 7.4): 238.52; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Index of Refraction: 1.519; (13)Molar Refractivity: 36.49 cm³; (14)Molar Volume: 120 cm³; (15)Surface Tension: 38 dyne/cm; (16)Density: 1.32 g/cm³; (17)Flash Point: 63.2 °C; (18)Enthalpy of Vaporization: 43.99 kJ/mol; (19)Boiling Point: 203.7 °C at 760 mmHg; (20)Vapour Pressure: 0.274 mmHg at 25 °C.

Preparation of o-Fluorobenzoyl chloride: it is prepared by reaction of 2-fluoro-benzoic acid. The reaction needs reagents thionyl chloride, dimethylformamide at the temperature of 70-80 °C. The yield is about 98.3%.

Uses of o-Fluorobenzoyl chloride: it is used to produce 2-fluoro-N-(3-imidazol-1-yl-propyl)-benzamide by reaction with 3-imidazol-1-yl-propylamine. The reaction occurs with reagent 1 N aq. NaOH and solvent CH₂Cl₂. The yield is about 40%.

When you are using this chemical, please be cautious about it. As a chemical, it is irritating to eyes and respiratory system. This chemical may cause burns and can reacts violently with water. During using it, wear suitable protective clothing, gloves and eye/face protection. After using it, take off immediately all contaminated clothing. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If accident happens or you feel unwell seek medical advice immediately

You can still convert the following datas into molecular structure:
1. Canonical SMILES: C1=CC=C(C(=C1)C(=O)Cl)F
2. InChI: InChI=1S/C7H4ClFO/c8-7(10)5-3-1-2-4-6(5)9/h1-4H
3. InChIKey: RAAGZOYMEQDCTD-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intravenous	100mg/kg (100mg/kg)		U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#04779,