D-Mannonic acid

Base Information

• Chemical Name: D-Mannonic acid
• CAS No.: 642-99-9
• Molecular Formula: C6H12 O7
• Molecular Weight: 196.157
• Hs Code.: 2918160000
• DSSTox Substance ID: DTXSID40331426,DTXSID20873879
• Nikkaji Number: J13.218G
• Wikidata: Q27104257
• Metabolomics Workbench ID: 49937
• Mol file: 642-99-9.mol

Synonyms:mannonate

Chemical Property of D-Mannonic acid

Chemical Property:

• Vapor Pressure: 4.95E-21mmHg at 25°C
• Melting Point: 74-76 °C
• Boiling Point: 673.6°Cat760mmHg
• PKA: 3.35±0.35(Predicted)
• Flash Point: 375.1°C
• PSA: 138.45000
• Density: 1.763g/cm³
• LogP: -3.49310
• XLogP3: -3.4
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 196.05830272
• Heavy Atom Count: 13
• Complexity: 170

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(C(C(C(C(=O)O)O)O)O)O)O
• Isomeric SMILES: C([C@H]([C@H]([C@@H]([C@@H](C(=O)O)O)O)O)O)O

Technology Process of D-Mannonic acid

There total 113 articles about D-Mannonic acid 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: 94.7%

D-Galactose (59-23-4) → D-galactonic acid (133-42-6,488-33-5,526-95-4,526-97-6,576-36-3,642-99-9,1114-17-6,3956-93-2,6906-37-2,7760-07-8,13382-27-9,20246-33-7,20246-35-9,20246-52-0,20246-53-1,21675-42-3,22430-69-9,24871-35-0,28223-42-9,28278-17-3,51547-37-6)

Guidance literature:

With potassium hydroxide; oxygen; gold on Al₂O₃; In water; at 40 ℃; for 2h; pH=9.0;

Reference yield: 87.1%

D-Galactose (10257-28-0) → D-galactonic acid (133-42-6,488-33-5,526-95-4,526-97-6,576-36-3,642-99-9,1114-17-6,3956-93-2,6906-37-2,7760-07-8,13382-27-9,20246-33-7,20246-35-9,20246-52-0,20246-53-1,21675-42-3,22430-69-9,24871-35-0,28223-42-9,28278-17-3,51547-37-6)

Guidance literature:

With oxygen; In water; at 39.84 ℃; for 2h; under 760.051 Torr; Schlenk technique;

DOI:10.1246/cl.160364

Reference yield: 2.0%

D-Galactose (59-23-4) → talonic acid (20246-35-9) + D-galactonic acid (133-42-6,488-33-5,526-95-4,526-97-6,576-36-3,642-99-9,1114-17-6,3956-93-2,6906-37-2,7760-07-8,13382-27-9,20246-33-7,20246-35-9,20246-52-0,20246-53-1,21675-42-3,22430-69-9,24871-35-0,28223-42-9,28278-17-3,51547-37-6)

Guidance literature:

With sodium anthraquinone-2-sulfonate; calcium chloride; In sodium hydroxide; at 50 ℃;

DOI:10.1016/0008-6215(84)85210-6

upstream raw materials:

D-Mannose

D-glucose

sodium D-lyxo-5-hexulosonate

chloroamine-T

Downstream raw materials:

gluconic acid

D-mannono-1,4-lactone

δ-D-mannonolactone

D-mannaro-1,4:6,3-dilactone

Refernces

2-C-CARBOXYALDOSES AND ALDONIC ACIDS FROM CELLOBIOSE, MALTOSE, AND 4-O-METHYL-D-GLUCOSE WITH 2-ANTHRAQUINONESULFONIC ACID

10.1016/S0008-6215(00)90462-2

The research details an investigation into the oxidation of cellobiose, maltose, and 4-O-methyl-D-glucose using 2-anthraquinonesulfonic acid (AMS) in sodium hydroxide. The purpose of the study was to gain insights into the reactions of aldoses, specifically aldos-2-uloses, by subjecting these 4-O-substituted aldoses to oxidation conditions similar to those used for D-glucose. The research concluded that the oxidation products included erythronic, arabinonic, ribonic, gluconic, and mannonic acids, as well as 2-C-carboxypentoses, which were identified as a new type of product in the reaction mixture. The study also found that the nonsubstituted products of the reducing D-glucose unit consisted of formic, glycolic, 2-deoxytetronic, and 3-deoxypentonic acids, along with 2-C-carboxy-3-deoxypentoses. The chemicals used in the process included 2-anthraquinonesulfonic acid as the oxidizing agent, sodium hydroxide to maintain the reaction conditions, and various sugars as substrates for the oxidation reactions.