L-rhamnonic acid

Base Information

• Chemical Name: L-rhamnonic acid
• CAS No.: 6422-34-0
• Molecular Formula: C₆H₁₂O₆
• Molecular Weight: 180.158
• DSSTox Substance ID: DTXSID701316592
• Nikkaji Number: J13.859B
• Wikidata: Q27102335
• Metabolomics Workbench ID: 50879
• Mol file: 6422-34-0.mol

Synonyms:L-rhamnonic acid;6-deoxy-L-mannonic acid;6422-34-0;Rhamnonsaure;(2R,3R,4S,5S)-2,3,4,5-tetrahydroxyhexanoic acid;CHEBI:17357;DTXSID701316592;C01934;Q27102335

Chemical Property of L-rhamnonic acid

Chemical Property:

• Vapor Pressure: 4.54E-14mmHg at 25°C
• Boiling Point: 543.3°Cat760mmHg
• PKA: 3.38±0.35(Predicted)
• Flash Point: 296.4°C
• Density: 1.584g/cm³
• XLogP3: -2.3
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 180.06338810
• Heavy Atom Count: 12
• Complexity: 158

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of L-rhamnonic acid

There total 36 articles about L-rhamnonic 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:

L-rhamnose (73-34-7) → L-rhamnonic acid (20246-37-1,26372-13-4,28223-46-3,30516-86-0,30923-13-8,67337-08-0,6422-34-0)

Guidance literature:

With 3,5-dinitrosalicylic acid; for 0.25h; Heating;

DOI:10.1016/j.bmcl.2012.03.095

Reference yield:

→ L-rhamnonic acid (20246-37-1,26372-13-4,28223-46-3,30516-86-0,30923-13-8,67337-08-0,6422-34-0)

Guidance literature:

With sodium hydroxide; sodium amalgam; das zugehoerige δ-Lacton entsteht;

DOI:10.1021/ja01366a074

Reference yield:

L-rhamnose (6014-42-2) → L-rhamnonic acid (20246-37-1,26372-13-4,28223-46-3,30516-86-0,30923-13-8,67337-08-0,6422-34-0)

Guidance literature:

With nitric acid; at 20 ℃;

upstream raw materials:

pyridine

D-allomethylonic acid

6-deoxy D-allose

L-rhamnose

Downstream raw materials:

(3S,4S,5R)-dihydro-3,4-dihydroxy-5-((1'S)-1'-hydroxyethyl)furan-2(3H)-one

D-altromethylonic acid

L-arabinaric acid

formic acid

Refernces

• 1、 Zou, Yang,Wang, Wenjun,Cai, Li,Chen, Leilei,Xue, Mengyang,Zhang, Xiaomei,Shen, Jie,Chen, Min. "Substrate specificity of galactokinase from Streptococcus pneumoniae TIGR4 towards galactose, glucose, and their derivatives". supporting information; experimental part. p. 3540 - 3543. Retrieved 2012/07/03.