345-29-9

Basic information

• Product Name: 4-FLUORO-2-HYDROXYBENZOIC ACID
• Synonyms: fluorohydroxybenzoicacid5;RARECHEM AL BE 1428;4-FLUORO-2-HYDROXYBENZOIC ACID;4-FLUOROSALICYCLIC ACID;4-FLUOROSALICYLIC ACID;2-HYDROXY-4-FLUOROBENZOIC ACID;4-Fluoro-2-Hydroxybenzoic Acid 2-Hydroxy-4-Fluoro Benzoic Acid;4-Fluorosalicylicacid,98%
• CAS NO: 345-29-9
• Molecular Formula: C₇H₅FO₃
• Molecular Weight: 156.11
• EINECS: 206-459-5
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Benzoic acid;Acids & Esters;Fluorine Compounds;Phenols;C7;Carbonyl Compounds;Carboxylic Acids;Fluorine series
• Mol File: 345-29-9.mol
• Article Data: 16

Chemical Properties

• Melting Point: 170 °C (dec.)(lit.)
• Boiling Point: 300.5 °C at 760 mmHg
• Flash Point: 135.6 °C
• Appearance: White to orange/Crystalline Powder
• Density: 1.492 g/cm³
• Refractive Index: 1.513
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: Soluble in methanol.
• PKA: 2.85±0.10(Predicted)
• BRN: 2209124
• CAS DataBase Reference: 4-FLUORO-2-HYDROXYBENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-FLUORO-2-HYDROXYBENZOIC ACID(345-29-9)
• EPA Substance Registry System: 4-FLUORO-2-HYDROXYBENZOIC ACID(345-29-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 345-29-9(Hazardous Substances Data)

Usage

Description

4-Fluoro-2-hydroxybenzoic acid, also known as 4-fluorosalicylic acid, is an organic compound characterized by the presence of a fluorine atom at the 4-position and a hydroxyl group at the 2-position on a benzene ring. It exhibits acidic properties due to the presence of the carboxyl group and is a versatile intermediate in various chemical reactions.
Used in Organic Synthesis:
4-Fluoro-2-hydroxybenzoic acid is used as a key intermediate for the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and dyes. Its unique structure allows for selective functionalization and modification, making it a valuable building block in the development of new molecules with desired properties.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-fluoro-2-hydroxybenzoic acid is used as a starting material for the production of various drugs and drug candidates. Its ability to be easily modified and incorporated into complex molecular structures makes it an attractive component for the design of new therapeutic agents.
Used in Agrochemical Industry:
4-Fluoro-2-hydroxybenzoic acid is also utilized in the agrochemical industry as a precursor for the synthesis of various pesticides and herbicides. Its chemical properties enable the development of effective and targeted agrochemicals for crop protection and management.
Used in Dye Industry:
In the dye industry, 4-fluoro-2-hydroxybenzoic acid serves as an important intermediate for the production of dyes and pigments. Its unique structure contributes to the color and stability of the resulting dyes, making it a valuable component in the formulation of various colorants for different applications.

InChI:InChI=1/C9H4F3NO2/c10-9(11,12)4-1-2-6-5(3-4)7(14)8(15)13-6/h1-3H,(H,13,14,15)

Upstream product

• 392-04-1 methyl 4-fluoro-2-hydroxybenzoate 
• 395-82-4 4-fluoro-2-methoxy-benzoic acid 
• 56096-89-0 4-fluoro-2-iodobenzoic acid 
• 65-49-6 4-Aminosalicylic acid 
• 138469-95-1 (E)-3-(dimethylamino)-1-(4-fluoro-2-hydroxyphenyl)prop-2-en-1-one 
• 1583-58-0 2,4-difluoro-benzoic acid 
• 860296-14-6 3-chloro-4-fluoro-2-hydroxybenzoic acid 
• 860296-13-5 2-chloro-1-fluoro-3-(methoxymethoxy)benzene 
• 126940-10-1 1-fluoro-3-(methoxy-methoxy)benzene 
• 372-20-3 3-fluorophenol 
• 348-28-7 4-fluoro-2-hydroxybenzaldehyde 
• 450-83-9 4-fluoro-2-methoxybenzaldehyde 
• 446-32-2 4-fluoroanthranilic acid 
• 201230-82-2 carbon monoxide 

Downstream Products

• 204707-42-6 methyl 4-fluoro-2-methoxybenzoate 
• 1737-21-9 4-fluoro-2-hydroxybenzoic acid ethyl ester 
• 1644-71-9 5-bromo-4-fluoro-2-hydroxy-benzoic acid 
• 392-04-1 methyl 4-fluoro-2-hydroxybenzoate 
• 51985-44-5 methyl 4-fluoro-2-(methoxymethoxy)benzoate 
• 57976-99-5 4-fluoro-2-hydroxy-benzoyl chloride 
• 314298-06-1 [5-fluoro-2-(3-nitro-benzylcarbamoyl)-phenoxy]-acetic acid ethyl ester 
• 314298-07-2 [5-fluoro-2-(3-nitro-benzylthiocarbamoyl)-phenoxy]-acetic acid ethyl ester 
• 314298-37-8 4-fluoro-2-hydroxy-N-(4,5,7-trifluoro-benzothiazol-2-ylmethyl)-benzamide 

Relevant articles and documents

Palladium-catalyzed ortho-C-H hydroxylation of benzoic acids

A simple Pd(OAc)2 catalyzed ortho-hydroxylation of benzoic acids using TBHP as the sole oxidant has been explored. This protocol features relatively broad substrate scope and operational simplicity. The compatibility of ortho-substituted substrates is an effective complement to the previous ortho-hydroxylation reaction.

A Bcl - 2 inhibitor venetoclax and intermediate preparation method (by machine translation)

The invention relates to a process for preparing Bcl - 2 inhibitor venetoclax required intermediate preparation method, a synthetic route thereof are shown below, in particular comprises the following steps: to compound I 2, 4 - difluoro-benzoic acid as the raw material, and after hydroxy methyl esterification reaction to obtain compound II 4 - fluorosalicylic acid methyl ester, compound II with the piperazine coupling to make the compound III, compound III and IV by the reaction of the raw material compound V, the compound V with compound VI 5 - bromo - 7 - aza indole C - O prepared by coupling compound VII, is intermediate. Preparation method of this invention mild reaction conditions, the operation is simple, environmental protection and high-efficiency and low cost, easy to manufacture on a large scale. (by machine translation)

Sulfoximines: A reusable directing group for chemo-and regioselective ortho C-H oxidation of arenes

Sulfoximines direct: A new protocol for the chemo-and regioselective ortho C-H acetoxylation of arenes in N-benzoylated sulfoximines is reported. The sulfoximine directing group is easily detached from the C-H oxidation product through acid-promoted hydrolysis, isolated, and reused (see scheme). The meta-substituted phenols are synthesized following this strategy and the stereointegrity of the sulfoximine is preserved in this transformation. C(sp3)-H acetoxylation of the methyl group is also demonstrated.