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Diglycolic anhydride

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Name

Diglycolic anhydride

EINECS 224-761-5
CAS No. 4480-83-5 Density 1.423 g/cm3
PSA 52.60000 LogP -0.91360
Solubility N/A Melting Point 92-93 °C(lit.)
Formula C4H4O4 Boiling Point 241.9 °C at 760 mmHg
Molecular Weight 116.073 Flash Point 105.7 °C
Transport Information N/A Appearance COA
Safety 26-36-24/25 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 4480-83-5 (Diglycolic anhydride) Hazard Symbols IrritantXi
Synonyms

Aceticacid, oxydi-, cyclic anhydride (8CI);Diglycolic anhydride (6CI);3-Oxaglutaricanhydride;Acetic acid, 2,2'-oxybis-, cyclic anhydride;Oxydiacetic anhydride;p-Dioxane-2,6-dione;1,4-Dioxane-2,6-dione;

Article Data 12

Diglycolic anhydride Synthetic route

110-99-6

2,2'-oxybis-acetic acid

4480-83-5

1,4-dioxane-2,6-dione

Conditions
ConditionsYield
With oxalyl dichloride; N,N-dimethyl-formamide In toluene for 3h; Inert atmosphere; Reflux;93%
With phosphoric acid; acetic anhydride at 145℃; for 2h; Temperature;90%
With niobium(V) oxide hydrate In o-xylene at 160℃; for 72h; Inert atmosphere; Molecular sieve;86%
4480-83-5

1,4-dioxane-2,6-dione

134179-38-7

2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethylamine

239081-53-9

17-azido-5-oxo-6-aza-3,9,12,15-tetraoxaheptadecanoic acid

Conditions
ConditionsYield
In dichloromethane100%
In dichloromethane at 25℃; for 36h;98%
In dichloromethane at 25℃; for 26h;98%
In dichloromethane
In dichloromethane

benzyl 2-amino-2-deoxy-3,4,6-tri-O-benzyl-β-D-glucopyranoside hydrochloride

4480-83-5

1,4-dioxane-2,6-dione

871116-05-1

1,3,4,6-tetra-O-benzyl-2-deoxy-2-diglycolylimido-β-D-glucopyranoside

Conditions
ConditionsYield
With pyridine; acetic anhydride; triethylamine at 20 - 80℃; for 6.5h;100%
4480-83-5

1,4-dioxane-2,6-dione

67605-64-5

5-(4-aminophenyl)-10,15,20-triphenylporphyrin

2-{2-Oxo-2-[(4-(10,15,20-triphenylporphyrin-5-yl)phenyl)amino]ethoxy}acetic acid

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20℃; for 24h;100%
In N,N-dimethyl-formamide at 20℃;98%
4480-83-5

1,4-dioxane-2,6-dione

112510-75-5

3-(<(4-methoxyphenyl)diphenylmethyl>amino)propanol

344436-62-0

2-[({3-[((4-methoxyphenyl)diphenylmethyl)amino]propyl}oxycarbonyl)methoxy]acetic Acid, Triethylammonium Salt

Conditions
ConditionsYield
With triethylamine In dichloromethane for 2h;100%
4480-83-5

1,4-dioxane-2,6-dione

74-89-5

methylamine

63449-71-8

methylaminocarbonylmethoxyacetic acid

Conditions
ConditionsYield
In tetrahydrofuran for 18h;100%
In tetrahydrofuran at 20℃;
In tetrahydrofuran for 18h;6.34 g
4480-83-5

1,4-dioxane-2,6-dione

646-19-5

heptane-1,7-diamine

1383455-59-1

{[7-(2-carboxymethoxyacetylamino)heptylaminocarbonyl]methoxy}acetic acid

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20℃;100%
In tetrahydrofuran at 0 - 20℃;96%
In tetrahydrofuran at 0 - 20℃;96%
4480-83-5

1,4-dioxane-2,6-dione

1365037-86-0

5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-N-(piperidin-4-yl)-1H-pyrazole-3-carboxamide

1443990-85-9

2-(2-(4-(5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxamido)piperidin-1-yl)-2-oxoethoxy)acetic acid

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃;100%
4480-83-5

1,4-dioxane-2,6-dione

51644-96-3

5-tert-butoxycarbonylamino-1-aminopentane

1391035-21-4

2,2-dimethyl-4,12-dioxo-3,14-dioxa-5,11-diazahexadecan-16-oic acid

Conditions
ConditionsYield
In tetrahydrofuran at -50 - 20℃; for 21h;100%
4480-83-5

1,4-dioxane-2,6-dione

di-tert-butyl 2-(4-hydroxymethylphenyl)malonate

di-tert-butyl 2-(4-methylphenyl(diglycolic acid))malonate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 15h; Inert atmosphere;100%

Diglycolic anhydride Specification

The CAS registry number of Diglycolic anhydride is 4480-83-5. Its EINECS registry number is 224-761-5. The IUPAC name is 1,4-dioxane-2,6-dione. In addition, the molecular formula is C4H4O4 and the molecular weight is 116.07. It is also called 3-Oxaglutaricanhydride. What's more, it belongs to the classes of Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Dioxanes; Dioxanes Dioxolanes and should be stored in a cool and dry place.

The properties of the chemical are: (1)ACD/LogP: -2.06; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -2.06; (4)ACD/LogD (pH 7.4): -2.06; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1.81; (8)ACD/KOC (pH 7.4): 1.81; (9)#H bond acceptors: 4; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 52.6 Å2; (13)Index of Refraction: 1.45; (14)Molar Refractivity: 21.91 cm3; (15)Molar Volume: 81.5 cm3; (16)Polarizability: 8.68×10-24cm3; (17)Surface Tension: 45.3 dyne/cm; (18)Enthalpy of Vaporization: 47.88 kJ/mol; (19)Vapour Pressure: 0.0351 mmHg at 25°C.

Uses of Diglycolic anhydride: it can react with diethylamine to prepare N,N-Diethyldiglycollamsaeure. This reaction needs solvent CH2Cl2. The reaction time is 2 hours by heating. The yield is 81%.

Diglycolic anhydride can react with diethylamine to prepare N,N-Diethyldiglycollamsaeure

When you are using this chemical, please be cautious about it as the following:
This chemical is not only irritating to skin, but also irritating to eyes and respiratory system. During using it, you should wear suitable protective clothing and should avoid this chemical contact with skin and eyes. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C1OC(=O)COC1
(2)InChI: InChI=1/C4H4O4/c5-3-1-7-2-4(6)8-3/h1-2H2
(3)InChIKey: PIYNUZCGMLCXKJ-UHFFFAOYAT

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