1,4-Dioxane-2,6-dione

Base Information

• Chemical Name: 1,4-Dioxane-2,6-dione
• CAS No.: 4480-83-5
• Molecular Formula: C4H4O4
• Molecular Weight: 116.073
• Hs Code.: 29189090
• European Community (EC) Number: 224-761-5
• UNII: RKE2JJ6VPJ
• DSSTox Substance ID: DTXSID90196305
• Nikkaji Number: J101.033F
• Wikidata: Q72464426
• Mol file: 4480-83-5.mol

Synonyms:Diglycolic anhydride;1,4-Dioxane-2,6-dione;4480-83-5;Diglycolicanhydride;Oxydiacetic anhydride;p-Dioxane-2,6-dione;Diglycolic acid anhydride;RKE2JJ6VPJ;MFCD00006677;EINECS 224-761-5;Acetic acid, oxydi-, cyclic anhydride;Digylcolic anhydride;UNII-RKE2JJ6VPJ;1,4-Dioxan-2,6-dione;SCHEMBL88159;[1,4]Dioxane-2,6-dione;DTXSID90196305;AKOS001075962;AS-57518;BP-31064;SY005494;Diglycolic anhydride, technical grade, 90%;A7106;CS-0108764;D2308;FT-0624934;Acetic acid, 2,2'-oxybis-, cyclic anhydride;EN300-18598;D90041;Q-102048;Z85923414

Chemical Property of 1,4-Dioxane-2,6-dione

Chemical Property:

• Appearance/Colour: COA
• Vapor Pressure: 0.0351mmHg at 25°C
• Melting Point: 92-93 °C(lit.)
• Refractive Index: 1.45
• Boiling Point: 241.9 °C at 760 mmHg
• Flash Point: 105.7 °C
• PSA: 52.60000
• Density: 1.423 g/cm³
• LogP: -0.91360
• Storage Temp.: Store below +30°C.
• Sensitive.: Moisture Sensitive
• Solubility.: Soluble in chloroform.
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 116.01095860
• Heavy Atom Count: 8
• Complexity: 114

Purity/Quality:

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

Diglycolic anhydride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C(=O)OC(=O)CO1
• Uses: Diglycolic anhydride is used in the preparation of N,N-diethyldiglycollamsaeure by reacting with diethylamine. It is an useful bio chemical for proteomics research.

Technology Process of 1,4-Dioxane-2,6-dione

There total 1 articles about 1,4-Dioxane-2,6-dione 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: 93.0%

2,2'-oxybis-acetic acid (110-99-6) → 1,4-dioxane-2,6-dione (4480-83-5)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In toluene; for 3h; Inert atmosphere; Reflux;

DOI:10.1016/j.tetlet.2017.06.089

Reference yield: 100.0%

1,4-dioxane-2,6-dione (4480-83-5) + 5-tert-butoxycarbonylamino-1-aminopentane (51644-96-3) → 2,2-dimethyl-4,12-dioxo-3,14-dioxa-5,11-diazahexadecan-16-oic acid (1391035-21-4)

Guidance literature:

In tetrahydrofuran; at -50 - 20 ℃; for 21h;

Reference yield: 100.0%

1,4-dioxane-2,6-dione (4480-83-5) + di-tert-butyl 2-(4-hydroxymethylphenyl)malonate → di-tert-butyl 2-(4-methylphenyl(diglycolic acid))malonate

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 15h; Inert atmosphere;

upstream raw materials:

2,2'-oxybis-acetic acid

Downstream raw materials:

{2-[4-(3-chloro-4-methyl-phenyl)-piperazino]-2-oxo-ethoxy}-acetic acid

(phenylcarbamoyl-methoxy)-acetic acid

benzothiazol-2-ylmethoxy-acetic acid

maleic anhydride

Refernces

• 1、 Kantin, Grigory,Chupakhin, Evgeny,Dar'in, Dmitry,Krasavin, Mikhail. "Efficient cyclodehydration of dicarboxylic acids with oxalyl chloride". supporting information. p. 3160 - 3163. Retrieved 2017/07/18.
• 2、 Tarasenko, Marina,Duderin, Nikolay,Sharonova, Tatyana,Baykov, Sergey,Shetnev, Anton,Smirnov, Alexey V.. "Room-temperature synthesis of pharmaceutically important carboxylic acids bearing the 1,2,4-oxadiazole moiety". supporting information. p. 3672 - 3677. Retrieved 2017/08/23.