2,4,6-Trihydroxybenzene-1,3,5-tricarbaldehyde

Base Information

• Chemical Name: 2,4,6-Trihydroxybenzene-1,3,5-tricarbaldehyde
• CAS No.: 34374-88-4
• Molecular Formula: C9H6O6
• Molecular Weight: 210.143
• European Community (EC) Number: 834-077-4
• Nikkaji Number: J1.973.613J
• Mol file: 34374-88-4.mol

Synonyms:2,4,6-trihydroxybenzene-1,3,5-tricarbaldehyde;34374-88-4;2,4,6-triformylphloroglucinol;MFCD24713435;triformylphloroglucinol;YSZC427;SCHEMBL16322537;BCP24224;AKOS027461126;CS-W023142;DS-19206;SY225736;T3688;C74764;A937165

Chemical Property of 2,4,6-Trihydroxybenzene-1,3,5-tricarbaldehyde

Chemical Property:

• Appearance/Colour: White to yellow solid
• Melting Point: 198 - 200 °C
• Boiling Point: 233.8±40.0 °C(Predicted)
• PKA: 3.32±0.33(Predicted)
• PSA: 111.90000
• Density: 1.72 g/cm3
• LogP: 0.24090
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Solubility.: DMSO (Slightly, Heated)
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 210.01643791
• Heavy Atom Count: 15
• Complexity: 205

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,4,6-Triformylphloroglucinol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(=O)C1=C(C(=C(C(=C1O)C=O)O)C=O)O
• Uses: MOP is a phenolic organic compound which can be used as intermediate of synthetic materials. 2,4,6-Triformylphloroglucinol is a chemical reagent used in gelation landscape engineering with a hydrogelator system to control products. This prevents the formation of hydrogel materials with vastly different properties. In addition, it is used in the preparation of luminescent nanoporous hybrid material to be used as a drug delivery system for anti-cancer agents.

Technology Process of 2,4,6-Trihydroxybenzene-1,3,5-tricarbaldehyde

There total 6 articles about 2,4,6-Trihydroxybenzene-1,3,5-tricarbaldehyde 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: 60.0%

2,4-diformyl 2,4,6-trihydroxybenzene (4396-13-8) + trifluoroacetic acid (76-05-1) → 2,4,6-triformylphloroglucinol (34374-88-4)

Guidance literature:

2,4-diformyl 2,4,6-trihydroxybenzene; With hexamethylenetetramine; at 60 ℃; for 1.5h; Schlenk technique;

trifluoroacetic acid; at 100 ℃; for 4h; Inert atmosphere; Schlenk technique;

With hydrogenchloride; In water; at 100 ℃; for 1h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.6b00577

Reference yield: 51.0%

3,5-dihydroxyphenol (108-73-6) + formamidine acetic acid (3473-63-0) → 2,4,6-triformylphloroglucinol (34374-88-4)

Guidance literature:

3,5-dihydroxyphenol; formamidine acetic acid; With acetic anhydride; In tetrahydrofuran; at 45 ℃; for 24h; Sealed tube;

With water; lithium hydroxide; for 18h;

DOI:10.1039/c6ob02727j

Reference yield: 23.0%

3,5-dihydroxyphenol (108-73-6) + hexamethylenetetramine (100-97-0) → 2,4,6-triformylphloroglucinol (34374-88-4)

Guidance literature:

3,5-dihydroxyphenol; hexamethylenetetramine; With trifluoroacetic acid; at 100 ℃; for 2h; Inert atmosphere;

With hydrogenchloride; water; at 100 ℃; for 2h;

DOI:10.1002/chem.201603212

upstream raw materials:

3,5-dihydroxyphenol

hexamethylenetetramine

hexamine

trifluoroacetic acid

Refernces

• 1、 Deblase, Catherine R.,Hernández-Burgos, Kenneth,Rotter, Julian M.,Fortman, David J.,Dos S. Abreu, Dieric,Timm, Ronaldo A.,Diógenes, Izaura C. N.,Kubota, Lauro T.,Abru?a, Héctor D.,Dichtel, William R.. "Cation-Dependent Stabilization of Electrogenerated Naphthalene Diimide Dianions in Porous Polymer Thin Films and Their Application to Electrical Energy Storage". . p. 13225 - 13229. Retrieved 2015.
• 2、 Zhou, Man,Li, Xiaoyan,Zhao, Hong,Wang, Jun,Zhao, Yaping,Ge, Fengyan,Cai, Zaisheng. "Combined effect of nitrogen and oxygen heteroatoms and micropores of porous carbon frameworks from Schiff-base networks on their high supercapacitance". . p. 1621 - 1629. Retrieved 2018.
• 3、 Mitra, Shouvik,Sasmal, Himadri Sekhar,Kundu, Tanay,Kandambeth, Sharath,Illath, Kavya,Díaz Díaz, David,Banerjee, Rahul. "Targeted Drug Delivery in Covalent Organic Nanosheets (CONs) via Sequential Postsynthetic Modification". . p. 4513 - 4520. Retrieved 2017.
• 4、 Yang, Yuling,Xiong, Xiaohong,Fan, Yaling,Lai, Zhenqin,Xu, Zhenzhen,Luo, Feng. "Insight into volatile iodine uptake properties of covalent organic frameworks with different conjugated structures". . . Retrieved 2019.
• 5、 Wei, Hao,Chai, Shuangzhi,Hu, Nantao,Yang, Zhi,Wei, Liangming,Wang, Lin. "The microwave-assisted solvothermal synthesis of a crystalline two-dimensional covalent organic framework with high CO2 capacity". . p. 12178 - 12181. Retrieved 2015.
• 6、 Chong, Jonathan H.,Sauer, Marc,Patrick, Brian O.,MacLachlan, Mark J.. "Highly Stable Keto-Enamine Salicylideneanilines". . p. 3823 - 3826. Retrieved 2003.
• 7、 Wang, Shan,Wang, Qianyou,Shao, Pengpeng,Han, Yuzhen,Gao, Xing,Ma, Li,Yuan, Shuai,Ma, Xiaojie,Zhou, Junwen,Feng, Xiao,Wang, Bo. "Exfoliation of Covalent Organic Frameworks into Few-Layer Redox-Active Nanosheets as Cathode Materials for Lithium-Ion Batteries". . p. 4258 - 4261. Retrieved 2017.
• 8、 Du, Xiao-Cheng,Zhu, Ji-Hua,Quan, Zheng-Jun,Wang, Xi-Cun. "Adsorption of rhodamine B by organic porous materials rich in nitrogen, oxygen, and sulfur heteroatoms". . p. 3448 - 3453. Retrieved 2021.
• 9、 Ma, Yu-Fang,Yuan, Fang,Yu, Yue,Zhou, Ying-Lin,Zhang, Xin-Xiang. "Synthesis of a pH-Responsive Functional Covalent Organic Framework via Facile and Rapid One-Step Postsynthetic Modification and Its Application in Highly Efficient N1-Methyladenosine Extraction". . p. 1424 - 1430. Retrieved 2020.
• 10、 Li, Falian,Li, Juan,Ma, Canliang,Wang, Pengfei,Wu, Zhenzhen,Xu, Qinchao,Zhang, Fu-Qiang,Zhang, Xian-Ming. "A pre-synthetic strategy to construct single ion conductive covalent organic frameworks". . p. 2747 - 2750. Retrieved 2020.