DIGLYCEROL

Base Information

• Chemical Name: DIGLYCEROL
• CAS No.: 627-82-7
• Deprecated CAS: 56491-52-2,111569-93-8,902146-48-9,51555-30-7,18657-17-5
• Molecular Formula: C6H14O5
• Molecular Weight: 166.174
• Hs Code.: 2905399090
• European Community (EC) Number: 261-605-5,211-013-8
• NSC Number: 8689
• UNII: UC0A740LR3
• DSSTox Substance ID: DTXSID90872273
• Nikkaji Number: J6.871C
• Wikidata: Q27291013
• RXCUI: 1313741
• Metabolomics Workbench ID: 71538
• Mol file: 627-82-7.mol

Synonyms:Tetrahydroxydi-n-propyl ether;

Chemical Property of DIGLYCEROL

Chemical Property:

• Appearance/Colour: yellow viscous liquid
• Vapor Pressure: 2.53E-08mmHg at 25°C
• Melting Point: 319 °C
• Refractive Index: n20/D 1.489
• Boiling Point: 407 °C at 760 mmHg
• PKA: 13.31±0.20(Predicted)
• Flash Point: 200 °C
• PSA: 90.15000
• Density: 1.332 g/cm³
• LogP: -1.59540
• Storage Temp.: Room Temperature
• Solubility.: Chloroform, DMSO, Methanol (Slightly), Water (Soluble)
• XLogP3: -2.5
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 166.08412354
• Heavy Atom Count: 11
• Complexity: 77

Purity/Quality:

98%,99%, ^*data from raw suppliers

Diglycerol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(COCC(CO)O)O)O
• Uses: diglycerin can increase the water content in the top layers of the skin. Formulators may select this ingredient for its humectant properties, and also when needing a skin-conditioning agent or a solvent. It is synthetically manufactured. Diglycerol was used in cosmetic deodorants. It is also a component in thickening and gelatation agents.

Technology Process of DIGLYCEROL

There total 37 articles about DIGLYCEROL 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%

4-[(2,3-dihydroxypropoxy)methyl]-1,3 dioxolan-2-one → diglycerol (627-82-7)

Guidance literature:

With water; potassium carbonate; In methanol; for 2h; Reflux;

DOI:10.1016/j.polymer.2015.10.055

Reference yield: 62.0%

glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → 1,3-dioxolane-4-methanol (5464-28-8) + glycerol formal (4740-78-7) + glycolic Acid (79-14-1) + ethyl 2-hydroxyacetate (623-50-7) + diglycerol (627-82-7) + oxiranyl-methanol (556-52-5) + hydroxy-2-propanone (116-09-6) + acrolein (107-02-8,25068-14-8)

Guidance literature:

With pretreated aluminium vanadium phosphate; In water; at 280 ℃; under 760.051 Torr; Reagent/catalyst; Temperature; Catalytic behavior; Activation energy;

DOI:10.1016/j.molcata.2016.05.015

Reference yield: 45.0%

glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → diglycerol (627-82-7) + 2,4-bis(hydroxymethyl)-3-oxapentane-1,5-diol (100450-00-8) + 5-hydroxymethyl-4-oxahexane-1,2,6-triol

Guidance literature:

With lithium hydroxide; In neat (no solvent); at 240 ℃; for 1.5h; under 760.051 Torr; Overall yield = 40 %; Inert atmosphere;

DOI:10.1007/s10562-013-1159-3

upstream raw materials:

Allyl ether

oxiranyl-methanol

glycerol

3-monochloro-1,2-propanediol

Downstream raw materials:

diglycerol tetranitrate

acrolein

3,5-bis-(chloromethyl)-4-(4-fluorobenzyl)-morpholine

3,5-bis-(hydroxymethyl)-4-(4-fluorobenzyl)-morpholine

Refernces

• 1、 Ruppert, Agnieszka M.,Meeldijk, Johannes D.,Kuipers, Bonny W. M.,Erne, Ben H.,Weckhuysen, Bert M.. "Glycerol etherification over highly active CaO-based materials: New mechanistic aspects and related colloidal particle formation". . p. 2016 - 2024. Retrieved 2008.
• 2、 Wang, Huan,Vu, Nam Duc,Chen, Guo-Rong,Métay, Estelle,Duguet, Nicolas,Lemaire, Marc. "Selective catalytic oxidation of diglycerol". supporting information. p. 1154 - 1159. Retrieved 2021/02/26.
• 3、 Lee, Ji Hyun,Park, Seo Kyoung,Ryu, Jung-Bok,Lee, Hyunjoo,Lee, Je Seung. "Solventless Catalytic Etherification of Glycerol Using Acetate Salts as Efficient Catalysts". . p. 722 - 725. Retrieved 2018/04/30.