5-Fluoro-2-hydroxybenzaldehyde

Base Information

• Chemical Name: 5-Fluoro-2-hydroxybenzaldehyde
• CAS No.: 347-54-6
• Molecular Formula: C7H5FO2
• Molecular Weight: 140.114
• Hs Code.: 29130000
• European Community (EC) Number: 626-267-9
• DSSTox Substance ID: DTXSID50371994
• Nikkaji Number: J612.214K
• Wikidata: Q72477016
• Mol file: 347-54-6.mol

Synonyms:5-fluorosalicylaldehyde;F-SA compound

Chemical Property of 5-Fluoro-2-hydroxybenzaldehyde

Chemical Property:

• Appearance/Colour: White crystal
• Vapor Pressure: 3.3mmHg at 25°C
• Melting Point: 82-85 °C
• Refractive Index: 1.531
• Boiling Point: 207.4°C at 760 mmHg
• PKA: 8.18±0.18(Predicted)
• Flash Point: 79.2 °C
• PSA: 37.30000
• Density: 1.35 g/cm³
• LogP: 1.34380
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Air Sensitive
• Solubility.: soluble in Methanol
• 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% ^*data from raw suppliers

5-Fluoro-2-hydroxybenzaldehyde ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1F)C=O)O
• Uses: 5-Fluorosalicylaldehyde may be used to synthesize:managanese (III) complex [MnLa(μ1,3-N3)]n [H2La = N,N′-bis(5-fluorosalicylidene)-1,2-diaminoethane]enantiopure 4-amino-6-fluoro-3-(hydroxymethyl)chromanes4,4′-difluoro-2,2′-[(hydrazine-1,2-diylidene)bis(methanylylidene)]-diphenolN,N′-bis(5-fluoro-2-hydroxybenzylidene)ethylenediamineN,N′-(2-hydroxypropane-1,3-diyl)-bis(salicylaldimine (H2L)

Technology Process of 5-Fluoro-2-hydroxybenzaldehyde

There total 15 articles about 5-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: 85.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 4-Fluorophenol (371-41-5) → 5-fluoro-2-hydroxybenzaldehyde (347-54-6)

Guidance literature:

formaldehyd; With triethylamine; magnesium chloride; In tetrahydrofuran; for 0.166667h; Inert atmosphere;

4-Fluorophenol; In tetrahydrofuran; at 75 ℃; regioselective reaction; Inert atmosphere;

DOI:10.15227/orgsyn.082.0064

Reference yield: 80.0%

→ 5-fluoro-2-hydroxybenzaldehyde (347-54-6)

Guidance literature:

With triethylamine; magnesium chloride; In acetonitrile; for 4h; Reflux;

Reference yield: 75.0%

4-fluoro-2-methylphenol (452-72-2) → 5-fluoro-2-hydroxybenzaldehyde (347-54-6)

Guidance literature:

With C₁₅H₁₁ClN₄SZn; p-benzoquinone; In tert-butyl alcohol; for 8h; Reagent/catalyst;

DOI:10.1016/j.jphotochem.2021.113455

upstream raw materials:

4-Fluorophenol

chloroform

formaldehyd

hexamethylenetetramine

Downstream raw materials:

5-fluoro-2-hydroxy-benzaldehyde phenylhydrazone

(6-Fluoro-2-morpholin-4-yl-2H-chromen-3-yl)-phenyl-methanone

ethyl 5-fluoro-1H-benzofuran-2-carboxylate

4-nitro-phenol

Refernces

• 1、 Huang, You,Li, Xiaohu. "Phosphine-catalyzed sequential (2+3)/(2+4) annulation of γ-vinyl allenoates: Access to the synthesis of chromeno[4,3-: B] pyrroles". supporting information. p. 9934 - 9937. Retrieved 2021/10/12.
• 2、 Shi, Wangyu,Zhou, Leijie,Mao, Biming,Wang, Qijun,Wang, Chang,Zhang, Cheng,Li, Xuefeng,Xiao, Yumei,Guo, Hongchao. "Phosphine-Catalyzed [3+2] Annulation of β-Sulfonamido-Substituted Enones with Sulfamate-Derived Cyclic Imines". supporting information. p. 679 - 685. Retrieved 2019/01/24.