Product Name

  • Name

    Diglycolic anhydride

  • EINECS 224-761-5
  • CAS No. 4480-83-5
  • Article Data12
  • CAS DataBase
  • Density 1.423 g/cm3
  • Solubility
  • 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
  • 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;
  • PSA 52.60000
  • LogP -0.91360

Synthetic route

2,2'-oxybis-acetic acid
110-99-6

2,2'-oxybis-acetic acid

1,4-dioxane-2,6-dione
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%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethylamine
134179-38-7

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

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

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

1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

1,3,4,6-tetra-O-benzyl-2-deoxy-2-diglycolylimido-β-D-glucopyranoside
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%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

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

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%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

3-(<(4-methoxyphenyl)diphenylmethyl>amino)propanol
112510-75-5

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

2-[({3-[((4-methoxyphenyl)diphenylmethyl)amino]propyl}oxycarbonyl)methoxy]acetic Acid, Triethylammonium Salt
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%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

methylamine
74-89-5

methylamine

methylaminocarbonylmethoxyacetic acid
63449-71-8

methylaminocarbonylmethoxyacetic acid

Conditions
ConditionsYield
In tetrahydrofuran for 18h;100%
In tetrahydrofuran at 20℃;
In tetrahydrofuran for 18h;6.34 g
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

heptane-1,7-diamine
646-19-5

heptane-1,7-diamine

{[7-(2-carboxymethoxyacetylamino)heptylaminocarbonyl]methoxy}acetic acid
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%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-N-(piperidin-4-yl)-1H-pyrazole-3-carboxamide
1365037-86-0

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

2-(2-(4-(5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxamido)piperidin-1-yl)-2-oxoethoxy)acetic acid
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%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

5-tert-butoxycarbonylamino-1-aminopentane
51644-96-3

5-tert-butoxycarbonylamino-1-aminopentane

2,2-dimethyl-4,12-dioxo-3,14-dioxa-5,11-diazahexadecan-16-oic acid
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%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

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

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

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

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

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 15h; Inert atmosphere;100%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

N-(3-(4-(4-carbamoylbenzyl)piperidin-1-yl)propyl)-N-(3-chloro-4-methylphenyl)piperidine-4-carboxamide

N-(3-(4-(4-carbamoylbenzyl)piperidin-1-yl)propyl)-N-(3-chloro-4-methylphenyl)piperidine-4-carboxamide

2-(2-(4-((3-(4-(4-carbamoylbenzyl)piperidin-1-yl)propyl)(3-chloro-4-methylphenyl)carbamoyl)piperidin-1-yl)-2-oxoethoxy)acetic acid

2-(2-(4-((3-(4-(4-carbamoylbenzyl)piperidin-1-yl)propyl)(3-chloro-4-methylphenyl)carbamoyl)piperidin-1-yl)-2-oxoethoxy)acetic acid

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 18h;100%
In tetrahydrofuran at 20℃; for 18h;100%
1,3,5-tris(N-(1-ethylpropyl)aminomethyl)-2,4,6-triethylbenzene

1,3,5-tris(N-(1-ethylpropyl)aminomethyl)-2,4,6-triethylbenzene

1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

C42H69N3O12

C42H69N3O12

Conditions
ConditionsYield
In tetrahydrofuran for 48h; Reflux;100%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

C36H45N5O11

C36H45N5O11

C40H49N5O15

C40H49N5O15

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20℃; for 12h; Inert atmosphere;100%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

4-cyano-4-[(dodecylsulfanylthiocarbonyl)-sulfanyl]pentanoic acid
870196-80-8

4-cyano-4-[(dodecylsulfanylthiocarbonyl)-sulfanyl]pentanoic acid

CDP-glycolic acid

CDP-glycolic acid

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 24h;100%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

2-[[4-(2-{2-[2-(2-amino-ethoxy)-ethoxy]-ethoxy}-ethylcarbamoyl)-benzyl]-(4-methoxy-benzenesulfonyl)-amino]-3-methyl-butyric acid tert-butyl ester

2-[[4-(2-{2-[2-(2-amino-ethoxy)-ethoxy]-ethoxy}-ethylcarbamoyl)-benzyl]-(4-methoxy-benzenesulfonyl)-amino]-3-methyl-butyric acid tert-butyl ester

