RIBONIC ACID

Base Information

• Chemical Name: RIBONIC ACID
• CAS No.: 642-98-8
• Molecular Formula: C5H10O6
• Molecular Weight: 166.131
• Hs Code.: 2918199090
• DSSTox Substance ID: DTXSID801021863
• Nikkaji Number: J921.158F
• Wikidata: Q27109369
• Metabolomics Workbench ID: 37474
• Mol file: 642-98-8.mol

Synonyms:RIBONIC ACID;D-()-Ribonic acid

Chemical Property of RIBONIC ACID

Chemical Property:

• PSA: 118.22000
• LogP: -2.85400
• Storage Temp.: 2-8°C
• XLogP3: -2.7
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 166.04773803
• Heavy Atom Count: 11
• Complexity: 135

Purity/Quality:

99% ^*data from raw suppliers

D-Ribonic acid lithium salt ≥95.0%(TLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(C(C(C(=O)O)O)O)O)O
• Isomeric SMILES: C([C@H]([C@H]([C@H](C(=O)O)O)O)O)O
• General Description: **RIBONIC ACID** is one of the oxidation products identified in the reaction of 4-O-substituted aldoses (such as cellobiose, maltose, and 4-O-methyl-D-glucose) with 2-anthraquinonesulfonic acid under alkaline conditions. It is classified as an aldonic acid, derived from the oxidative transformation of sugars, and was detected alongside other acids like erythronic, arabinonic, gluconic, and mannonic acids. The study highlights ribonic acid as part of a broader pattern of sugar degradation and oxidation products formed in such reactions.

Technology Process of RIBONIC ACID

There total 65 articles about RIBONIC 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: 98.0%

D-xylose (58-86-6) → D-xylonic acid (488-30-2,526-91-0,526-92-1,608-53-7,642-98-8,4172-43-4,4172-44-5,13171-74-9,13752-83-5,17812-24-7,17828-56-7,20663-19-8,28223-40-7)

Guidance literature:

With sodium carbonate; In water; at 30 ℃; for 40h; Wavelength; Irradiation;

DOI:10.1039/c6gc03022j

Reference yield: 35.0%

D-glucose (50-99-7) + chloroamine-T (127-65-1) → D-glyceric acid (473-81-4,600-19-1,6000-40-4,28305-26-2,118916-26-0) + D-threonic acid (20246-26-8) + D-erythronic acid (488-16-4) + arabinoic acid (488-30-2) + D-ribonic acid (642-98-8) + gluconic acid (526-95-4)

Guidance literature:

In water; at 35 ℃; Kinetics; Thermodynamic data; Mechanism; E_a; ΔH excit.; ΔG excit.; ΔS excit; add. of NaOH, var. solv. D2O;

DOI:10.1016/S0008-6215(97)00243-7

Reference yield: 3.0%

D-xylose (58-86-6) → D-lyxonic acid (526-92-1) + D-xylonic acid (488-30-2,526-91-0,526-92-1,608-53-7,642-98-8,4172-43-4,4172-44-5,13171-74-9,13752-83-5,17812-24-7,17828-56-7,20663-19-8,28223-40-7)

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:

pyridine

arabinoic acid

D-ribose

D-ribonic acid 5-phosphate

Downstream raw materials:

(1S,2S,3R)-1-(5,6-dichloro-1H-benzo[d]imidazole-2-yl)butane-1,2,3,4-tetraol

D-ribose

D-arabonic acid-(3.4-dimethyl-anilide)

D-ribonic acid-(3.4-dimethyl-anilide)

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.