Product Name

  • Name

    Diglycolic acid

  • EINECS 203-823-5
  • CAS No. 110-99-6
  • Article Data44
  • CAS DataBase
  • Density 1.486
  • Solubility soluble
  • Melting Point 140-144
  • Formula C4H6 O5
  • Boiling Point 445.2°Cat760mmHg
  • Molecular Weight 134.089
  • Flash Point 201.7°C
  • Transport Information
  • Appearance white to light beige crystalline powder
  • Safety Moderately toxic by ingestion. When heated to decomposition it emits acrid smoke and irritating vapors.
  • Risk Codes R22;R34   
  • Molecular Structure Molecular Structure of 110-99-6 (Diglycolic acid)
  • Hazard Symbols
  • Synonyms Aceticacid, oxydi- (8CI); Diglycolic acid (6CI); 2,2'-Oxydiacetic acid;3-Oxapentane-1,5-dioic acid; 3-Oxapentanedioic acid; Bis(carboxymethyl) ether;NSC 8651; Oxodiacetic acid; Oxybisacetic acid; Oxydiacetic acid; Oxydiethanolicacid
  • PSA 83.83000
  • LogP -0.82780

Synthetic route

diethylene glycol
111-46-6

diethylene glycol

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

2,2'-oxybis-acetic acid

Conditions
ConditionsYield
With nitric acid at 45 - 80℃; for 2.16667h;92%
With nitric acid90%
With C24H33IrN4O3; water; sodium hydroxide for 18h; Reflux;90%
p-dioxanone
3041-16-5

p-dioxanone

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

2,2'-oxybis-acetic acid

Conditions
ConditionsYield
With dinitrogen tetraoxide In chloroform75%
Tetraethylene glycol
112-60-7

Tetraethylene glycol

A

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

2,2'-oxybis-acetic acid

B

3,6-dioxasuberic acid
23243-68-7

3,6-dioxasuberic acid

C

tetraglycolic acid
13887-98-4

tetraglycolic acid

Conditions
ConditionsYield
at 5℃; for 8h; electrolysis: nickel net anode, cylindrical stainless steel cathode; electrolyte: 1M NaOH/H2O; Title compound not separated from byproducts;A 3%
B 16%
C 50%
cis-1,4-anhydroerythritol
4358-64-9

cis-1,4-anhydroerythritol

A

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

2,2'-oxybis-acetic acid

B

2-(formyloxymethoxy)acetic acid

2-(formyloxymethoxy)acetic acid

Conditions
ConditionsYield
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;A n/a
B 29%
glycolic Acid
79-14-1

glycolic Acid

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

2,2'-oxybis-acetic acid

Conditions
ConditionsYield
at 200 - 240℃;
bromoacetic acid
79-08-3

bromoacetic acid

A

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

2,2'-oxybis-acetic acid

B

glycolic Acid
79-14-1

glycolic Acid

Conditions
ConditionsYield
With water quantitativer Verlauf der Bildung mit verschiedenen Basen;
chloroacetic acid
79-11-8

chloroacetic acid

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

2,2'-oxybis-acetic acid

Conditions
ConditionsYield
With calcium hydroxide; water
With barium dihydroxide; water
With strontium hydroxide; water
With barium dihydroxide Darstellung; ueber mehrere Stufen;
chloroacetic acid
79-11-8

chloroacetic acid

A

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

2,2'-oxybis-acetic acid

B

glycolic Acid
79-14-1

glycolic Acid

Conditions
ConditionsYield
With water; lead(II) oxide
With water; magnesium oxide
1,4-dioxane
123-91-1

1,4-dioxane

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

2,2'-oxybis-acetic acid

Conditions
ConditionsYield
With hydrogenchloride; sodium hypochlorite
diethylene glycol dimethyl ether
111-96-6

diethylene glycol dimethyl ether

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

2,2'-oxybis-acetic acid

Conditions
ConditionsYield
With hydrogenchloride; sodium hypochlorite
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