2-[{4-[2-(2-{2-[2-(2-carboxymethoxy-acetylamino)-ethoxy]-ethoxy}-ethoxy)-ethylcarbamoyl]-benzyl}-(4-methoxy-benzenesulfonyl)-amino]-3-methyl-butyric acid tert-butyl ester

2-[{4-[2-(2-{2-[2-(2-carboxymethoxy-acetylamino)-ethoxy]-ethoxy}-ethoxy)-ethylcarbamoyl]-benzyl}-(4-methoxy-benzenesulfonyl)-amino]-3-methyl-butyric acid tert-butyl ester

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 3h;99.8%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol

2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol

69-oxo-2,5,8,11,14,17,20,23,26,29,32,35,38,41,44,47,50,53,56,59,62,65,68,71-tetracosaoxatriheptacontan-73-oic acid

69-oxo-2,5,8,11,14,17,20,23,26,29,32,35,38,41,44,47,50,53,56,59,62,65,68,71-tetracosaoxatriheptacontan-73-oic acid

Conditions
ConditionsYield
With dmap; triethylamine In tetrahydrofuran; dichloromethane at 35℃; for 16h;99.69%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

(5α,6α)-6-amino-4,5-epoxy-3,14-dihydroxy-17-methylmorphinan
98634-03-8

(5α,6α)-6-amino-4,5-epoxy-3,14-dihydroxy-17-methylmorphinan

2-(2-(((4αS,7S,7αR,12βS)-4α,9-dihydroxy-3-methyl-2,3,4,4α,5,6,7,7α-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl)amino)-2-oxoethoxy)acetic acid
1391035-00-9

2-(2-(((4αS,7S,7αR,12βS)-4α,9-dihydroxy-3-methyl-2,3,4,4α,5,6,7,7α-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl)amino)-2-oxoethoxy)acetic acid

Conditions
ConditionsYield
In dichloromethane at 20℃;99.4%
In tetrahydrofuran at 20℃; for 18h; Sealed tube;86.7%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

Oleanolic acid
508-02-1

Oleanolic acid

oleanolic acid hemidiglycolate

oleanolic acid hemidiglycolate

Conditions
ConditionsYield
With pyridine; dmap for 12h; Heating;99%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

4-(3-hydroxypropyl)-3,5-dioxomorpholine

4-(3-hydroxypropyl)-3,5-dioxomorpholine

Conditions
ConditionsYield
In propan-1-ol-3-amine99%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

N-(13-amino-4,7,10-trioxatridecanyl)-D-biotinamide
183896-00-6

N-(13-amino-4,7,10-trioxatridecanyl)-D-biotinamide

biotin 4,7,10-trioxa-1,13-tridecanediamine-diglycolic carboxylate
194920-44-0

biotin 4,7,10-trioxa-1,13-tridecanediamine-diglycolic carboxylate

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide; acetonitrile at 20℃; for 1h;99%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

(2,2'-bipyridyl)(1,5-cyclooctadiene)nickel
55425-72-4

(2,2'-bipyridyl)(1,5-cyclooctadiene)nickel

(2,2'-bipyridine)Ni(CH2OCH2CO2)

(2,2'-bipyridine)Ni(CH2OCH2CO2)

Conditions
ConditionsYield
In tetrahydrofuran byproducts: (bipy)Ni(CO)2; a soln. of the carbonic acid anhydride was dropped slowly to a soln. of (bipy)Ni(COD) in THF, pptn. of red nickelalactone, filtration, the deep red mother-liquor contained (bipy)Ni(CO)2;; washed with THF, dried in vacuum;;99%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

5,10-bis(4-aminophenyl)-15,20-diiphenylporphyrin
116206-76-9

5,10-bis(4-aminophenyl)-15,20-diiphenylporphyrin

5,10-bis[4-(N-glycolic acid amino)phenyl]-15,20-diphenylporphyrin

5,10-bis[4-(N-glycolic acid amino)phenyl]-15,20-diphenylporphyrin

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20℃; for 48h;99%
In N,N-dimethyl-formamide for 18h;90%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

taxol
33069-62-4

taxol

C51H55NO18
150807-21-9

C51H55NO18

Conditions
ConditionsYield
With pyridine; dmap In dichloromethane at 0 - 20℃; for 23h; Inert atmosphere;99%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

C28H45N3O2

C28H45N3O2

C32H49N3O6

C32H49N3O6

Conditions
ConditionsYield
In toluene Reflux;99%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

