5-Chlorosalicylaldehyde

Base Information

• Chemical Name: 5-Chlorosalicylaldehyde
• CAS No.: 635-93-8
• Molecular Formula: C7H5ClO2
• Molecular Weight: 156.569
• Hs Code.: 29130000
• European Community (EC) Number: 211-244-4
• NSC Number: 3811
• UNII: 4GCC8ZKM3O
• DSSTox Substance ID: DTXSID7022099
• Nikkaji Number: J48.296J
• Wikidata: Q27259564
• ChEMBL ID: CHEMBL3660361
• Mol file: 635-93-8.mol

Synonyms:5-chloro-salicylaldehyde

Chemical Property of 5-Chlorosalicylaldehyde

Chemical Property:

• Appearance/Colour: white to very slightly yellow crystalline powder
• Vapor Pressure: 0.0477mmHg at 25°C
• Melting Point: 100-102 °C(lit.)
• Refractive Index: 1.632
• Boiling Point: 228.8 °C at 760 mmHg
• PKA: 7.73±0.18(Predicted)
• Flash Point: 92.2 °C
• PSA: 37.30000
• Density: 1.404 g/cm³
• LogP: 1.85810
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Air Sensitive
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 155.9978071
• Heavy Atom Count: 10
• Complexity: 127

Purity/Quality:

99% ^*data from raw suppliers

5-Chlorosalicyaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36-24/25-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Cl)C=O)O

Technology Process of 5-Chlorosalicylaldehyde

There total 47 articles about 5-Chlorosalicylaldehyde 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: 99.4%

salicylaldehyde (90-02-8) → 5-chlorosalicyclaldehyde (635-93-8)

Guidance literature:

With N-chloro-N-(benzenesulfonyl)benzenesulfonamide; In acetonitrile; at 20 - 25 ℃; for 0.166667h; Green chemistry;

DOI:10.1016/j.tetlet.2020.152689

Reference yield: 83.0%

4-chloro-2-(3-(4-chlorophenyl)-1-hydroxyprop-2-yn-1-yl)phenol → 1,4-bis(4-chlorophenyl)buta-1,3-diyne (51118-06-0) + 5-chlorosalicyclaldehyde (635-93-8)

Guidance literature:

With copper(II) acetate monohydrate; In N,N-dimethyl-formamide; at 110 ℃; for 4h;

DOI:10.3184/174751913X13739011239995

Reference yield: 75.0%

hexamethylenetetramine (100-97-0) + 4-chloro-phenol (106-48-9,82344-39-6) → 5-chlorosalicyclaldehyde (635-93-8)

Guidance literature:

hexamethylenetetramine; 4-chloro-phenol; With trifluoroacetic acid; at 0 - 60 ℃; for 20h;

With sulfuric acid; water; at 20 ℃; for 1h;

upstream raw materials:

4-chloro-2-hydroxymethylphenol

5-chloro-2-hydroxybenzoic acid

formaldehyd

salicylaldehyde

Downstream raw materials:

2-hydroxy-5-piperidin-1-ylmethyl-benzaldehyde

4-chloro-2-[(3-morpholino-propylamino)-methyl]-phenol

2-[(1E)-2-aza-2-(2-pyridyl)ethenyl]-4-chlorobenzen-1-ol

N-(5-chloro-2-hydroxy-benzylidene)-sulfanilic acid-[2]pyridylamide

Refernces

• 1、 Misal, Balu,Palav, Amey,Ganwir, Prerna,Chaturbhuj, Ganesh. "Activator free, expeditious and eco-friendly chlorination of activated arenes by N-chloro-N-(phenylsulfonyl)benzene sulfonamide (NCBSI)". supporting information. . Retrieved 2021/01/04.
• 2、 Pe?a, Quim,Sciortino, Giuseppe,Maréchal, Jean-Didier,Bertaina, Sylvain,Simaan, A. Jalila,Lorenzo, Julia,Capdevila, Mercè,Bayón, Pau,Iranzo, Olga,Palacios, òscar. "Copper(II) N, N, O-Chelating Complexes as Potential Anticancer Agents". . p. 2939 - 2952. Retrieved 2021/03/08.