D-(-)-ERYTHROSE

Base Information

• Chemical Name: D-(-)-ERYTHROSE
• CAS No.: 583-50-6
• Deprecated CAS: 29825-68-1
• Molecular Formula: C4H8O4
• Molecular Weight: 120.105
• Hs Code.: 2940000080
• European Community (EC) Number: 209-505-2
• UNII: X3EI0WE8Q4,756EZ12FT6
• DSSTox Substance ID: DTXSID201017424,DTXSID601318240
• Nikkaji Number: J166.114K
• Wikipedia: Erythrose
• Wikidata: Q423225
• Metabolomics Workbench ID: 51507
• Mol file: 583-50-6.mol

Synonyms:Butanal,2,3,4-trihydroxy-, [R-(R*,R*)]-;Erythrose, D- (8CI);D-(-)-Erythrose;D-Erythrose;

Chemical Property of D-(-)-ERYTHROSE

Chemical Property:

• Appearance/Colour: clear colourless very viscous liquid
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: <25℃
• Refractive Index: 1.498
• Boiling Point: 311.1 °C at 760 mmHg
• PKA: 12.49±0.20(Predicted)
• Flash Point: 156.2 °C
• PSA: 77.76000
• Density: 1.41 g/cm³
• LogP: -2.10060
• Storage Temp.: 2-8°C
• Sensitive.: Hygroscopic
• Solubility.: Methanol, Water
• Water Solubility.: Fully miscible in water.
• XLogP3: -2.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 120.04225873
• Heavy Atom Count: 8
• Complexity: 72.4

Purity/Quality:

99%, ^*data from raw suppliers

D-Erythrose ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(C(C=O)O)O)O
• Isomeric SMILES: C([C@H]([C@H](C=O)O)O)O
• Uses: D-Erythrose is a tetrose carbohydrate that have been tested as an potential anticariogenic sweetener along with L-Erythrulose as a blend.

Technology Process of D-(-)-ERYTHROSE

There total 95 articles about D-(-)-ERYTHROSE 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: 74.0%

meso-erythritol (909878-64-4,10030-58-7,188346-77-2,149-32-6) → D-erythrulose (533-50-6,35007-64-8,40031-31-0,496-55-9) + D-glyceric acid (473-81-4,600-19-1,6000-40-4,28305-26-2,118916-26-0) + D-erythronic acid (488-16-4) + D-erythrose (583-50-6)

Guidance literature:

PtTl; In perchloric acid; water; for 4h; Product distribution; electrocatalytic reaction; also on Pt and on Pt-Pb electrode; oxidation potential varied: 0.45, 0.6, 0.8 V;

DOI:10.1051/jcp:1999157

Reference yield: 74.0%

D-Fructose (57-48-7,18875-34-8) → D-erythrose (583-50-6)

Guidance literature:

With sodium hydroxide; iron(III) chloride; In water; at 20 ℃; Quantum yield; Irradiation; other carbohydrate-metal ion system: D-fructose-MnCl₂, D-glucose-FeCl₃;

DOI:10.1246/cl.1984.267

Reference yield: 63.0%

calcium gluconate (3391-82-0,4688-50-0,6027-86-7,6622-52-2,14933-21-2,18404-69-8,45079-02-5,69617-74-9,71074-87-8,90010-62-1,121929-17-7,299-28-5) → D-Arabinose (10323-20-3) + D-erythrose (583-50-6)

Guidance literature:

With dihydrogen peroxide; FAU(2.4); copper; In water; at 19.85 ℃; for 3.5h; pH=6.5; Further Variations:; Catalysts; Product distribution;

DOI:10.1006/jcat.2002.3608

upstream raw materials:

dihydroxyacetone

Glycolaldehyde

D-galactitol

water

Downstream raw materials:

D-ribose

1,2,3,4-butanetetrol

D-glycero-Tetrulose-bis-(thiosemicarbazon)

benzyl α,β-D-erythroside

Refernces

• 1、 Schmoelzer, Christoph,Fischer, Michael,Schmid, Walther. "Permanganate oxidation revisited: Synthesis of 3-deoxy-2-uloses via indium-mediated chain elongation of carbohydrates". . p. 4886 - 4892. Retrieved 2010.
• 2、 Araki, Koji,Shiraishi, Shinsaku. "Catalytic Action of Iron and Manganese Ions in the Photochemically-Induced Oxidation of D-Fructose with Atmospheric Oxygen". . p. 229 - 234. Retrieved 1986.
• 3、 Serianni, Anthony S.,Pierce, John,Huang, Shaw-Guang,Barker, Robert. "Anomerization of Furanose Sugars: Kinetics of Ring-Opening Reactions by 1H and 13C Saturation-Transfer NMR Spectroscopy". . p. 4037 - 4044. Retrieved 1982.
• 4、 Duo, Jia,Jin, Binbin,Jin, Fangming,Shi, Xiaoyu,Wang, Tianfu,Ye, Xin,Zhong, Heng. "Photothermal strategy for the highly efficient conversion of glucose into lactic acid at low temperatures over a hybrid multifunctional multi-walled carbon nanotube/layered double hydroxide catalyst". . p. 813 - 822. Retrieved 2022/02/09.
• 5、 Hawkins, Kirsten,Patterson, Anna K.,Clarke, Paul A.,Smith, David K.. "Catalytic Gels for a Prebiotically Relevant Asymmetric Aldol Reaction in Water: From Organocatalyst Design to Hydrogel Discovery and Back Again". supporting information. p. 4379 - 4389. Retrieved 2020/03/05.