water
7732-18-5

water

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

2,2'-oxybis-acetic acid

morpholine-3,5-dione
4430-05-1

morpholine-3,5-dione

KOH-solution

KOH-solution

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

2,2'-oxybis-acetic acid

4-ethyltetrahydro-1,4-oxazine-3,5-dione
462110-57-2

4-ethyltetrahydro-1,4-oxazine-3,5-dione

water
7732-18-5

water

A

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

2,2'-oxybis-acetic acid

B

ethylamine
75-04-7

ethylamine

4-methyltetrahydro-1,4-oxazine-3,5-dione
57503-67-0

4-methyltetrahydro-1,4-oxazine-3,5-dione

water
7732-18-5

water

A

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

2,2'-oxybis-acetic acid

B

methylamine
74-89-5

methylamine

water
7732-18-5

water

bromoacetic acid
79-08-3

bromoacetic acid

A

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

2,2'-oxybis-acetic acid

B

glycolic Acid
79-14-1

glycolic Acid

Conditions
ConditionsYield
Geschwindigkeit und Verlauf der Reaktionen;
bromoacetic acid
79-08-3

bromoacetic acid

-base

-base

A

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

2,2'-oxybis-acetic acid

B

glycolic Acid
79-14-1

glycolic Acid

Conditions
ConditionsYield
Geschwindigkeit und Verlauf der Reaktionen;
chloroacetic acid
79-11-8

chloroacetic acid

-base

-base

A

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

2,2'-oxybis-acetic acid

B

glycolic Acid
79-14-1

glycolic Acid

dimethyl ester of/the/ diglycolic acid

dimethyl ester of/the/ diglycolic acid

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

2,2'-oxybis-acetic acid

Conditions
ConditionsYield
With sulfuric acid; water
With water
With phosphoric acid; water
chloroacetic acid
79-11-8

chloroacetic acid

lithium hydroxide

lithium hydroxide

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

2,2'-oxybis-acetic acid

Conditions
ConditionsYield
With water
chloroacetic acid ethyl ester
105-39-5

chloroacetic acid ethyl ester

sodium glycolic acid ester

sodium glycolic acid ester

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

2,2'-oxybis-acetic acid

Conditions
ConditionsYield
und Verseifung des entstehenden Diaethylesters;
nitric acid
7697-37-2

nitric acid

diethylene glycol
111-46-6

diethylene glycol

A

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

2,2'-oxybis-acetic acid

B

glycolic Acid
79-14-1

glycolic Acid

C

oxalic acid
144-62-7

oxalic acid

diethylene glycol
111-46-6

diethylene glycol

A

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

2,2'-oxybis-acetic acid

B

glycolic acid and oxalic acid

glycolic acid and oxalic acid

Conditions
ConditionsYield
With nitric acid
glycolic Acid
79-14-1

glycolic Acid

A

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

2,2'-oxybis-acetic acid

B

poly glycolide

poly glycolide

C

polyoxymethylene

polyoxymethylene

Conditions
ConditionsYield
at 200 - 240℃;
hydrogenchloride
7647-01-0

hydrogenchloride

diglycolamide
22064-41-1

diglycolamide

A

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

2,2'-oxybis-acetic acid

B

ammonium chloride

ammonium chloride

Conditions
ConditionsYield
und Behandeln mit Wasser;
diglycolamide
22064-41-1

diglycolamide

alkali

alkali

A

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

2,2'-oxybis-acetic acid

B

ammonia
7664-41-7

ammonia

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

1,4-dioxane-2,6-dione

(4,4'-isopropylidenedithio)bis[2,6-di-tert-butylphenol]
23288-49-5

(4,4'-isopropylidenedithio)bis[2,6-di-tert-butylphenol]

A

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

2,2'-oxybis-acetic acid

B

diglycolic acid, mono[4-[[1-[[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]thio]-1-methylethyl]thio]-2,6-bis(1,1-dimethylethyl)phenyl]ester

diglycolic acid, mono[4-[[1-[[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]thio]-1-methylethyl]thio]-2,6-bis(1,1-dimethylethyl)phenyl]ester

Conditions
ConditionsYield
In tetrahydrofuran
dipotassium salt of diglycolic acid

dipotassium salt of diglycolic acid

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

2,2'-oxybis-acetic acid

Conditions
ConditionsYield
In carbon dioxide
In carbon dioxide
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

diethyl ether
60-29-7

diethyl ether

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

2,2'-oxybis-acetic acid

Conditions
ConditionsYield
With dmap In pyridine
2,2'-oxybis-acetic acid
110-99-6

