Isomaltol

Base Information

• Chemical Name: Isomaltol
• CAS No.: 3420-59-5
• Molecular Formula: C6H6O3
• Molecular Weight: 126.112
• Hs Code.: 2932190090
• UNII: 76NST80C38
• DSSTox Substance ID: DTXSID10187790,DTXSID301282527
• Nikkaji Number: J209.320K
• Wikipedia: Isomaltol
• Wikidata: Q2574472
• Mol file: 3420-59-5.mol

Synonyms:ISOMALTOL;3420-59-5;1-(3-hydroxyfuran-2-yl)ethanone;Ethanone, 1-(3-hydroxy-2-furanyl)-;2-acetyl-3-hydroxyfuran;Ketone, 3-hydroxy-2-furyl methyl;UNII-76NST80C38;3-hydroxy-2-furyl methyl ketone;76NST80C38;1-(3-Hydroxy-2-furyl)ethanone;ISOMALTOL [MI];SCHEMBL27812;88511-92-6;DTXSID10187790;1-(3-Hydroxy-2-furanyl)ethanone;3-hydroxyfuran-2-yl methyl ketone;DTXSID301282527;1-(3-Hydroxy-2-furyl)ethanone #;AKOS025296178;2-(1-Hydroxyethylidene)-3(2H)-furanone;Q2574472

Chemical Property of Isomaltol

Chemical Property:

• Appearance/Colour: white crystal
• Vapor Pressure: 0.158mmHg at 25°C
• Melting Point: 98-103°C
• Refractive Index: 1.508
• Boiling Point: 207.3°Cat760mmHg
• PKA: 9.57±0.10(Predicted)
• Flash Point: 79.2°C
• PSA: 50.44000
• Density: 1.234g/cm³
• LogP: 1.18780
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 126.031694049
• Heavy Atom Count: 9
• Complexity: 122

Purity/Quality:

98% ^*data from raw suppliers

ISOMALTOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=C(C=CO1)O

Technology Process of Isomaltol

There total 2 articles about Isomaltol 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:

1-(N-L-triptophanyl)-1-deoxy-D-fructose (87251-66-9) → 5-hydroxymethyl-2-furfuraldehyde (67-47-0) + Maltol (118-71-8) + isomaltol (3420-59-5) + α-carboline (244-76-8) + L-Tryptophan (73-22-3,27732-43-0,80206-30-0,27813-82-7)

Guidance literature:

In water; at 95 ℃; under 750.06 - 450036 Torr; Rate constant; Product distribution; various pressure; ΔV*;

DOI:10.1002/(SICI)1099-1395(199609)9:9<639::AID-POC833>3.0.CO;2-Q

Reference yield:

D-maltose (69-79-4) → furfural (98-01-1) + 1-(2-furyl)-1-ethanone (1192-62-7,80145-44-4) + 5-hydroxymethyl-2-furfuraldehyde (67-47-0) + Maltol (118-71-8) + isomaltol (3420-59-5) + 2,3-dihydro-3,5-dihydroxy-6-methyl-4H-pyran-4-one (28564-83-2) + D-glucose (50-99-7) + 3-deoxygalactosone (4084-27-9,30382-30-0,50455-94-2,82399-12-0,4134-97-8) + 3-deoxyglucosone (4134-97-8,30382-30-0,50455-94-2,82399-12-0,4084-27-9) + 1-deoxymaltosone + 3-deoxymaltosone + 1-deoxy-2,3-D-erythro-hexo-2,3-diulose + 3-deoxypentos-2-ulose + 1,4-dideoxyhexosulose

Guidance literature:

With L-lysine; In water; at 130 ℃; for 5h; pH=5.0; Sealed tube;

DOI:10.1021/acs.jafc.7b04105

Reference yield: 88.9%

isomaltol (3420-59-5) + 3-phenylpropanol methanesulfonate (69804-99-5) → 1-(3-(3-phenylpropoxy)furan-2-yl)ethan-1-one

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 85 ℃; for 18h;

upstream raw materials:

1-(N-L-triptophanyl)-1-deoxy-D-fructose

D-maltose

Downstream raw materials:

(E)-2-<1-(3-hydroxy-2-furanyl)ethylidene>-(2H)-furan-3-one

3-hydroxy-2-methyl-1-propyl-4(1H)-pyridinone

CP21

deferiprone

Refernces

• 1、 Isaacs, Neil S.,Coulson, Mark. "Effect of pressure on processes modelling the Maillard reaction". . p. 639 - 644. Retrieved 2007/10/03.