3-Fluoro-4-hydroxy-5-methoxybenzaldehyde

Base Information

• Chemical Name: 3-Fluoro-4-hydroxy-5-methoxybenzaldehyde
• CAS No.: 79418-78-3
• Molecular Formula: C8H7FO3
• Molecular Weight: 170.14
• Hs Code.: 2913000090
• European Community (EC) Number: 624-138-1
• DSSTox Substance ID: DTXSID70344640
• Wikidata: Q72479971
• Mol file: 79418-78-3.mol

Synonyms:3-Fluoro-4-hydroxy-5-methoxybenzaldehyde;79418-78-3;5-Fluorovanillin;Benzaldehyde, 3-fluoro-4-hydroxy-5-methoxy-;3-Fluoro-4-hydroxy-5-methoxybenzene;MFCD02683560;3-fluoro-4-hydroxy-5-methoxy-benzaldehyde;3-Fluoro-4-hydroxy;3-fluoro-4-hydroxy-5-methoxy benzaldehyde;SCHEMBL564282;DTXSID70344640;CL8325;AKOS005257166;AM84048;CS-W008224;DS-1564;PS-8705;3-fluoro-5-methoxy-4-hydroxybenzaldehyde;SY031494;3-Fluoro-4-hydroxy-5-methoxybenzaldehyde #;A9908;FT-0601958;3-fluoranyl-5-methoxy-4-oxidanyl-benzaldehyde;3-fluoro-4-hydroxy-5-(methyloxy)benzaldehyde;EN300-253818;3-Fluoro-4-hydroxy-5-methoxybenzaldehyde, 97%;A839679;J-512482;Z1255450683

Chemical Property of 3-Fluoro-4-hydroxy-5-methoxybenzaldehyde

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.0153mmHg at 25°C
• Melting Point: 114-118 °C(lit.)
• Refractive Index: 1.564
• Boiling Point: 248.6 °C at 760 mmHg
• PKA: 6.54±0.23(Predicted)
• Flash Point: 104.1 °C
• PSA: 46.53000
• Density: 1.331 g/cm³
• LogP: 1.35240
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Air Sensitive
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 170.03792224
• Heavy Atom Count: 12
• Complexity: 162

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Fluoro-4-hydroxy-5-methoxybenzaldehyde ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C(=CC(=C1)C=O)F)O
• Uses: 3-Fluoro-4-hydroxy-5-methoxybenzaldehyde is a reagent in the synthesis of series of caffeic acid phenethyl amide (CAPA) fluorinated derivatives. 3-Fluoro-4-hydroxy-5-methoxybenzaldehyde may be used to synthesize 3-(3-fluoro-4-hydroxy-5-methoxyphenyl)-N-phenethylacrylamide and 4-[(4-hydroxy-3-fluoro-5-methoxy-benzylidene)amino]-1,5-dimethyl-2-phenyl-1,2-dihydro-pyrazol-3-one.

Technology Process of 3-Fluoro-4-hydroxy-5-methoxybenzaldehyde

There total 10 articles about 3-Fluoro-4-hydroxy-5-methoxybenzaldehyde 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: 89.0%

1-fluoro-2-hydroxy-3-methoxy-5-methylbenzene (127685-76-1) → 3-fluoro-4-hydroxy-5-methoxybenzaldehyde (79418-78-3)

Guidance literature:

With oxygen; cobalt(II) diacetate tetrahydrate; sodium hydroxide; In ethylene glycol; at 80 ℃; for 6h; under 760.051 Torr;

DOI:10.1016/j.tetlet.2013.12.077

Reference yield: 72.0%

1-(3-fluoro-4-hydroxy-5-methoxyphenyl)-N,N,N-trimethylmethanaminium iodide (1089186-95-7) → 3-fluoro-4-hydroxy-5-methoxybenzaldehyde (79418-78-3)

Guidance literature:

With hydrogenchloride; hexamethylenetetramine; acetic acid; In water; Reflux;

DOI:10.1055/s-0034-1379481

Reference yield: 37.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2-fluoro-6-methoxyphenol (73943-41-6) → 3-fluoro-4-hydroxy-5-methoxybenzaldehyde (79418-78-3)

Guidance literature:

formaldehyd; 2-fluoro-6-methoxyphenol; With diethylamine; In ethanol; Reflux;

With methyl iodide; In dichloromethane; at 20 ℃; for 18h;

With acetic acid; In water; at 120 ℃; for 2h; regioselective reaction;

DOI:10.1016/j.bmcl.2010.11.012

upstream raw materials:

(+/-)-5-Fluoronorepinephrine

5-<(dimethylamino)methyl>-1-fluoro-2-hydroxy-3-methoxybenzene

3-fluoro-4,5-dihydroxybenzaldehyde

dimethyl sulfate

Downstream raw materials:

C₁₀H₁₁FO₄

3-fluoro-4-hydroxy-5-methoxybenzoic acid

C₈H₇FO₄

C₂₄H₂₃FO₆

Refernces

• 1、 Maresh, Justin J.,Ralko, Arthur A.,Speltz, Tom E.,Burke, James L.,Murphy, Casey M.,Gaskell, Zachary,Girel, Joann K.,Terranova, Erin,Richtscheidt, Conrad,Krzeszowiec, Mark. "Chemoselective zinc/HCl reduction of halogenated β-nitrostyrenes: Synthesis of halogenated dopamine analogues". . p. 2891 - 2894. Retrieved 2015/02/02.
• 2、 Jiang, Jian-An,Chen, Cheng,Guo, Ying,Liao, Dao-Hua,Pan, Xian-Dao,Ji, Ya-Fei. "A highly efficient approach to vanillin starting from 4-cresol". supporting information. p. 2807 - 2814. Retrieved 2014/05/06.