2,2'-oxybis-acetic acid

methanol
67-56-1

methanol

dimethyl diglycolate
7040-23-5

dimethyl diglycolate

Conditions
ConditionsYield
With thionyl chloride at 0 - 20℃;100%
Stage #1: 2,2'-oxybis-acetic acid With thionyl chloride at 20℃; for 8h;
Stage #2: methanol
98%
With sulfuric acid for 24h; Heating;90%
2,2'-oxybis-acetic acid
110-99-6

2,2'-oxybis-acetic acid

diglycolyl chloride
21062-20-4

diglycolyl chloride

Conditions
ConditionsYield
With oxalyl dichloride In benzene100%
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; Cooling with ice;88%
With thionyl chloride for 5h; Reflux;86.2%
2,2'-oxybis-acetic acid
110-99-6

2,2'-oxybis-acetic acid

thorium(IV) nitrate hexahydrate

thorium(IV) nitrate hexahydrate

[Th(oxydiacetate)2]n

[Th(oxydiacetate)2]n

Conditions
ConditionsYield
In methanol stoich. amts. (pptn.);99%
In not given addn. of >= 2 equiv. of ligand to Th salt; crystn. (several days), filtration, washing (H2O, MeOH); elem. anal.;
2,2'-oxybis-acetic acid
110-99-6

2,2'-oxybis-acetic acid

(2R)-2-aminobutan-1-ol
5856-63-3

(2R)-2-aminobutan-1-ol

(-)-bis{[4-(R)-ethyloxazolin-2-yl]methyl} ether
850410-75-2

(-)-bis{[4-(R)-ethyloxazolin-2-yl]methyl} ether

Conditions
ConditionsYield
In toluene for 23h; Reflux;98%
PD 0332991
571190-30-2

PD 0332991

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

2,2'-oxybis-acetic acid

2-(2-(4-(6-((6-acetyl-8-cyclopentyl-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-yl)amino)pyridin-3-yl)piperazin-1-yl)-2-oxoethoxy)acetic acid

2-(2-(4-(6-((6-acetyl-8-cyclopentyl-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-yl)amino)pyridin-3-yl)piperazin-1-yl)-2-oxoethoxy)acetic acid

Conditions
ConditionsYield
With 4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; dimethyl sulfoxide at 20℃;96%
2,2'-oxybis-acetic acid
110-99-6

2,2'-oxybis-acetic acid

terbium(III) perchlorate hexahydrate

terbium(III) perchlorate hexahydrate

cadmium(II) perchlorate dihydrate

cadmium(II) perchlorate dihydrate

water
7732-18-5

water

{[Tb2(oxydiacetate)6Cd3(H2O)6]·6H2O}n

{[Tb2(oxydiacetate)6Cd3(H2O)6]·6H2O}n

Conditions
ConditionsYield
Stage #1: 2,2'-oxybis-acetic acid; terbium(III) perchlorate hexahydrate; water With sodium hydroxide at 20℃; for 1h; pH=6.0;
Stage #2: cadmium(II) perchlorate dihydrate With sodium hydroxide at 60℃; for 4h; pH=6.5;
95%
2,2'-oxybis-acetic acid
110-99-6

2,2'-oxybis-acetic acid

praseodymium perchlorate hexahydrate

praseodymium perchlorate hexahydrate

cadmium(II) perchlorate dihydrate

cadmium(II) perchlorate dihydrate

water
7732-18-5

water

{[Pr2((oxydiacetate))6Cd3(H2O)6]·9H2O}n

{[Pr2((oxydiacetate))6Cd3(H2O)6]·9H2O}n

Conditions
ConditionsYield
Stage #1: 2,2'-oxybis-acetic acid; praseodymium perchlorate hexahydrate; water With sodium hydroxide at 20℃; for 1h; pH=6;
Stage #2: cadmium(II) perchlorate dihydrate With sodium hydroxide at 60℃; for 4h; pH=6.5;
95%
2,2'-oxybis-acetic acid
110-99-6

2,2'-oxybis-acetic acid

neodymium(III) perchlorate hexahydrate

neodymium(III) perchlorate hexahydrate

cadmium(II) perchlorate dihydrate

cadmium(II) perchlorate dihydrate

water
7732-18-5

water

{[Nd2((oxydiacetate))6Cd3(H2O)6]·6H2O}n

{[Nd2((oxydiacetate))6Cd3(H2O)6]·6H2O}n

Conditions
ConditionsYield
Stage #1: 2,2'-oxybis-acetic acid; neodymium(III) perchlorate hexahydrate; water With sodium hydroxide at 20℃; for 1h; pH=6;
Stage #2: cadmium(II) perchlorate dihydrate With sodium hydroxide at 60℃; for 4h; pH=6.5;
95%
2,2'-oxybis-acetic acid
110-99-6

