330-17-6

Basic information

• Product Name: 4-(TRIFLUOROMETHYLTHIO)BENZOIC ACID
• Synonyms: RARECHEM AL BO 0420;4-TRIFLUOROMETHYLSULFANYL-BENZOIC ACID;4-(TRIFLUOROMETHYLTHIO)BENZOIC ACID;4-trifluomethylthio-benzoic acid;4-(Trifluoromethylthio)benzoic acid 98%;4-(Trifluoromethylthio)benzoicacid98%;-(TRIFLUOROMETHYLTHIO)BENZOIC ACID;p-(Trifluoromethylthio)benzoic acid
• CAS NO: 330-17-6
• Molecular Formula: C₈H₅F₃O₂S
• Molecular Weight: 222.18
• EINECS: -0
• Product Categories: Aromatics Compounds;Aromatics;Sulfur & Selenium Compounds;C8;Carbonyl Compounds;Carboxylic Acids
• Mol File: 330-17-6.mol
• Article Data: 7

Chemical Properties

• Melting Point: 159.5-162.5 °C(lit.)
• Boiling Point: 227.6 °C at 760 mmHg
• Flash Point: 91.4 °C
• Appearance: /
• Density: 1.5 g/cm³
• Vapor Pressure: 0.0434mmHg at 25°C
• Solubility: soluble in Methanol
• PKA: 3.76±0.10(Predicted)
• Sensitive: Stench
• BRN: 2693449
• CAS DataBase Reference: 4-(TRIFLUOROMETHYLTHIO)BENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(TRIFLUOROMETHYLTHIO)BENZOIC ACID(330-17-6)
• EPA Substance Registry System: 4-(TRIFLUOROMETHYLTHIO)BENZOIC ACID(330-17-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 330-17-6(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

InChI:InChI=1/C8H5F3O2S/c9-8(10,11)14-6-3-1-5(2-4-6)7(12)13/h1-4H,(H,12,13)/p-1

Upstream product

• 332-26-3 4-[(trifluoromethyl)sulphanyl]benzenecarbonitrile 
• 2314-97-8 iodotrifluoromethane 
• 1074-36-8 4-mercaptobenzoic acid 
• 2926-29-6 Langlois reagent 
• 128273-56-3 1-{4-[(trifluoromethyl)sulfanyl]phenyl}methanamine 
• 4021-50-5 4-(trifluoromethylthio)benzaldehyde 
• 56456-52-1 (4-((trifluoromethyl)thio)phenyl)methanol 
• 150-13-0 4-amino-benzoic acid 
• 333-47-1 1-bromo-4-(trifluoromethyl)thiobenzene 
• 590-29-4 potassium formate 
• 6302-65-4 methyl 4-mercaptobenzoate 
• 88489-60-5 methyl 4-[(trifluoromethyl)thio]benzoate 
• 352-68-1 4-trifluoromethylthiotoluene 

Downstream Products

• 1222868-43-0 C₂₄H₁₅F₃N₂O₃S₂ 
• 74483-45-7 4-(trifluoromethylthio)benzyl chloride 
• 330-14-3 4-(trifluoromethylthio)benzoyl chloride 
• 88489-60-5 methyl 4-[(trifluoromethyl)thio]benzoate 
• 1204331-60-1 N-{4-[1-(4-trifluoromethanesulfonyl-benzoyl)-piperidin-4-yl]-3-trifluoromethyl-benzoyl}-N'-(carbobenzyloxy)-guanidine 
• 1005206-25-6 (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)(trifluoromethylsulfane)benzene 
• 1442120-38-8 4-methyl-N-(2,2,2-trifluoroethyl)-2-[(1-{4-[(trifluoromethyl)sulphanyl]benzoyl}piperidin-4-yl)methyl]-2H-indazole-5-carboxamide 

Relevant articles and documents

Electrochemical Trifluoromethylation of Thiophenols with Sodium Trifluoromethanesulfinate

We developed an electrochemical trifluoromethylation of thiophenols without the use of metal catalysts and oxidants. This reaction features mild reaction conditions, readily available substrate, as well as moderate to good yields. In addition, this protocol can be easily scaled up with moderate efficiency.

Method for synthesizing benzoic acid compound from benzyl alcohol compound by ultrasonic-assisted oxidation

The invention belongs to the field of synthesis of organic intermediates, and specifically discloses an ultrasonic-assisted synthesis method for a benzoic acid compound. The method comprises the following step: promoting air oxidation of benzyl alcohol by using diethylene glycol dimethyl ether under an ultrasonic-assisted action so as to obtain the benzoic acid compound, wherein a benzyl alcohol raw material is benzyl alcohol, or a benzoic acid derivative containing one to five substituents at different positions on the benzene ring of benzyl alcohol; and a reaction accelerator is the diethylene glycol dimethyl ether. The method provided by the invention has the advantages of easily-available raw materials, simple and convenient reaction conditions, short reaction time, greenness, energy conservation, high reaction selectivity and yield, excellent compatibility of substrate functional groups, and high application value.

A mild and fast photocatalytic trifluoromethylation of thiols in batch and continuous-flow

S-CF3 bonds are important structural motifs in various pharmaceutical and agrochemical compounds. However, their preparation remains a major challenge in synthetic organic chemistry. Here, we report the development of a mild and fast photocatalytic trifluoromethylation of thiols. The combination of commercially available Ru(bpy)3Cl2, visible light and inexpensive CF3I gas proved to be an efficient method for the direct trifluoromethylation of thiols. The protocol is demonstrated on a wide range of aromatic, hetero-aromatic and aliphatic substrates in both batch and continuous microflow (32 examples, 52-98% yield). Process intensification through continuous microflow application resulted in a 15-fold increase in production rate (0.25 mmol min-1) due to improved gas-liquid mass transfer, enhanced irradiation as well as convenient handling of the gaseous CF3 source. Furthermore, the efficiency of the flow process allowed to reduce the amount of CF3I (1.1 equivalent) to reach full conversion. This journal is