3-Formyl-4-hydroxybenzonitrile

Base Information

• Chemical Name: 3-Formyl-4-hydroxybenzonitrile
• CAS No.: 74901-29-4
• Molecular Formula: C8H5NO2
• Molecular Weight: 147.133
• Hs Code.: 2926909090
• Mol file: 74901-29-4.mol

Synonyms:2-Hydroxy-5-cyanobenzaldehyde;Benzonitrile, 3-formyl-4-hydroxy;5-Cyanosalicylaldehyde;Benzonitrile, 3-formyl-4-hydroxy- (9CI);3-Formyl-4-hydroxybenzonitril;

Chemical Property of 3-Formyl-4-hydroxybenzonitrile

Chemical Property:

• Vapor Pressure: 0.023mmHg at 25°C
• Melting Point: 147 °C(Solv: methanol (67-56-1); water (7732-18-5))
• Refractive Index: 1.599
• Boiling Point: 241.351 °C at 760 mmHg
• PKA: 6.05±0.18(Predicted)
• Flash Point: 99.766 °C
• PSA: 61.09000
• Density: 1.329 g/cm³
• LogP: 1.07638
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99.5% ^*data from raw suppliers

3-Formyl-4-hydroxybenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Formyl-4-hydroxybenzonitrile

There total 10 articles about 3-Formyl-4-hydroxybenzonitrile 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: 86.0%

5-cyano-2-methoxybenzaldehyde (21962-53-8) → 5-cyanosalicylaldehyde (74901-29-4)

Guidance literature:

With lithium chloride; In DMF (N,N-dimethyl-formamide);

Reference yield: 64.0%

hexamethylenetetramine (100-97-0) + 4-cyanophenol (767-00-0) → 5-cyanosalicylaldehyde (74901-29-4)

Guidance literature:

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

DOI:10.1002/asia.201801687

Reference yield: 24.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 4-cyanophenol (767-00-0) → 5-cyanosalicylaldehyde (74901-29-4) + 4-(Methoxymethoxy)-1-benzonitrile (161196-99-2)

Guidance literature:

With triethylamine; magnesium chloride; In acetonitrile; for 44h; Yields of byproduct given; Heating;

DOI:10.3891/acta.chem.scand.53-0258

upstream raw materials:

hexamethylenetetramine

4-cyanophenol

copper(I) cyanide

5-bromosalicyclaldehyde

Downstream raw materials:

4-<(4-Cyan-2-formylphenoxy)methyl>benzonitril

5-cyano-2-methoxymethoxybenzaldehyde

Methyl 2-(2-formyl-4-cyanophenoxy)hexanoate

5-cyano-2-hydroxycinnamaldehyde

Refernces

• 1、 Ariyarathna, I. R.,Gorden, A. E. V.,Hardy, E. E.,Hiti, E. A.,Maynard, B. A.,Miliordos, E.,Tutson, C. D.,Wilkinson, G. R.. "Comparing coordination uranyl(vi) complexes with 2-(1: H -imidazo[4,5- b] phenazin-2-yl)phenol and derivatives". . p. 11113 - 11122. Retrieved 2021.
• 2、 -. "SMALL MOLECULES TARGETING MUTANT MAMMALIAN PROTEINS". Paragraph 0649; 0651. . Retrieved 2021/12/03.