4-Fluoro-2-hydroxybenzaldehyde

Base Information

• Chemical Name: 4-Fluoro-2-hydroxybenzaldehyde
• CAS No.: 348-28-7
• Molecular Formula: C7H5FO2
• Molecular Weight: 140.114
• Hs Code.: 29122990
• European Community (EC) Number: 640-113-8
• DSSTox Substance ID: DTXSID90381355
• Nikkaji Number: J612.213B
• Wikidata: Q72484301
• Mol file: 348-28-7.mol

Synonyms:4-Fluorosalicylaldehyde;4-fluoro-2-hydroxybenzaldehyde;348-28-7;2-hydroxy-4-fluorobenzaldehyde;4-fluoro-2-hydroxy-benzaldehyde;MFCD03788526;4-Fluor-2-hydroxy-benzaldehyd;SCHEMBL172942;4-fluoro-2-hydroxy benzaldehyde;2-Hydroxy-4-fluoro-benzaldehyde;DTXSID90381355;GBJJCODOZGPTBC-UHFFFAOYSA-N;CL8352;AKOS005257139;AC-1973;CS-W008001;PS-9052;SB23032;SY030946;A6113;AM20050105;FT-0631997;EN300-97011;J-515431;Z1201622454

Chemical Property of 4-Fluoro-2-hydroxybenzaldehyde

Chemical Property:

• Vapor Pressure: 0.151mmHg at 25°C
• Melting Point: 70-72 °C
• Refractive Index: 1.587
• Boiling Point: 208.2 °C at 760 mmHg
• PKA: 7.18±0.10(Predicted)
• Flash Point: 79.7 °C
• PSA: 37.30000
• Density: 1.35 g/cm³
• LogP: 1.34380
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Air Sensitive
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 140.02735756
• Heavy Atom Count: 10
• Complexity: 127

Purity/Quality:

99.5% ^*data from raw suppliers

4-Fluorosalicylaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1F)O)C=O
• Uses: 4-Fluorosalicylaldehyde is used as a reagent to synthesize quinoline derivatives that have potential antibacterial and antituberculosis effects. 4-Fluorosalicylaldehyde is also used as a reagent to prepare chromones (e.g. 4-Oxo-4H-1-benzopyran-2-carboxylic acid [B205670]).

Technology Process of 4-Fluoro-2-hydroxybenzaldehyde

There total 7 articles about 4-Fluoro-2-hydroxybenzaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 72.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 3-fluorophenol (372-20-3) → 4-fluoro-2-hydroxybenzaldehyde (348-28-7)

Guidance literature:

With triethylamine; magnesium chloride; In acetonitrile; for 5h; Heating / reflux;

Reference yield: 54.0%

3-fluorophenol (372-20-3) + acetonitrile (75-05-8,26809-02-9) → 4-fluoro-2-hydroxybenzaldehyde (348-28-7)

Guidance literature:

3-fluorophenol; acetonitrile; With phosphorus pentoxide; Mg₂Cl₂; triethylamine; for 72h; Inert atmosphere; Reflux;

With hydrogenchloride; In water; Inert atmosphere;

DOI:10.1021/jm301538e

Reference yield: 30.0%

3-fluorophenol (372-20-3) + hexamethylenetetramine (100-97-0) → 4-fluoro-2-hydroxybenzaldehyde (348-28-7)

Guidance literature:

With water; trifluoroacetic acid; at 70 - 80 ℃; for 10h;

DOI:10.1002/asia.201801687

upstream raw materials:

formaldehyd

3-fluorophenol

chloroform

magnesium methanolate

Downstream raw materials:

4-fluoro-2-hydroxy-5-nitro-benzaldehyde

4-fluoro-2-hydroxy-3,5-dinitro-benzaldehyde

(E)-4-(5-Fluoro-2-formyl-phenoxy)-but-2-enoic acid ethyl ester

2-((adamantan-1-ylamino)methyl)-5-fluorophenol

Refernces

• 1、 Borissov, Arseni,Marques, Igor,Lim, Jason Y.C.,Félix, Vítor,Smith, Martin D.,Beer, Paul D.. "Anion Recognition in Water by Charge-Neutral Halogen and Chalcogen Bonding Foldamer Receptors". supporting information. p. 4119 - 4129. Retrieved 2019/03/07.
• 2、 Liu, Junning,Tang, Wenqi,Sheng, Lan,Du, Zhen,Zhang, Ting,Su, Xing,Zhang, Sean Xiao-An. "Effects of Substituents on Metastable-State Photoacids: Design, Synthesis, and Evaluation of their Photochemical Properties". supporting information. p. 438 - 445. Retrieved 2019/01/08.