3-Fluoro-4-hydroxybenzaldehyde

Base Information

• Chemical Name: 3-Fluoro-4-hydroxybenzaldehyde
• CAS No.: 405-05-0
• Molecular Formula: C7H5FO2
• Molecular Weight: 140.114
• Hs Code.: 29145090
• European Community (EC) Number: 609-839-2
• DSSTox Substance ID: DTXSID00343080
• Nikkaji Number: J1.843.957C
• Wikidata: Q72479916
• Mol file: 405-05-0.mol

Synonyms:3-Fluoro-4-hydroxybenzaldehyde;405-05-0;3-Fluoro-4-hydroxy-benzaldehyde;Benzaldehyde, 3-fluoro-4-hydroxy-;MFCD00016626;2-Fluoro-4-formylphenol;SCHEMBL219109;4-hydroxy-3-fluorobenzaldehyde;3-fluoro-4-hydroxy benzaldehyde;4-hydroxy-3-fluoro-benzaldehyde;DTXSID00343080;3-Fluoro-4-hydroxybenzaldehyde #;3-fluoranyl-4-oxidanyl-benzaldehyde;CL8326;STK503883;AKOS005171591;CS-W014392;DS-0192;PS-9055;AC-15142;SY016482;3-Fluoro-4-hydroxybenzaldehyde, AldrichCPR;AM20040423;F0725;FT-0601374;EN300-49278;A825141;J-512483;Z385458796

Chemical Property of 3-Fluoro-4-hydroxybenzaldehyde

Chemical Property:

• Melting Point: 121-124 °C
• Boiling Point: 225.6 °C at 760 mmHg
• PKA: 6.52±0.18(Predicted)
• Flash Point: 90.2 °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: 1.3
• 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:

3-Fluoro-4-hydroxybenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-52-41-37/38
• Safety Statements: 26-36-36/37/39-27-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C=O)F)O
• Uses: 3-Fluoro-4-hydroxybenzaldehyde can be used to synthesize 3-Cyclopropylmethoxy-4-difluoromethoxybenzoic Acid, which is an impurity and intermediate in the preparation of Roflumilast. 3-Fluoro-4-hydroxybenzaldehyde can be used to synthesize 3-Cyclopropylmethoxy-4-difluoromethoxybenzoic Acid (C988720), which is an impurity and intermediate in the preparation of Roflumilast (R639700).

Technology Process of 3-Fluoro-4-hydroxybenzaldehyde

There total 3 articles about 3-Fluoro-4-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: 50.0%

2-fluorophenol (367-12-4) + trifluoroacetic acid (76-05-1) → 3-fluoro-4-hydroxybenzaldehyde (405-05-0)

Guidance literature:

With hexamethylenetetramine; at 100 ℃; for 12h;

DOI:10.1016/j.bmcl.2010.11.107

Reference yield:

chloroform (67-66-3,8013-54-5) + 2-fluorophenol (367-12-4) → 3-fluorosalicylaldehyde (394-50-3) + 3-fluoro-4-hydroxybenzaldehyde (405-05-0)

Guidance literature:

With sodium hydroxide; at 55 - 65 ℃;

DOI:10.1021/ja01216a020

Reference yield:

3-fluoro-4-hydroxybenzonitrile (405-04-9) → 3-fluoro-4-hydroxybenzaldehyde (405-05-0)

Guidance literature:

With platinum(IV) oxide; formic acid;

DOI:10.1021/jm3012189

upstream raw materials:

chloroform

2-fluorophenol

trifluoroacetic acid

3-fluoro-4-hydroxybenzonitrile

Downstream raw materials:

trifluoromethanesulfonic acid 2-fluoro-4-formylphenyl ester

3-fluoro-4-[(phenylmethyl)oxy]benzaldehyde

4-(3-ethoxycarbonyl-propyloxy)-3-fluorobenzaldehyde

3-fluoro-4-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-benzaldehyde

Refernces

• 1、 Epifano, Francesco,Sosa, Silvio,Tubaro, Aurelia,Marcotullio, M. Carla,Curini, Massimo,Genovese, Salvatore. "Topical anti-inflammatory activity of boropinic acid and its natural and semi-synthetic derivatives". supporting information; experimental part. p. 769 - 772. Retrieved 2011/03/18.