1,4-Dioxane-2,5-diol

Base Information

• Chemical Name: 1,4-Dioxane-2,5-diol
• CAS No.: 23147-58-2
• Molecular Formula: C₄H₈O₄
• Molecular Weight: 120.105
• Hs Code.: 2934999090
• European Community (EC) Number: 607-202-3
• DSSTox Substance ID: DTXSID60945822
• Nikkaji Number: J1.059.178C
• Metabolomics Workbench ID: 87175
• Mol file: 23147-58-2.mol

Synonyms:1,4-Dioxane-2,5-diol;23147-58-2;Glycolaldehyde dimer;2,5-Dihydroxy-1,4-dioxane;Hydroxyacetaldehyde dimer;Glycoaldehyde dimer;Glycoaldehyde dimer [MI];MFCD00012133;UNII-JNG39F464R;2,5-DIHYDROXY-P-DIOXANE;14-Dioxane-25-diol;Glykolaldehyd-dimer;Glycerol aldehyde dimer;[1,4]dioxane-2,5-diol;SCHEMBL52731;[1,4]-dioxan-2,5-diol;1,4-Dioxane-2,5-diol #;JNG39F464R;DTXSID60945822;CHEBI:166511;BCP23274;s3334;AKOS015856379;CS-W004661;GS-6664;HY-W004661;PB11588;SY014400;A4896;AM20090246;FT-0602682;EN300-84590;J-015008;(1S,2S)-FMOC-2-AMINOCYCLOPENTANECARBOXYLICACID

Chemical Property of 1,4-Dioxane-2,5-diol

Chemical Property:

• Appearance/Colour: crystalline
• Vapor Pressure: 4.65E-05mmHg at 25°C
• Melting Point: ~85°C
• Refractive Index: 1.513
• Boiling Point: 312.4 °C at 760 mmHg
• PKA: 11.97±0.40(Predicted)
• Flash Point: 142.8 °C
• PSA: 58.92000
• Density: 1.455 g/cm³
• LogP: -1.33000
• Storage Temp.: 2-8°C
• Solubility.: H2O: 0.1 g/mL, clear, colorless
• XLogP3: -1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 120.04225873
• Heavy Atom Count: 8
• Complexity: 64.4

Purity/Quality:

95% ^*data from raw suppliers

GlycoaldehydeDimer ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(OCC(O1)O)O
• Uses: Glycoaldehyde Dimer is derivative of glcoaldehyde, which is the precursor molecule of various significant compounds including amino acid glycine and in the formose reaction. 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.

Technology Process of 1,4-Dioxane-2,5-diol

There total 7 articles about 1,4-Dioxane-2,5-diol 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:

formamide (77287-34-4,77287-35-5,60100-09-6) → glycolaldehyde dimer (23147-58-2,110822-84-9,110822-85-0,77431-49-3) + guanazole (1455-77-2) + LACTIC ACID (849585-22-4,106989-11-1,26811-96-1,31587-11-8,26100-51-6) + Oxalacetic acid (328-42-7) + succinic acid (110-15-6) + purine (120-73-0,149297-77-8,51953-03-8) + oxalic acid (144-62-7,97993-78-7) + uracil (66-22-8,144104-68-7,18324-22-6,27072-01-1,2920-92-5,51953-19-6) + 2,6-diaminopyrimidin-4-ol (56-06-4) + urea (57-13-6)

Guidance literature:

With copper(II) chloride tetrahydrate; water; at 80 ℃; for 24h;

DOI:10.1002/chem.201706162

Reference yield:

formamide (77287-34-4,77287-35-5,60100-09-6) → glycolaldehyde dimer (23147-58-2,110822-84-9,110822-85-0,77431-49-3) + guanazole (1455-77-2) + parabanic acid (120-89-8) + LACTIC ACID (849585-22-4,106989-11-1,26811-96-1,31587-11-8,26100-51-6) + 2-amino-1,9-dihydro-6H-purin-6-one (73-40-5) + succinic acid (110-15-6) + purine (120-73-0,149297-77-8,51953-03-8) + oxalic acid (144-62-7,97993-78-7) + guanidine nitrate (113-00-8) + 2-oxo-propionic acid (127-17-3) + urea (57-13-6) + rac-Ala-OH (302-72-7,25191-17-7,18875-37-1) + 2,4-diamino-pyrimidine-5-carboxylic acid (18588-61-9) + isocytosine (155831-93-9,176773-00-5,176799-47-6)

Guidance literature:

With water; zinc(II) chloride; at 80 ℃; for 24h;

DOI:10.1002/chem.201706162

Reference yield:

(η5-cyclopentadienyl)2(zirconium){(μ-carbonyl)molybdenum(carbonyl)2(η5-cyclopentadienyl)}{(carbonyl)(μ-η2,η1-C(methyl)2O)zirconium(methyl)(η5-cyclopentadienyl)2} + trifluoroacetic acid (76-05-1) → glycolaldehyde dimer (23147-58-2,110822-84-9,110822-85-0,77431-49-3) + 2-hydroxy-2-methylpropanal (20818-81-9)

Guidance literature:

In toluene; Treatment with CF3COOH (toluene, -30°C);

DOI:10.1021/om00100a023

upstream raw materials:

trifluoroacetic acid

formamide

Downstream raw materials:

1,2-bis(2'-hydroxyethyl)-hydrazine

methyl 2-(2-hydroxyethylamino)benzoate

2-mercapto-1,3-oxazole

3-[3-[N-[4-(1-t-butoxycarbonylpiperidin-4-yloxy)phenyl]-N-(2-hydroxyethyl)amino]-1-(E)-propenyl]benzonitrile

Refernces

• 1、 Mattia Bizzarri, Bruno,Botta, Lorenzo,Pérez-Valverde, Maritza Iveth,Saladino, Raffaele,Di Mauro, Ernesto,García-Ruiz, Juan Manuel. "Silica Metal Oxide Vesicles Catalyze Comprehensive Prebiotic Chemistry". . p. 8126 - 8132. Retrieved 2018/05/29.
• 2、 Matchett, Stephen A.,Norton, Jack R.,Anderson, Oren P.. "Stoichiometric hydroformylation of coordinated acetone". . p. 2228 - 2230. Retrieved 2008/10/08.