4-Chloro-2-hydroxybenzaldehyde

Base Information

• Chemical Name: 4-Chloro-2-hydroxybenzaldehyde
• CAS No.: 2420-26-0
• Molecular Formula: C7H5ClO2
• Molecular Weight: 156.569
• Hs Code.: 2913000090
• Mol file: 2420-26-0.mol

Synonyms:2-hydroxy-4-chlorobenzaldehyde;4-Chloro-2-Hydroxybenzaldehyde;5-chloro-2-formylphenol;Benzaldehyde,4-chloro-2-hydroxy;4-chlorosalicylaldehyde;5-chlorosalicylaldehyde;3-chlorosalicylaldehyde;4-Chlorosalicylaldehyde;4-chloro-2-hydroxy-benzaldehyde;

Chemical Property of 4-Chloro-2-hydroxybenzaldehyde

Chemical Property:

• Vapor Pressure: 0.0468mmHg at 25°C
• Melting Point: 45.0 to 49.0 °C
• Refractive Index: 1.632
• Boiling Point: 229.1 °C at 760 mmHg
• PKA: 7.21±0.10(Predicted)
• Flash Point: 92.4 °C
• PSA: 37.30000
• Density: 1.404 g/cm³
• LogP: 1.85810
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)

Purity/Quality:

99%, ^*data from raw suppliers

4-Chloro-2-hydroxybenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Chloro-2-hydroxybenzaldehyde is an intermediate used to prepare benzodiazepine diones as Hdm2 antagonists. It is also used to synthesize hydroxy-dimethyl-oxo-cyclohexenyl-dimethyl-tetrahydro-xanthenone as oral neuropeptide Y5 receptor antagonist.

Technology Process of 4-Chloro-2-hydroxybenzaldehyde

There total 21 articles about 4-Chloro-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: 94.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 3-monochlorophenol (108-43-0) → 4-chlorosalicylaldehyde (2420-26-0)

Guidance literature:

With triethylamine; In acetonitrile; at 70 ℃; for 2h; Inert atmosphere;

DOI:10.1002/aoc.4006

Reference yield: 81.0%

salicylaldehyde (90-02-8) → 4-chlorosalicylaldehyde (2420-26-0)

Guidance literature:

With N-chloro-succinimide; toluene-4-sulfonic acid; In acetonitrile; at 20 ℃; for 4h;

DOI:10.1039/c9ra09545d

Reference yield: 72.0%

4-chloro-2-hydroxybenzyl alcohol (64917-81-3) → 4-chlorosalicylaldehyde (2420-26-0)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; at 20 ℃; for 4h;

upstream raw materials:

5-chloro-2-formyl-benzenesulfonic acid

2,4-dichlorobenzaldeyhde

3-monochlorophenol

trichloroacetic acid

Downstream raw materials:

2-(allyloxy)-4-chlorobenzaldehyde

4,6-dichlorosalicylaldehyde

N-benzothiazol-2-yl-4-[2-(4-chloro-2-hydroxy-phenyl)-4-oxo-thiazolidin-3-yl]-benzenesulfonamide

N-benzothiazol-2-yl-4-[3-chloro-2-(4-chloro-2-hydroxy-phenyl)-4-oxo-azetidin-1-yl]-benzenesulfonamide

Refernces

• 1、 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.
• 2、 Soleimani, Ebrahim,Yaesoobi, Nadieh,Ghasempour, Hamid Reza. "MgBr2 supported on Fe3O4@SiO2?~?urea nanoparticle: An efficient catalyst for ortho-formylation of phenols and oxidation of benzylic alcohols". . . Retrieved 2017/10/07.