23147-58-2

Basic information

• Product Name: GLYCOLALDEHYDE DIMER
• Synonyms: HYDROXYACETALDEHYDE DIMER;GLYCOLALDEHYDE DIMER;GLYCOALDEHYDE DIMER;1,4-DIOXANE-2,5-DIOL;2,5-DIHYDROXY-P-DIOXANE;2,5-DIHYDROXY-1,4-DIOXANE;glycolaldehyde dimer, mixture of stereoisomers;GLYCOLALDEHYDE DIMER, CRYSTALLINE
• CAS NO: 23147-58-2
• Molecular Formula: C₄H₈O₄
• Molecular Weight: 120.1
• EINECS: 205-484-9
• Product Categories: Heterocycle-other series
• Mol File: 23147-58-2.mol
• Article Data: 4

Chemical Properties

• Melting Point: ~85 °C
• Boiling Point: 312.4 °C at 760 mmHg
• Flash Point: 142.8 °C
• Appearance: /crystalline
• Density: 1.455
• Vapor Pressure: 4.65E-05mmHg at 25°C
• Refractive Index: 1.513
• Storage Temp.: 2-8°C
• Solubility: H2O: 0.1 g/mL, clear, colorless
• PKA: 11.97±0.40(Predicted)
• BRN: 506029
• CAS DataBase Reference: GLYCOLALDEHYDE DIMER(CAS DataBase Reference)
• NIST Chemistry Reference: GLYCOLALDEHYDE DIMER(23147-58-2)
• EPA Substance Registry System: GLYCOLALDEHYDE DIMER(23147-58-2)

Safety Data

• WGK Germany: 3
• F: 10
• Hazardous Substances Data: 23147-58-2(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 23147-58-2 differently. You can refer to the following data:
1. Glycoaldehyde Dimer is derivative of glcoaldehyde, which is the precursor molecule of various significant compounds including amino acid glycine and in the formose reaction.
2. Glycolaldehyde dimer may be used in the synthesis of 3,4-diaza-2-hexene-1,6-diol, which can undergo hydrogenation to form 1,2-bis(2-hydroxyethyl)hydrazine. It undergoes cycloaddition with 2,3-dihydrofuran in the presence of a chiral catalyst to form fused bicyclic tetrahydrofuran (bis-THF) alcohol, a key moiety of HIV protease inhibitors.

InChI:InChI=1/C4H8O4/c5-3-1-7-4(6)2-8-3/h3-6H,1-2H2

Upstream product

• 77287-34-4 formamide 
• 76-05-1 trifluoroacetic acid 

Downstream Products

• 915124-55-9 C₂₂H₂₈N₄O₃ 
• 875138-52-6 C₂₁H₂₆N₄O₃ 

Relevant articles and documents

Synthesis method of 1, 4-dioxane-2, 5-diol

The invention discloses a synthesis method of 1, 4-dioxane-2, 5-diol. The synthesis method includes: taking chloroacetaldehyde as the raw material, firstly carrying out reaction with sodium bisulfiteor sodium metabisulfite to generate chloroacetaldehyde omega-sulfonic acid, carrying out aldehyde group protection, then adding acid for precipitation, and then decomposing the chloroacetaldehyde omega-sulfonic acid into 1, 4-dioxane-2, 5-diol under a strong alkaline condition of sodium hydroxide. Compared with other process routes, the raw materials adopted by the invention are easily availableand low in price, and the production cost is greatly reduced; moreover, the adopted chemical reaction is mild in conditions and easy to operate, therefore the method is more suitable for large-scale industrial production.

Direct photophysical evidence for quenching of the triplet excited state of 2,4,6-triphenyl(thia)pyrylium salts by 2,3-diaryloxetanes

The thiapyrylium salt 1b is an efficient electron-transfer photosensitizer in the preparative irradiation of trans,-trans-2,3-diphenyl-4-methyloxetane (2a). Previously, the reaction has been assumed to occur through the triplet excited state of 1b, which has a very high intersystem crossing yield (φISC = 0.97). In the present report, direct evidence for triplet quenching in the oxidative cycloreversion of the 2,3-diaryloxetanes is provided. The rate constants kq(T1) and the free energy changes of the electron transfer ΔGET(T1) have been determined for the reaction between 1b and oxetanes 2a-d and 2a′. The process has been found to be exergonic in all cases except for 2d; this agrees with the fact that no photoproduct was obtained in the preparative irradiation of 1b in the presence of 2d. Good correlation between kq(T1) and ΔGET(T1) was observed, confirming the involvement of the excited triplet state in the reaction mechanism.