2,2'-oxybis-acetic acid

samarium(III) perchlorate hexahydrate

samarium(III) perchlorate hexahydrate

cadmium(II) perchlorate dihydrate

cadmium(II) perchlorate dihydrate

water
7732-18-5

water

{[Sm2((oxydiacetate))6Cd3(H2O)6]·6H2O}n

{[Sm2((oxydiacetate))6Cd3(H2O)6]·6H2O}n

Conditions
ConditionsYield
Stage #1: 2,2'-oxybis-acetic acid; samarium(III) perchlorate hexahydrate; water With sodium hydroxide at 20℃; for 1h; pH=6;
Stage #2: cadmium(II) perchlorate dihydrate With sodium hydroxide at 60℃; for 4h; pH=6.5;
95%
2,2'-oxybis-acetic acid
110-99-6

2,2'-oxybis-acetic acid

europium(III) perchlorate hexahydrate

europium(III) perchlorate hexahydrate

cadmium(II) perchlorate dihydrate

cadmium(II) perchlorate dihydrate

water
7732-18-5

water

{[Eu2((oxydiacetate))6Cd3(H2O)6]·6H2O}n

{[Eu2((oxydiacetate))6Cd3(H2O)6]·6H2O}n

Conditions
ConditionsYield
Stage #1: 2,2'-oxybis-acetic acid; europium(III) perchlorate hexahydrate; water With sodium hydroxide at 20℃; for 1h; pH=6;
Stage #2: cadmium(II) perchlorate dihydrate With sodium hydroxide at 60℃; for 4h; pH=6.5;
95%
2,2'-oxybis-acetic acid
110-99-6

2,2'-oxybis-acetic acid

dysprosium(III) perchlorate hexahydrate

dysprosium(III) perchlorate hexahydrate

cadmium(II) perchlorate dihydrate

cadmium(II) perchlorate dihydrate

water
7732-18-5

water

{[Dy2((oxydiacetate))6Cd3(H2O)6]·3H2O}n

{[Dy2((oxydiacetate))6Cd3(H2O)6]·3H2O}n

Conditions
ConditionsYield
Stage #1: 2,2'-oxybis-acetic acid; dysprosium(III) perchlorate hexahydrate; water With sodium hydroxide at 20℃; for 1h; pH=6;
Stage #2: cadmium(II) perchlorate dihydrate With sodium hydroxide at 60℃; for 4h; pH=6.5;
95%
2,2'-oxybis-acetic acid
110-99-6

2,2'-oxybis-acetic acid

diethylamine
109-89-7

diethylamine

N,N,N′,N′-tetraethyl diglycolamide
77077-06-6

N,N,N′,N′-tetraethyl diglycolamide

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In chloroform at 20℃; for 18h;95%
2,2'-oxybis-acetic acid
110-99-6

2,2'-oxybis-acetic acid

(3S,4S)-N3,N4-bis(((1S,2R)-2-phenylcyclopropyl)carbamoyl)pyrrolidine-3,4-dicarboxamide hydrochloride

(3S,4S)-N3,N4-bis(((1S,2R)-2-phenylcyclopropyl)carbamoyl)pyrrolidine-3,4-dicarboxamide hydrochloride

(3S,3’S,4S,4’S)-1,1’-(2,2’-oxybis(acetyl))bis-(N3,N4-bis((1S,2R)-2-phenylcyclopropyl)pyrrolidine-3,4-dicarboxamide)

(3S,3’S,4S,4’S)-1,1’-(2,2’-oxybis(acetyl))bis-(N3,N4-bis((1S,2R)-2-phenylcyclopropyl)pyrrolidine-3,4-dicarboxamide)

Conditions
ConditionsYield
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 23℃; for 18h;94%
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%
2,2'-oxybis-acetic acid
110-99-6

