341-27-5

Basic information

• Product Name: 3-FLUORO-2-HYDROXYBENZOIC ACID
• Synonyms: RARECHEM AL BE 0031;3-FLUOROSALICYLIC ACID;3-FLUORO-2-HYDROXYBENZOIC ACID;3-FLUORO-2-HYDROXYBENZOIC ACID(3-FLUOROSALICYLIC ACID);2-Hydroxy-3-fluorobenzoic acid;NSC 109100;3-Fluorosalicylic acid, 2-Carboxy-6-fluorophenol
• CAS NO: 341-27-5
• Molecular Formula: C₇H₅FO₃
• Molecular Weight: 156.11
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Benzoic acid;Aryl;Carboxy;Intermediate;Building Blocks;Fluorine series
• Mol File: 341-27-5.mol

Chemical Properties

• Melting Point: 142 °C
• Boiling Point: 271℃
• Flash Point: 117℃
• Appearance: off-white solid
• Density: 1.492
• Vapor Pressure: 0.00336mmHg at 25°C
• Refractive Index: 1.585
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• PKA: 2.45±0.10(Predicted)
• CAS DataBase Reference: 3-FLUORO-2-HYDROXYBENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-FLUORO-2-HYDROXYBENZOIC ACID(341-27-5)
• EPA Substance Registry System: 3-FLUORO-2-HYDROXYBENZOIC ACID(341-27-5)

Safety Data

• Hazard Codes: C,Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36
• HazardClass: IRRITANT
• Hazardous Substances Data: 341-27-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-Fluoro-2-hydroxybenzoic acid is utilized as an intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the development of new drugs and bioactive compounds. Its unique structure allows for the creation of molecules with specific therapeutic properties, making it a valuable asset in drug discovery and medicinal chemistry.
Used in Organic Synthesis:
In the realm of organic synthesis, 3-Fluoro-2-hydroxybenzoic acid is employed as a building block for the creation of complex organic molecules. Its presence in the synthesis process can influence the reactivity, selectivity, and final properties of the synthesized compounds, thereby expanding the scope of organic chemistry and its applications.
Used in Research and Development:
3-Fluoro-2-hydroxybenzoic acid is also used as a research compound for studying its chemical properties and potential interactions with biological systems. This research is crucial for understanding how such compounds can be modified or used to create new pharmaceuticals, materials, or other applications that can benefit from its unique characteristics.

InChI:InChI=1/C7H5FO3/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3,9H,(H,10,11)

Upstream product

• 251300-28-4 5-bromo-3-fluoro-2-hydroxybenzaldehyde 
• 2105-94-4 4-bromo-2-fluorophenol 
• 117570-31-7 fluoro-1 methoxymethylenoxy-2 benzene 
• 124-38-9 carbon dioxide 
• 15719-64-9 methylammonium carbonate 
• 251300-29-5 5-bromo-3-fluoro-2-hydroxybenzoic acid 
• 394-50-3 3-fluorosalicylaldehyde 
• 367-12-4 2-fluorophenol 
• 854914-89-9 3-fluoro-2-hydroxy-thiobenzoic acid S-methyl ester 

Downstream Products

• 938177-13-0 5-bromo-2-{3-fluoro-2-[(phenylmethyl)oxy]phenyl}-6-methyl-3-(2-phenylethyl)-4(3H)-pyrimidinone 
• 938180-21-3 2-{3-fluoro-2-[(phenylmethyl)oxy]phenyl}-6-methyl-3-(2-phenylethyl)-4(3H)-pyrimidinone 
• 148872-79-1 3-fluoro-2-[(phenylmethyl)oxy]benzoic acid 
• 938180-01-9 2-(3-fluoro-2-hydroxyphenyl)-6-methyl-5-(5-methyl-2-thienyl)-3-(2-phenylethyl)-4(3H)-pyrimidinone 
• 2387-23-7 1,3-Dicyclohexylurea 

Relevant articles and documents

A short and efficient preparation of methyl-[1,2,4]oxadiazolium derivatives with plant-inducing activity

A short and efficient preparation of methyl-[1,2,4]oxadiazolium derivatives with plant-inducing activity is discussed. A concise and efficient synthetic method leading to structurally diverse array of oxadiazolium derivatives, starting from halogenated phenols is also developed. The starting point of the synthesis is the Lewis acid mediated addition of isocyanates to phenols. The strategy also involves a new and rapid access to all meta-halogenated salicylic acids, compounds of high synthetic value.

Fluorophenols and (trifluoromethyl)phenols as substrates of site-selective metalation reactions: To protect or not to protect

O-Methoxymethyl (MOM) protected fluorophenols can be cleanly metalated and subsequently be submitted to site-selective electrophilic substitution. The 2- and 4-isomers exhibit ambivalent reactivity: deprotonation occurs at the position adjacent to the oxygen when butyllithium is employed whereas the position adjacent to the fluorine is attacked by the superbasic mixture of butyllithium and potassium tert-butoxide (LIC-KOR). The MOM-protected (trifluoromethyl)-phenols react exclusively at oxygen-neighboring positions. The meta isomer provides another example of optional site selectivity, undergoing hydrogen/metal exchange at the 2-position with the LIC-KOR reagent and at the 6-position with sec-butyllithium. Unprotected (trifluoromethyl)phenols can also be ortho-metalated after O-deprotonation, although the products are formed in only moderate yields.

A highly efficient strategy for the synthesis of 3-substituted salicylic acids by either directed ortho-lithiation or halogen-metal exchange of substituted mom protected phenols followed by carboxylation

A highly efficient synthesis of various 3-substituted salicylic acids is described starting from inexpensive starting materials and requiring no special apparatus.

An improved method for the synthesis of 3-fluorosalicylic acid with application to the synthesis of 3-(Trifluoromethyl)salicylic acid

An improved method for the synthesis of 3-fluorosalicylic acid is described. A positional protective group strategy allows formylation selectively at the ortho position of 4-bromo-2-fluorophenol. Oxidation of the resulting salicylaldehyde to the salicylic acid, followed by debromination, affords 3-fluorosalicylic acid. The method has also been applied to the synthesis of 3-(trifluoromethyl)salicylic acid.

3-Substituted salicylamides

Novel 3-substituted salicylamides having increased analgesic activity and prolonged analgesic activity are disclosed.