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

Description

GLYCOLALDEHYDE DIMER is a derivative of glycolaldehyde, which is a precursor molecule for various significant compounds such as amino acid glycine and is involved in the formose reaction. It plays a crucial role in the synthesis of different chemical compounds and has potential applications in various industries.

Uses

Used in Pharmaceutical Industry:
GLYCOLALDEHYDE DIMER is used as a synthetic intermediate for the production of 3,4-diaza-2-hexene-1,6-diol, which can undergo hydrogenation to form 1,2-bis(2-hydroxyethyl)hydrazine. GLYCOLALDEHYDE DIMER is an essential building block in the synthesis of fused bicyclic tetrahydrofuran (bis-THF) alcohol, a key moiety of HIV protease inhibitors. The development of such inhibitors is vital for the treatment of HIV and AIDS.
Used in Chemical Synthesis:
GLYCOLALDEHYDE DIMER serves as a valuable starting material for the synthesis of various organic compounds. Its ability to undergo cycloaddition with 2,3-dihydrofuran in the presence of a chiral catalyst makes it a versatile component in the creation of complex molecular structures. This property is particularly useful in the development of new drugs and advanced materials.

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

Upstream product

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

Downstream Products

• 2488-95-1 1,2-bis(2'-hydroxyethyl)-hydrazine 
• 30934-97-5 2,2-dimethoxyethanol 
• 123172-65-6 4-Hydroxy-3,3-diphenyl-dihydro-furan-2-one 
• 141-46-8 Glycolaldehyde 
• 57200-23-4 3-phenyl-2(5H)-furanone 
• 123172-69-0 (E)-4-Hydroxy-2-phenyl-but-2-enoic acid methyl ester 
• 115869-43-7 (tert-butyldiphenylsilanyloxy)acetaldehyde 
• 110822-87-2 (1,2-dihydroxy-ethoxy)-acetaldehyde 
• 65144-74-3 (Z)-ethane-1,2-diol 
• 40460-44-4 glycolaldehyde hydrate 
• 33486-89-4 2-hydroxymethyl-[1,3]dioxolan-4-ol 
• 312583-37-2 4⁽⁵⁾-(3,5-dimethoxyphenyl)-1H-imidazole 
• 944541-40-6 C₂₂H₂₆FN₃O₃ 
• 156386-82-2 trans-γ-3-benzoylprop-2-en-1-ol 

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.