2,2'-oxybis-acetic acid

gadolinium(III) perchlorate hexahydrate

gadolinium(III) perchlorate hexahydrate

cadmium(II) perchlorate dihydrate

cadmium(II) perchlorate dihydrate

water
7732-18-5

water

{[Gd2(oxydiacetate)6Cd3(H2O)6]·6H2O}n

{[Gd2(oxydiacetate)6Cd3(H2O)6]·6H2O}n

Conditions
ConditionsYield
Stage #1: 2,2'-oxybis-acetic acid; gadolinium(III) perchlorate hexahydrate; water With sodium hydroxide at 20℃; for 1h; pH=6.0;
Stage #2: cadmium(II) perchlorate dihydrate With sodium hydroxide at 60℃; for 4h; pH=6.5;
92%
2,2'-oxybis-acetic acid
110-99-6

2,2'-oxybis-acetic acid

5-[2-([3-(2-amino-ethoxy)-5-([(4-benzyloxycarbonyl-butylcarbamoyl)-methyl]-{[2-(4-fluoro-phenyl)-ethylcarbamoyl]-methyl}-carbamoyl)-benzoyl]-{[2-(4-fluoro-phenyl)-ethylcarbamoyl]-methyl}-amino)-acetylamino]-pentanoic acid benzyl ester; hydrochloride

5-[2-([3-(2-amino-ethoxy)-5-([(4-benzyloxycarbonyl-butylcarbamoyl)-methyl]-{[2-(4-fluoro-phenyl)-ethylcarbamoyl]-methyl}-carbamoyl)-benzoyl]-{[2-(4-fluoro-phenyl)-ethylcarbamoyl]-methyl}-amino)-acetylamino]-pentanoic acid benzyl ester; hydrochloride

C120H136F4N14O25

C120H136F4N14O25

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate In N,N-dimethyl-formamide at 25℃; for 12h; Condensation;90%
2,2'-oxybis-acetic acid
110-99-6

2,2'-oxybis-acetic acid

cobalt(II) nitrate hexahydrate

cobalt(II) nitrate hexahydrate

hydrazine hydrate
7803-57-8

hydrazine hydrate

Co(2+)*CO2CH2OCH2CO2(2-)*2N2H4=Co(CO2CH2OCH2CO2)*2N2H4

Co(2+)*CO2CH2OCH2CO2(2-)*2N2H4=Co(CO2CH2OCH2CO2)*2N2H4

Conditions
ConditionsYield
In water oxiacetic acid and hydrazine hydrate in water were added to the aq. soln. of metal nitrate hydrate; ppt. was washed with water, alcohol and ther and dried in air; elem. anal.;90%
2,2'-oxybis-acetic acid
110-99-6

2,2'-oxybis-acetic acid

nickel(II) nitrate hydrate

nickel(II) nitrate hydrate

hydrazine hydrate
7803-57-8

hydrazine hydrate

Ni(2+)*CO2CH2OCH2CO2(2-)*2N2H4=Ni(CO2CH2OCH2CO2)*2N2H4

Ni(2+)*CO2CH2OCH2CO2(2-)*2N2H4=Ni(CO2CH2OCH2CO2)*2N2H4

Conditions
ConditionsYield
In water oxiacetic acid and hydrazine hydrate in water were added to the aq. soln. of metal nitrate hydrate; ppt. was washed with water, alcohol and ther and dried in air; elem. anal.;90%
2,2'-oxybis-acetic acid
110-99-6

2,2'-oxybis-acetic acid

zinc(II) nitrate hydrate

zinc(II) nitrate hydrate

hydrazine hydrate
7803-57-8

hydrazine hydrate

Zn(2+)*CO2CH2OCH2CO2(2-)*N2H4*H2O=Zn(CO2CH2OCH2CO2)*N2H4*H2O
332397-36-1

Zn(2+)*CO2CH2OCH2CO2(2-)*N2H4*H2O=Zn(CO2CH2OCH2CO2)*N2H4*H2O

Conditions
ConditionsYield
In water oxiacetic acid and hydrazine hydrate in water were added to the aq. soln. of metal nitrate hydrate; ppt. was washed with water, alcohol and ther and dried in air; elem. anal.;90%
2,2'-oxybis-acetic acid
110-99-6

2,2'-oxybis-acetic acid

dysprosium hydroxide

dysprosium hydroxide

cadmium(II) perchlorate dihydrate

cadmium(II) perchlorate dihydrate

water
7732-18-5

water

{[Cd(H2O)6]·[Dy2(oxydiacetate)6Cd2]·6H2O}n

{[Cd(H2O)6]·[Dy2(oxydiacetate)6Cd2]·6H2O}n

Conditions
ConditionsYield
at 170℃; for 168h; High pressure;90%
2,2'-oxybis-acetic acid
110-99-6