17-cyclopropylmethyl-3,14β-dihydroxy-4,5α-epoxy-6β-2'-[2''-(9''-aminononylamino)-2'-oxoethoxy]acetamidomorphinan

17-cyclopropylmethyl-3,14β-dihydroxy-4,5α-epoxy-6β-2'-[2''-(9''-aminononylamino)-2'-oxoethoxy]acetamidomorphinan

17-cyclopropylmethyl-3,14β-dihydroxy-4,5α-epoxy-6β-(1'-carboxy-4',16'-dioxo-2',18'-dioxa-5',15'-diazaicosanamido)morphinan

17-cyclopropylmethyl-3,14β-dihydroxy-4,5α-epoxy-6β-(1'-carboxy-4',16'-dioxo-2',18'-dioxa-5',15'-diazaicosanamido)morphinan

Conditions
ConditionsYield
In tetrahydrofuran at 20℃;99%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

1-dodecyl alcohol
112-53-8

1-dodecyl alcohol

diglycolate dodecanol

diglycolate dodecanol

Conditions
ConditionsYield
With pyridine at 20℃; for 24h;98.6%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

n-dioctylamine
1120-48-5

n-dioctylamine

2-(2-(di-octylamino)-2-oxoethoxy)acetic acid
135447-09-5

2-(2-(di-octylamino)-2-oxoethoxy)acetic acid

Conditions
ConditionsYield
In acetone at 20℃; Product distribution / selectivity;98.1%
In dichloromethane at 20℃;94.3%
In dichloromethane at 20℃; Cooling with ice;94.2%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

tert-butyl (1-((2R,4R,5R)-4-((tert-butoxycarbonyl)oxy)-3,3-difluoro-5-(hydroxymethyl) tetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)carbamate
250698-56-7

tert-butyl (1-((2R,4R,5R)-4-((tert-butoxycarbonyl)oxy)-3,3-difluoro-5-(hydroxymethyl) tetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)carbamate

2-((2-(((2R,3R,5R)-5-(4-((tert-butoxycarbonyl)amino)-2-oxopyrimidin-1(2H)-yl)-3-((tert-butoxycarbonyl)oxy)-4,4-difluorotetrahydrofuran-2-yl)methoxy)-2-oxoethoxy))acetic acid

2-((2-(((2R,3R,5R)-5-(4-((tert-butoxycarbonyl)amino)-2-oxopyrimidin-1(2H)-yl)-3-((tert-butoxycarbonyl)oxy)-4,4-difluorotetrahydrofuran-2-yl)methoxy)-2-oxoethoxy))acetic acid

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 2.16667h; Reagent/catalyst; Temperature;98%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

N-BOC-1,2-diaminoethane
57260-73-8

N-BOC-1,2-diaminoethane

2,2-dimethyl-4,9-dioxo-3,11-dioxa-5,8-diazatridecan-13-oic acid

2,2-dimethyl-4,9-dioxo-3,11-dioxa-5,8-diazatridecan-13-oic acid

Conditions
ConditionsYield
In tetrahydrofuran at -50 - 20℃; for 20h;97%
With triethylamine In ethyl acetate for 18h;85%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

2-amino-5-fluoro-benzoic acid methyl ester
319-24-4

2-amino-5-fluoro-benzoic acid methyl ester

(2-{[4-fluoro-2-(methoxycarbonyl)phenyl]amino}-2-oxoethoxy)acetic acid
1103930-03-5

(2-{[4-fluoro-2-(methoxycarbonyl)phenyl]amino}-2-oxoethoxy)acetic acid

Conditions
ConditionsYield
In tetrahydrofuran for 7.5h; Reflux;97%
In tetrahydrofuran for 4h; Heating / reflux;92%
4-chlorobenzenesulfonyl chloride
5202-89-1

4-chlorobenzenesulfonyl chloride

1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

(2-{[4-chloro-2-(methoxycarbonyl)phenyl]amino}-2-oxoethoxy)acetic acid
1103929-71-0

(2-{[4-chloro-2-(methoxycarbonyl)phenyl]amino}-2-oxoethoxy)acetic acid

Conditions
ConditionsYield
In tetrahydrofuran for 3h; Heating / reflux;97%
In tetrahydrofuran for 3h; Reflux;97%
In tetrahydrofuran for 7.5h; Reflux;97%

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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