2,4,6-Trihydroxyisophthalaldehyde

Base Information

• Chemical Name: 2,4,6-Trihydroxyisophthalaldehyde
• CAS No.: 4396-13-8
• Molecular Formula: C8H6O5
• Molecular Weight: 182.133
• Hs Code.: 2912499000
• DSSTox Substance ID: DTXSID10474990
• Nikkaji Number: J2.360.897I
• Wikidata: Q82305197
• Mol file: 4396-13-8.mol

Synonyms:2,4,6-Trihydroxyisophthalaldehyde;4396-13-8;2,4-diformyl phloroglucinol;Diformylphloroglucinol;2,4,6-trihydroxybenzene-1,3-dicarbaldehyde;SCHEMBL10609480;DTXSID10474990;AKOS022173479;BS-50054;CS-0188323;F71786

Chemical Property of 2,4,6-Trihydroxyisophthalaldehyde

Chemical Property:

• Melting Point: >129oC (dec.)
• PSA: 94.83000
• LogP: 0.42840
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 182.02152329
• Heavy Atom Count: 13
• Complexity: 185

Purity/Quality:

95% ^*data from raw suppliers

Diformylphloroglucinol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=C(C(=C1O)C=O)O)C=O)O
• Uses: Diformylphloroglucinol is an impurity in the synthesis of Hirsutidin Chloride (H356800), which is an anthocyanidin found in the Madagascar Periwinkle (Catharanthus Roseus). Hirsutidin Chloride can be used in the preparation of plant based compounds to lower LDL cholesterol.

Technology Process of 2,4,6-Trihydroxyisophthalaldehyde

There total 7 articles about 2,4,6-Trihydroxyisophthalaldehyde 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: 98.4%

3,5-dihydroxyphenol (108-73-6) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2,4-diformyl 2,4,6-trihydroxybenzene (4396-13-8)

Guidance literature:

N,N-dimethyl-formamide; With trichlorophosphate; at 0 - 25 ℃; for 0.5h;

3,5-dihydroxyphenol; In 1,4-dioxane; at 0 - 25 ℃; for 4h;

With water; at 25 ℃; for 3h;

DOI:10.1002/bkcs.12156

Reference yield: 45.0%

1,3-diformyl-5-(3-methyl-butyryl)-2,4,6-trihydroxybenzene (96573-43-2) → 2,4-diformyl 2,4,6-trihydroxybenzene (4396-13-8)

Guidance literature:

With sulfuric acid; In water; at 80 ℃; for 1h;

DOI:10.1016/j.tetlet.2006.07.113

Reference yield:

3,5-dihydroxyphenol (108-73-6) → 2,4,6-trihydroxybenzaldehyde (487-70-7) + 2,4-diformyl 2,4,6-trihydroxybenzene (4396-13-8)

Guidance literature:

With hydrogenchloride; diethyl ether; Erwaermen des Reaktionsprodukts mit Wasser;

upstream raw materials:

hydrogenchloride

3,5-dihydroxyphenol

diethyl ether

1,3-diformyl-5-(3-methyl-butyryl)-2,4,6-trihydroxybenzene

Downstream raw materials:

2,4-dimethylbenzene-1,3,5-triol

robustadial B

robustadial A

psidial A

Refernces

• 1、 Gao, Yuan,Wang, Gang-Qiang,Wei, Kun,Hai, Ping,Wang, Fei,Liu, Ji-Kai. "Isolation and biomimetic synthesis of (±)-Guajadial B, a novel meroterpenoid from Psidium guajava". . p. 5936 - 5939. Retrieved 2012.
• 2、 -. "DIMETHYLCHALCONE DERIVATIVES AND PREPARATION METHOD THEREOF". Paragraph 0158; 0203-0205. . Retrieved 2021/04/13.
• 3、 Hu, Caijuan,Li, Guoxun,Mu, Yu,Wu, Wenxi,Cao, Bixuan,Wang, Zixuan,Yu, Hainan,Guan, Peipei,Han, Li,Li, Liya,Huang, Xueshi. "Discovery of Anti-TNBC Agents Targeting PTP1B: Total Synthesis, Structure-Activity Relationship, in Vitro and in Vivo Investigations of Jamunones". supporting information. p. 6008 - 6020. Retrieved 2021/05/06.