Diglycolic acid

Base Information

• Chemical Name: Diglycolic acid
• CAS No.: 110-99-6
• Deprecated CAS: 77409-76-8
• Molecular Formula: C4H6 O5
• Molecular Weight: 134.089
• Hs Code.: 29171900
• European Community (EC) Number: 203-823-5
• NSC Number: 8651
• UNII: S4651635E0
• DSSTox Substance ID: DTXSID4041575
• Nikkaji Number: J9.721G
• Wikipedia: Diglycolic_acid
• Wikidata: Q5276305
• ChEMBL ID: CHEMBL1234950
• Mol file: 110-99-6.mol

Synonyms:diglycolic acid

Chemical Property of Diglycolic acid

Chemical Property:

• Appearance/Colour: white to light beige crystalline powder
• Vapor Pressure: 3.63E-09mmHg at 25°C
• Melting Point: 140-144
• Refractive Index: 1.4000 (estimate)
• Boiling Point: 445.2°Cat760mmHg
• PKA: pK1:2.96 (25°C)
• Flash Point: 201.7°C
• PSA: 83.83000
• Density: 1.486
• LogP: -0.82780
• Storage Temp.: Store below +30°C.
• Solubility.: ethanol: soluble5%, clear to slightly hazy, colorless to greenis
• Water Solubility.: Soluble
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 134.02152329
• Heavy Atom Count: 9
• Complexity: 104

Purity/Quality:

99%min ^*data from raw suppliers

Diglycolic acid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,C
• Statements: 22-36/37/38-34
• Safety Statements: 26-36-45-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Other Organic Compounds
• Canonical SMILES: C(C(=O)O)OCC(=O)O
• Uses: Diglycolic acid was used in the preparation of needle-like aragonite particles from calcium nitrate aqueous solutions.

Technology Process of Diglycolic acid

There total 36 articles about Diglycolic acid 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: 92.0%

diethylene glycol (111-46-6) → 2,2'-oxybis-acetic acid (110-99-6)

Guidance literature:

With nitric acid; at 45 - 80 ℃; for 2.16667h;

DOI:10.1134/S1070428012080039

Reference yield: 75.0%

p-dioxanone (3041-16-5,29223-92-5) → 2,2'-oxybis-acetic acid (110-99-6)

Guidance literature:

With dinitrogen tetraoxide; In chloroform;

Reference yield: 29.0%

cis-1,4-anhydroerythritol (4358-64-9) → 2,2'-oxybis-acetic acid (110-99-6) + 2-(formyloxymethoxy)acetic acid

Guidance literature:

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tetrabutylammomium bromide; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 0.75h; Time; Inert atmosphere;

DOI:10.1002/ejoc.201800380

upstream raw materials:

glycolic Acid

bromoacetic acid

chloroacetic acid

Tetraethylene glycol

Downstream raw materials:

oxydi-acetic acid bis-(2-phenoxy-ethyl ester)

3-oxa-glutaric acid bis-(2-methoxy-ethyl ester)

3-oxa-glutaric acid bis-[2-(2-butoxy-ethoxy)-ethyl ester]

1,4-dioxane-2,6-dione

Refernces

• 1、 Svetlakov,Nikitin,Orekhova. "Oxidation of diethylene glycol with nitric acid". . p. 753 - 753. Retrieved 2002.
• 2、 Tuskaev, Vladislav A.,Gagieva, Svetlana Ch.,Kurmaev, Dmitrii A.,Bogdanov, Vyacheslav S.,Magomedov, Kasim F.,Mikhaylik, Elena S.,Golubev, Evgenii K.,Buzin, Mikhail I.,Nikiforova, Galina G.,Vasil'ev, Viktor G.,Khrustalev, Viktor N.,Dorovatovskii, Pavel V.,Bakirov, Artem V.,Shcherbina, Maksim А.,Dzhevakov, Pavel B.,Bulychev, Boris M.. "Novel titanium(IV) diolate complexes with additional O-donor as precatalyst for the synthesis of ultrahigh molecular weight polyethylene with reduced entanglement density: Influence of polymerization conditions and its implications on mechanical properties". . . Retrieved 2021/04/22.
• 3、 Targel, Tom,Ramesh, Palakuri,Portnoy, Moshe. "Domino Two-Step Oxidation of β-Alkoxy Alcohols to Hemiacetal Esters: Linking a Stoichiometric Step to an Organocatalytic Step with a Common Organic Oxidant". supporting information. p. 3017 - 3021. Retrieved 2018/06/27.