1,3-Dihydroxyacetone

Base Information

• Chemical Name: 1,3-Dihydroxyacetone
• CAS No.: 96-26-4
• Molecular Formula: C3H6O3
• Molecular Weight: 90.0788
• Hs Code.: 29141900
• European Community (EC) Number: 202-494-5
• NSC Number: 24343
• UNII: O10DDW6JOO
• DSSTox Substance ID: DTXSID0025072
• Nikkaji Number: J4.719H
• Wikipedia: Dihydroxyacetone
• Wikidata: Q409618
• NCI Thesaurus Code: C76586
• Metabolomics Workbench ID: 37907
• ChEMBL ID: CHEMBL1229937
• Mol file: 96-26-4.mol

Synonyms:1,3-Dihydroxy-2-propanone;Bis(hydroxymethyl) ketone;Chromelin;Dihydroxyacetone;Dihyxal;NSC 24343;Otan;Oxantin;Oxatone;Soleal;Triulose;Viticolor;a,a'-Dihydroxyacetone;1,3-Dihydroxyacetone;

Chemical Property of 1,3-Dihydroxyacetone

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 0.0358mmHg at 25°C
• Melting Point: 75-80 °C
• Refractive Index: 1.455
• Boiling Point: 213.7 °C at 760 mmHg
• PKA: 12.45±0.10(Predicted)
• Flash Point: 97.3 °C
• PSA: 57.53000
• Density: 1.283 g/cm³
• LogP: -1.45990
• Storage Temp.: Refrigerator (+4°C)
• Water Solubility.: >250 g/L (20 ºC)
• XLogP3: -1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 90.031694049
• Heavy Atom Count: 6
• Complexity: 44

Purity/Quality:

99%, ^*data from raw suppliers

1,3-Dihydroxyacetone ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Other Organic Compounds
• Canonical SMILES: C(C(=O)CO)O
• Uses: 1,3-Dihydroxyacetone can be used as artificial tanning agent. 1,3-Dihydroxyacetone (DHA) is a self-tanning agent used in cosmetics designed to provide a tanned appearance without the need for sun exposure. It is also a uV protector and a color additive. As a self-tanning agent, it reacts with amino acids found on the skin’s epidermal layer. Its effects last only a few days as the color it provides fades with the natural shedding of the stained cells. Reportedly, it works best on slightly acidic skin. DHA, when combined with lawsone, becomes an FDA Category I (approved) uV protectant. In 1973, the FDA declared that DHA is safe and suitable for use in cosmetics or drugs that are applied to color the skin, and has exempted it from color additive certification. These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.

Technology Process of 1,3-Dihydroxyacetone

There total 138 articles about 1,3-Dihydroxyacetone 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:

4-methyl-1H-imidazole

2-oxopropanal

acetaldehyde

methylammonium carbonate

Refernces

• 1、 Fan, Mingming,Haryonob, Agus,Jiang, Pingping,Leng, Yan,Yue, Chengguang,Zhang, Pingbo. "The selective oxidation of glycerol over metal-free photocatalysts: insights into the solvent effect on catalytic efficiency and product distribution". . p. 3385 - 3392. Retrieved 2021/06/06.
• 2、 Güner, Samed,Pick, André,Sieber, Volker,Wegat, Vanessa. "Design of a synthetic enzyme cascade for the: In vitro fixation of a C1carbon source to a functional C4sugar". supporting information. p. 6583 - 6590. Retrieved 2021/09/10.