2,5-Furandicarbonyl dichloride

Base Information

• Chemical Name: 2,5-Furandicarbonyl dichloride
• CAS No.: 10375-34-5
• Molecular Formula: C6H2 Cl2 O3
• Molecular Weight: 192.986
• Hs Code.: 2932190090
• European Community (EC) Number: 811-819-5
• DSSTox Substance ID: DTXSID30467223
• Nikkaji Number: J716.030E
• Wikidata: Q82294037
• Mol file: 10375-34-5.mol

Synonyms:2,5-Furandicarbonyl dichloride;10375-34-5;2,5-FURANDICARBONYLDICHLORIDE;Furan-2,5-dicarbonyl Chloride;2,5-Furandicarbonyldichloride(9CI);FURAN-2,5-DICARBONYL DICHLORIDE;2,5-Furandicarbonyl chloride;furan-2,5-dicarbonyldichloride;SCHEMBL1355720;DTXSID30467223;PDSULNVJASBMLP-UHFFFAOYSA-N;MFCD28044847;BS-44138;F1022;T71544

Chemical Property of 2,5-Furandicarbonyl dichloride

Chemical Property:

• Melting Point: 76.0 to 80.0 °C
• Boiling Point: 245°C(lit.)
• PSA: 47.28000
• Density: 1.543±0.06 g/cm3(Predicted)
• LogP: 2.03760
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 191.9380993
• Heavy Atom Count: 11
• Complexity: 172

Purity/Quality:

98%, ^*data from raw suppliers

2,5-Furandicarbonyl Dichloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(OC(=C1)C(=O)Cl)C(=O)Cl
• Uses: 2,5-Furandicarbonyl Dichloride is used as a modifier in wood.

Technology Process of 2,5-Furandicarbonyl dichloride

There total 17 articles about 2,5-Furandicarbonyl dichloride 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: 95.7%

5-chloromethylfurfural (1623-88-7) → 2,5-furandicarbonyl dichloride (10375-34-5)

Guidance literature:

With tert-butylhypochlorite; In N,N-dimethyl-formamide; at 30 ℃; for 18h; Reagent/catalyst; Solvent; Temperature; Time;

Reference yield: 90.0%

furan-2,5-dicarboxylic acid (3238-40-2) → 2,5-furandicarbonyl dichloride (10375-34-5)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; for 8h; Reflux;

DOI:10.1016/j.polymer.2016.02.003

Reference yield: 82.0%

5-Formyl-2-furancarboxylic acid (13529-17-4) → 2,5-furandicarbonyl dichloride (10375-34-5)

Guidance literature:

With thionyl chloride; tert-butylhypochlorite; In N,N-dimethyl-formamide; at 25 ℃; for 24h; Solvent; Temperature; Time; Concentration;

upstream raw materials:

furan-2,5-dicarboxylic acid

acetyl chloride

D-glucaric acid

2-furoic acid methyl ester

Downstream raw materials:

furan-2,5-dicarboxylic acid bis-(8-benzoylamino-9,10-dioxo-9,10-dihydro-[1]anthrylamide)

furan-2,5-dicarboxylic acid bis-(4-anilino-9,10-dioxo-2-sulfo-9,10-dihydro-[1]anthrylamide)

furan-2,5-dicarboxylic acid bis-(9,10-dioxo-2-sulfo-4-o-toluidino-9,10-dihydro-[1]anthrylamide)

furan-2,5-dicarboxylic acid bis-(2-bromo-9,10-dioxo-4-o-toluidino-9,10-dihydro-[1]anthrylamide)

Refernces

• 1、 Liu, Kai-Jian,Zeng, Tang-Yu,Zeng, Jia-Le,Gong, Shao-Feng,He, Jun-Yi,Lin, Ying-Wu,Tan, Jia-Xi,Cao, Zhong,He, Wei-Min. "Solvent-dependent selective oxidation of 5-hydroxymethylfurfural to 2,5-furandicarboxylic acid under neat conditions". . p. 2304 - 2308. Retrieved 2019.
• 2、 Panja, Santanu,Ghosh, Sumit,Ghosh, Kumaresh. "Pyridine/pyridinium symmetrical bisamides as functional materials: Aggregation, selective sensing and drug release". . p. 6488 - 6497. Retrieved 2018.
• 3、 Chen, Fei,Cui, Xiu-Guo,Guo, Wen-Li,Hao, Xue-Min,Qu, Tao-Guang,Wang, Hao,Wu, Yi-Bo,Yang, Dan,Zhang, Min. "A luminescent 2D zinc(II) metal–organic framework for selective sensing of Fe(III) ions and adsorption of organic dyes". . p. 208 - 217. Retrieved 2018.
• 4、 Sousa, Andreia F.,Coelho, Jorge F.J.,Silvestre, Armando J.D.. "Renewable-based poly((ether)ester)s from 2,5-furandicarboxylic acid". . p. 129 - 135. Retrieved 2016.
• 5、 Fabbro, Chiara,Armani, Simone,Carloni, Laure-Elie,De Leo, Federica,Wouters, Johan,Bonifazi, Davide. "2,5-Diamide-Substituted Five-Membered Heterocycles: Challenging Molecular Synthons". . p. 5487 - 5500. Retrieved 2014.
• 6、 Carlos Morales-Huerta, Juan,Martínez De Ilarduya, Antxon,Mu?oz-Guerra, Sebastián. "Poly(alkylene 2,5-furandicarboxylate)s (PEF and PBF) by ring opening polymerization". . p. 148 - 158. Retrieved 2016.
• 7、 Gomes, Monica,Gandini, Alessandro,Silvestre, Armando J. D.,Reis, Bruno. "Synthesis and characterization of poly(2,5-furan dicarboxylate)s based on a variety of diols". . p. 3759 - 3768. Retrieved 2011.
• 8、 -. "Method for one-step synthesis of 2, 5-furandicarbonyl chloride". Paragraph 0022-0023; 0030-0091. . Retrieved 2021/03/30.