5-Chloro-2,4-dihydroxybenzaldehyde

Base Information

• Chemical Name: 5-Chloro-2,4-dihydroxybenzaldehyde
• CAS No.: 131088-02-3
• Molecular Formula: C₇H₅ClO₃
• Molecular Weight: 172.568
• European Community (EC) Number: 850-917-2
• Mol file: 131088-02-3.mol

Synonyms:5-chloro-2,4-dihydroxybenzaldehyde;131088-02-3;2,4-dihydroxy-5-chlorobenzaldehyde;Benzaldehyde, 5-chloro-2,4-dihydroxy-;MFCD18324145;SCHEMBL530919;IPOSHVWRFQTHGK-UHFFFAOYSA-N;AKOS027251269;DS-9993;SY042664;A926820

Chemical Property of 5-Chloro-2,4-dihydroxybenzaldehyde

Chemical Property:

• Melting Point: 163-164 °C
• Boiling Point: 332.8±22.0 °C(Predicted)
• PKA: 6.11±0.23(Predicted)
• Density: 1.570±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 171.9927217
• Heavy Atom Count: 11
• Complexity: 151

Purity/Quality:

98%, ^*data from raw suppliers

5-chloro-2,4-dihydroxybenzaldehyde >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 5-Chloro-2,4-dihydroxybenzaldehyde

There total 14 articles about 5-Chloro-2,4-dihydroxybenzaldehyde 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: 90.0%

2,4-Dihydroxybenzaldehyde (95-01-2) → 2,4-dihydroxy-5-chlorobenzaldehyde (131088-02-3)

Guidance literature:

With sulfuryl dichloride; In tetrahydrofuran; at -30 - 25 ℃; for 12h; Reagent/catalyst;

Reference yield: 68.6%

1,3-dihydroxy-4-dihydroxymethyl benzene (33617-59-3) → 2,4-dihydroxy-5-chlorobenzaldehyde (131088-02-3)

Guidance literature:

With piperidine; N-chloro-succinimide; sulfuric acid; In diethyl ether; water; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1016/j.bmcl.2020.127572

Reference yield: 65.0%

2,4-Dihydroxybenzaldehyde (95-01-2) → 2,4-dihydroxy-5-chlorobenzaldehyde (131088-02-3) + 3-chloro-2,4-dihydroxylbenzaldehyde (131088-00-1)

Guidance literature:

With piperidine; sodium hypochlorite; sulfuric acid; In water; at 0 - 20 ℃; for 5h;

upstream raw materials:

2,4-Dihydroxybenzaldehyde

4-Chlororesorcinol

dicyanozinc

7-butyryloxy-3-benzyloxycarbonylmethylaminocarbonyl-6-chlorocoumarin

Downstream raw materials:

5-chloro-2,4-bis-methoxycarbonyloxy-benzaldehyde

6-chloro-7-hydroxy-2-oxo-2H-chromene-3-carboxylic acid

C₂₄H₂₄ClNO₅

C₂₃H₂₃ClN₂O₅

Refernces

• 1、 Konieczny, Magdalena,Musielak, Bogdan,Kocik, Justyna,Skalniak, Lukasz,Sala, Dominik,Czub, Miroslawa,Magiera-Mularz, Katarzyna,Rodriguez, Ismael,Myrcha, Maja,Stec, Malgorzata,Siedlar, Maciej,Holak, Tad A.,Plewka, Jacek. "Di-bromo-Based Small-Molecule Inhibitors of the PD-1/PD-L1 Immune Checkpoint". . p. 11271 - 11285. Retrieved 2020.
• 2、 Grandl, Joerg,Sakr, Elias,Kotzyba-Hibert, Florence,Krieger, Florian,Bertrand, Sonia,Bertrand, Daniel,Vogel, Horst,Goeldner, Maurice,Hovius, Ruud. "Fluorescent epibatidine agonists for neuronal and muscle-type nicotinic acetylcholine receptors". . p. 3505 - 3508. Retrieved 2007.
• 3、 -. "SUBSTITUTED 1,1'-BIPHENYL COMPOUNDS AND METHODS USING SAME". Page/Page column 313. . Retrieved 2021/08/13.
• 4、 -. "Heterocyclic substituted biphenyl compound as well as preparation method and application thereof". Paragraph 0045; 0047; 0052-0053. . Retrieved 2021/08/28.