5-Chloromethylfurfural

Base Information

• Chemical Name: 5-Chloromethylfurfural
• CAS No.: 1623-88-7
• Molecular Formula: C6H5 Cl O2
• Molecular Weight: 144.558
• Hs Code.: 2932190090
• European Community (EC) Number: 216-608-6
• UNII: MXU4UQA8XG
• DSSTox Substance ID: DTXSID70167351
• Nikkaji Number: J37.048G
• Wikipedia: 5-Chloromethylfurfural
• Wikidata: Q18349227
• Mol file: 1623-88-7.mol

Synonyms:5-(chloromethyl)furfural;5-chloromethylfurfural

Chemical Property of 5-Chloromethylfurfural

Chemical Property:

• Vapor Pressure: 0.0145mmHg at 25°C
• Melting Point: 37 °C
• Boiling Point: 257.5°Cat760mmHg
• Flash Point: 109.6°C
• PSA: 30.21000
• Density: 1.295g/cm³
• LogP: 1.83090
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 143.9978071
• Heavy Atom Count: 9
• Complexity: 105

Purity/Quality:

99% ^*data from raw suppliers

5-(Chloromethyl)furfural ^*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)CCl
• Uses: A lipid oxidation product derived from soybean phospholipids. It is a biofuel precursor in the co-processing of carbohydrates and lipids in oil crops for production of hybrid biodiesel. 5-(Chloromethyl)furfural is a lipid oxidation product derived from soybean phospholipids. It is a biofuel precursor in the co-processing of carbohydrates and lipids in oil crops for production of hybrid biodiesel.

Technology Process of 5-Chloromethylfurfural

There total 41 articles about 5-Chloromethylfurfural 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%

fructopyranose (6347-01-9) → 5-chloromethylfurfural (1623-88-7)

Guidance literature:

With hydrogenchloride; choline chloride; In water; at 80 ℃; for 2h; Temperature;

Reference yield: 88.1%

fructose (57-48-7,87-79-6,87-81-0,551-68-8,3615-39-2,3615-56-3,6035-50-3,7776-48-9,16354-64-6,17598-81-1,17598-82-2,23140-52-5,30237-26-4,65732-90-3,73952-10-0,73952-11-1,139686-85-4,18875-34-8) → 5-chloromethylfurfural (1623-88-7)

Guidance literature:

With aluminium(III) chloride hexahydrate; choline chloride; oxalic acid; In 1,2-dichloro-ethane; at 120 ℃; for 0.5h;

Reference yield: 88.0%

D-Fructose (57-48-7,18875-34-8) → 5-chloromethylfurfural (1623-88-7)

Guidance literature:

D-Fructose; With magnesium(II) chloride hexahydrate; water; In toluene; at 75 ℃; for 0.5h;

With hydrogenchloride; In toluene; at 75 ℃; for 1h;

DOI:10.1055/s-0030-1258455

upstream raw materials:

5-hydroxymethyl-2-furfuraldehyde

D-Fructose

Sucrose

D-fructose

Downstream raw materials:

5-hydroxymethyl-2-furfuraldehyde

5-Methylfurfural

5-((allylthio)methyl)-2-furfural

(5-formylfuran-2-yl)methyl 4-<(5'-formylfuran-2'-yl)methoxy>-3,5-dimethoxybenzoate

Refernces

• 1、 Sanda,Rigal,Delmas,Gaset. "The Vilsmeier reaction: A new synthetic method for 5-(chloromethyl)-2-furaldehyde". . p. 541 - 542. Retrieved 1992.
• 2、 Hamada, Kazuhiko,Yoshihara, Hiroshi,Suzukamo, Gohfu. "AN IMPROVED METHOD FOR THE CONVERSION OF SACCHARIDES INTO FURFURAL DERIVATIVES". . p. 617 - 618. Retrieved 1982.
• 3、 Budarin, Vitaliy L.,Shuttleworth, Peter S.,De Bruyn, Mario,Farmer, Thomas J.,Gronnow, Mark J.,Pfaltzgraff, Lucie,Macquarrie, Duncan J.,Clark, James H.. "The potential of microwave technology for the recovery, synthesis and manufacturing of chemicals from bio-wastes". . p. 80 - 89. Retrieved 2015.
• 4、 Breeden,Clark,Farmer,MacQuarrie,Meimoun,Nonne,Reid. "Microwave heating for rapid conversion of sugars and polysaccharides to 5-chloromethyl furfural". . p. 72 - 75. Retrieved 2013.
• 5、 Budarin, Vitaliy L.,Clark, James H.,Henschen, Jonatan,Farmer, Thomas J.,Macquarrie, Duncan J.,Mascal, Mark,Nagaraja, Gundibasappa K.,Petchey, Tabitha H. M.. "Processed Lignin as a Byproduct of the Generation of 5-(Chloromethyl)furfural from Biomass: A Promising New Mesoporous Material". . p. 4172 - 4179. Retrieved 2015.
• 6、 Bredihhin, Aleksei,M?eorg, Uno,Vares, Lauri. "Evaluation of carbohydrates and lignocellulosic biomass from different wood species as raw material for the synthesis of 5-bromomethyfurfural". . p. 63 - 67. Retrieved 2013.
• 7、 Jadhav, Harishchandra,Pedersen, Christian Marcus,S?lling, Theis,Bols, Mikael. "3-deoxy-glucosone is an intermediate in the formation of furfurals from D-glucose.". . p. 1049 - 1051. Retrieved 2011.
• 8、 -. "Preparation method of 5-halogenated methylfurfural". Paragraph 0027-0028; 0051-0052. . Retrieved 2021/01/30.
• 9、 -. "Process for preparing 5-chloromethylfurfural from fructose". Paragraph 0016-0027. . Retrieved 2019/10/17.