1,3-Dihydroxyacetone dimer

Base Information

• Chemical Name: 1,3-Dihydroxyacetone dimer
• CAS No.: 26776-70-5
• Molecular Formula: C₃H₆O₃
• Molecular Weight: 90.0788
• European Community (EC) Number: 612-947-2,693-027-8
• DSSTox Substance ID: DTXSID401314347
• Nikkaji Number: J208.317E
• Wikidata: Q72466640
• Mol file: 26776-70-5.mol

Synonyms:1,3-Dihydroxyacetone dimer;26776-70-5;2,5-bis(hydroxymethyl)-1,4-dioxane-2,5-diol;1,3-Dihydroxypropan-2-one dimer;89727-88-8;62147-49-3;2,5-Dihydroxy-1,4-dioxane-2,5-dimethanol;Dihydroxyacetone dimer;2,5-Dihydroxydioxane-2,5-dimethanol;DIHYDROXYACETONE (DIMER);trans-2,5-Dihydroxy-1,4-Dioxane-2,5-dimethanol;1.3-dihydroxyacetone dimer;SCHEMBL229379;1,4-Dioxane-2,5- dimethanol, 2,5-dihydroxy-, (2R,5S)-rel-;CHEBI:173855;DTXSID401314347;1,3-Dihydroxyacetone dimer, 97%;2-Propanone,1,3-dihydroxy-,dimer;BCP30553;MFCD00051019;AKOS009158772;DS-8450;D0560;FT-0624971;FT-0753498;EN300-53035;D95312;A877145;J-507273;F0001-2347;1,4-Dioxane-2,5-dimethanol, 2,5-dihydroxy-, (2R,5S)-rel-

Chemical Property of 1,3-Dihydroxyacetone dimer

Chemical Property:

• Melting Point: 75-80 °C(lit.)
• PSA: 99.38000
• LogP: -2.60500
• Storage Temp.: 2-8°C
• Water Solubility.: very faint turbidity
• XLogP3: -3.1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 180.06338810
• Heavy Atom Count: 12
• Complexity: 144

Purity/Quality:

99% ^*data from raw suppliers

1,3-Dihydroxyacetone dimer ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C(OCC(O1)(CO)O)(CO)O
• Uses: 1,3-Dihydroxyacetone Dimer is used in the synthesis of dihydropyrimidine calcium channel blockers. Also used in the preparation of a new antineoplastic and antifilarial agents as anticancer agents. 1,3-Dihydroxyacetone dimer can be used as a precursor to synthesize:Nitric acid esters such as 1,3-dinitratoacetone and 2,5-bis(nitratomethyl-2,5-nitrato)-1,4-dioxane.Lactic acid in the presence of aluminum salts as catalysts.Phosphorus doped carbon quantum dots which can be used as fluorescence labels for fingerprints imaging.1-Methyl-5-hydroxymethylimidazole scaffolds.

Technology Process of 1,3-Dihydroxyacetone dimer

There total 138 articles about 1,3-Dihydroxyacetone dimer 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: 99.0%

benzaldehyde (100-52-7) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → dihydroxyacetone (96-26-4,26776-70-5) + benzyl alcohol (100-51-6,185532-71-2)

Guidance literature:

With potassium hydroxide; at 120 ℃; for 7h; Inert atmosphere;

DOI:10.1021/om300109e

Reference yield: 84.9%

glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → formaldehyd (50-00-0,30525-89-4,61233-19-0) + tartronic acid (80-69-3) + glyceric acid (473-81-4,118916-26-0) + dihydroxyacetone (96-26-4,26776-70-5)

Guidance literature:

With oxygen; In water; at 60 ℃; Reagent/catalyst; chemoselective reaction; Catalytic behavior; Autoclave;

DOI:10.1016/j.catcom.2014.09.036

Reference yield: 80.0%

acetophenone (98-86-2) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → dihydroxyacetone (96-26-4,26776-70-5) + 1-Phenylethanol (98-85-1,13323-81-4)

Guidance literature:

With [IrCl(COD)(C₃H₂N₂(3,4,5-trimethoxybenzyl)(n-Bu))]; potassium hydroxide; at 120 ℃; for 7h; Inert atmosphere;

DOI:10.1021/om300109e

upstream raw materials:

pyridine

Glyceraldehyde

formaldehyd

D-glucose

Downstream raw materials:

acetaldehyde

methylammonium carbonate

LACTIC ACID

Carbonic acid 3-hydroxy-2-oxo-propyl ester 2-phenoxy-ethyl ester

Refernces

• 1、 Farnood, Ramin,Gong, Jianyu,Imbault, Alexander Luis. "Photocatalytic production of dihydroxyacetone from glycerol on TiO2 in acetonitrile". . p. 4956 - 4968. Retrieved 2020.
• 2、 Waldmann,Prey. "-". . p. 856,865. Retrieved 1951.
• 3、 Dai, Xingchao,Cui, Xinjiang,Yuan, Hangkong,Deng, Youquan,Shi, Feng. "Cooperative transformation of nitroarenes and biomass-based alcohols catalyzed by CuNiAlOx". . p. 7970 - 7975. Retrieved 2015.
• 4、 Zhang, Yanhui,Ciriminna, Rosaria,Palmisano, Giovanni,Xu, Yi-Jun,Pagliaro, Mario. "Sol-gel entrapped visible light photocatalysts for selective conversions". . p. 18341 - 18346. Retrieved 2014.
• 5、 Underkofler,Fulmer. "-". . p. 301. Retrieved 1937.
• 6、 Wolf, Patrick,Hammond, Ceri,Conrad, Sabrina,Hermans, Ive. "Post-synthetic preparation of Sn-, Ti- and Zr-beta: A facile route to water tolerant, highly active Lewis acidic zeolites". . p. 4514 - 4519. Retrieved 2014.
• 7、 Coleman,Glattfeld. "-". . p. 1183,1186. Retrieved 1944.
• 8、 Jeong, Guan-Young,Ricco, Raffaele,Liang, Kang,Ludwig, Johanna,Kim, Jin-Oh,Falcaro, Paolo,Kim, Dong-Pyo. "Bioactive MIL-88A Framework Hollow Spheres via Interfacial Reaction In-Droplet Microfluidics for Enzyme and Nanoparticle Encapsulation". . p. 7903 - 7909. Retrieved 2015.
• 9、 Raska, Jiri,Skopal, Frantisek,Komers, Karel,Machek, Jaroslav. "Kinetics of glycerol biotransformation to dihydroxyacetone by immobilized Gluconobacter oxydans and effect of reaction conditions". . p. 1269 - 1283. Retrieved 2007.
• 10、 Ripoll, Magdalena,Velasco-Lozano, Susana,Jackson, Erienne,Diamanti, Eleftheria,Betancor, Lorena,López-Gallego, Fernando. "One-pot biotransformation of glycerol into serinol catalysed by biocatalytic composites made of whole cells and immobilised enzymes". . p. 1140 - 1146. Retrieved 2021.