328-99-4

Basic information

• Product Name: 3-(TRIFLUOROMETHYL)BENZOYL FLUORIDE
• Synonyms: 3-(TRIFLUOROMETHYL)BENZOYL FLUORIDE;M-TRIFLUOROMETHYLBENZOYL FLUORIDE;3-(triflouromethyl)benzoyl Fluoride;3-(trifluoromethyl)-benzoylfluorid
• CAS NO: 328-99-4
• Molecular Formula: C₈H₄F₄O
• Molecular Weight: 192.11
• EINECS: 206-340-8
• Mol File: 328-99-4.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 172.3 °C at 760 mmHg
• Flash Point: 62.2 °C
• Appearance: /
• Density: 1.339 g/cm³
• Vapor Pressure: 1.34mmHg at 25°C
• Refractive Index: 1.4341
• CAS DataBase Reference: 3-(TRIFLUOROMETHYL)BENZOYL FLUORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(TRIFLUOROMETHYL)BENZOYL FLUORIDE(328-99-4)
• EPA Substance Registry System: 3-(TRIFLUOROMETHYL)BENZOYL FLUORIDE(328-99-4)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39
• RIDADR: 3265
• HazardClass: CORROSIVE
• Hazardous Substances Data: 328-99-4(Hazardous Substances Data)

Usage

General Description

3-(Trifluoromethyl)benzoyl fluoride is a chemical compound with the formula C8H4F3O. It is a colorless liquid that is primarily used as a building block in the synthesis of various pharmaceuticals and agrochemicals. It is also used as a reagent in organic synthesis and as a precursor in the production of fluorinated compounds. 3-(TRIFLUOROMETHYL)BENZOYL FLUORIDE is highly reactive and can undergo various chemical reactions, including nucleophilic substitution and addition reactions. It is important to handle 3-(trifluoromethyl)benzoyl fluoride with care due to its potential to cause irritation and toxicity upon contact with skin and eyes.

InChI:InChI=1/C8H4F4O/c9-7(13)5-2-1-3-6(4-5)8(10,11)12/h1-4H

Upstream product

• 27428-84-8 3-trichloromethylbenzoyl chloride 
• 1711-06-4 3-Methylbenzoyl chloride 
• 99-04-7 m-Toluic acid 
• 454-89-7 3-Trifluoromethylbenzaldehyde 
• 27466-80-4 3-trichloromethyl-benzoic acid 
• 454-92-2 3-(trifluoromethyl)benzoic acid 

Downstream Products

• 98-08-8 α,α,α-trifluorotoluene 
• 454-89-7 3-Trifluoromethylbenzaldehyde 
• 454-92-2 3-(trifluoromethyl)benzoic acid 
• 2557-13-3 3-trifluoromethylbenzoic acid methyl ester 
• 56913-73-6 3-trifluoromethyl-N-(pyridin-4-ylmethyl)benzamide 
• 22298-13-1 4,5α-epoxy-17-methyl-3-(3-trifluoromethyl-benzoyloxy)-morphin-7-en-6α-ol 
• 36590-46-2 3-Trifluoromethyl-benzoic acid N'-(3-trifluoromethyl-phenyl)-hydrazide 
• 56114-21-7 m-Trifluormethylbenzoylfluorsulfat 
• 6417-47-6 1,5-dihydroxy-4,8-bis-(3-trifluoromethyl-benzoylamino)-anthraquinone 

Relevant articles and documents

Synthesis method of o-trifluoromethyl methyl benzoate, m-trifluoromethyl methyl benzoate and p-trifluoromethyl methyl benzoate

The invention provides a synthesis method of o-trifluoromethyl methyl benzoate, m-trifluoromethyl methyl benzoate and p-trifluoromethyl methyl benzoate. The synthesis method comprises the following steps: taking methyl benzoic acid as a raw material, carrying out acylating chlorination to obtain methylbenzoyl chloride, carrying out side-chain chlorination to obtain trichloromethyl benzoyl chloride, carrying out fluorination substitution to obtain trifluoromethyl benzoyl fluoride, and carrying out esterification to obtain a final product which is trifluoromethyl methyl benzoate. The synthesis method can be used for producing the o-trifluoromethyl methyl benzoate, the m-trifluoromethyl methyl benzoate and the p-trifluoromethyl methyl benzoate, is easily available in raw material, mild in reaction mechanism, high in reaction yield, few in reaction by-products, low in yield of three wastes and easy in treatment of three wastes, and is suitable for industrial production.

Elemental fluorine. Part 21. (1) direct fluorination of benzaldehyde derivatives

Direct fluorination of a range of benzaldehyde derivatives gives mixtures of fluorobenzaldehyde and benzoyl fluoride products in ratios that depend upon the nature of the ring substituent Electron-withdrawing substituents give predominantly benzoyl fluoride derivatives, whereas electron-donating substituents lead to fluoroarene systems. Separation of ring-fluorinated products can be easily accomplished by esterification of the benzoyl fluoride side products. Scale-up of these processes to provide significant quantities of appropriate fluorobenzaldehyde systems has also been achieved using continuous flow techniques.

The Relationship between 19F Substituent Chemical Shifts and Electron Densities: meta- and para-Substituted Benzoyl Fluorides

The 19F substituent chemical shifts (SCS) of meta- and para-benzoyl fluorides are found to correlate well with substituent parameters using the dual substituent parameter (DSP) equation, indicating that they reflect electronic perturbations induced by the substituent.The direction of the SCS values is such that donating substituents cause upfield shifts whilst acceptors cause downfield shifts.STO-3G calculations indicate that substituents induce only very small changes in ?-electron density about the fluorine atom, but that these changes correlate reasonably well with the observed SCS values.For the para series, the slope of the relationship between Δq?F and 19F SCS is 5000 ppm/electron, indicating the great sensitivity of the fluorine atom to small changes in electron density.