2,2'-oxybis-acetic acid

erbium hydroxide

erbium hydroxide

cadmium(II) perchlorate dihydrate

cadmium(II) perchlorate dihydrate

water
7732-18-5

water

{[Cd(H2O)6]·[Er2(oxydiacetate)6Cd2]·12H2O}n

{[Cd(H2O)6]·[Er2(oxydiacetate)6Cd2]·12H2O}n

Conditions
ConditionsYield
at 170℃; for 168h; High pressure;90%
2,2'-oxybis-acetic acid
110-99-6

2,2'-oxybis-acetic acid

holmium(III) hydroxide

holmium(III) hydroxide

cadmium(II) perchlorate dihydrate

cadmium(II) perchlorate dihydrate

water
7732-18-5

water

{[Cd(H2O)6]·[Ho2(oxydiacetate)6Cd2]·12H2O}n

{[Cd(H2O)6]·[Ho2(oxydiacetate)6Cd2]·12H2O}n

Conditions
ConditionsYield
at 170℃; for 168h; High pressure;90%
2,2'-oxybis-acetic acid
110-99-6

2,2'-oxybis-acetic acid

thulium(III) hydroxide

thulium(III) hydroxide

cadmium(II) perchlorate dihydrate

cadmium(II) perchlorate dihydrate

water
7732-18-5

water

{[Cd(H2O)6]·[Tm2(oxydiacetate)6Cd2]·12H2O}n

{[Cd(H2O)6]·[Tm2(oxydiacetate)6Cd2]·12H2O}n

Conditions
ConditionsYield
at 170℃; for 168h; High pressure;90%
2,2'-oxybis-acetic acid
110-99-6

2,2'-oxybis-acetic acid

lutetium(III) hydroxide

lutetium(III) hydroxide

cadmium(II) perchlorate dihydrate

cadmium(II) perchlorate dihydrate

water
7732-18-5

water

{[Cd(H2O)6]·[Lu2(oxydiacetate)6Cd2]·12H2O}n

{[Cd(H2O)6]·[Lu2(oxydiacetate)6Cd2]·12H2O}n

Conditions
ConditionsYield
at 170℃; for 168h; High pressure;90%
2,2'-oxybis-acetic acid
110-99-6

2,2'-oxybis-acetic acid

azido-PEG24-CO[N(PN)2][Lys]4[(α-NH2*TFA)(ε-NHPEG1100)]4

azido-PEG24-CO[N(PN)2][Lys]4[(α-NH2*TFA)(ε-NHPEG1100)]4

(8S,10S)-10-(4-Amino-5-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-6,8,11-trihydroxy-8-(2-hydroxy-acetyl)-1-methoxy-7,8,9,10-tetrahydro-naphthacene-5,12-dione

(8S,10S)-10-(4-Amino-5-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-6,8,11-trihydroxy-8-(2-hydroxy-acetyl)-1-methoxy-7,8,9,10-tetrahydro-naphthacene-5,12-dione

azido-PEG24-CO[N(PN)2][Lys]4[(α-NH-DGA-3'-NH-dox)(ε-NH-COPEG1100)]4

azido-PEG24-CO[N(PN)2][Lys]4[(α-NH-DGA-3'-NH-dox)(ε-NH-COPEG1100)]4

Conditions
ConditionsYield
Stage #1: (8S,10S)-10-(4-Amino-5-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-6,8,11-trihydroxy-8-(2-hydroxy-acetyl)-1-methoxy-7,8,9,10-tetrahydro-naphthacene-5,12-dione With dmap In N,N-dimethyl-formamide at 20℃; for 0.0833333h;
Stage #2: 2,2'-oxybis-acetic acid In N,N-dimethyl-formamide for 3h;
Stage #3: azido-PEG24-CO[N(PN)2][Lys]4[(α-NH2*TFA)(ε-NHPEG1100)]4 With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;
89%
2,2'-oxybis-acetic acid
110-99-6

2,2'-oxybis-acetic acid

azido-PEG24-CO[N(PN)2][Lys]4[(α-NH2*TFA)(ε-NHPEG1100)]4

azido-PEG24-CO[N(PN)2][Lys]4[(α-NH2*TFA)(ε-NHPEG1100)]4

Nemorubicin

Nemorubicin

azido-PEG24CO-[N(PN)2][Lys]4[(α-NH-DGA-14-O-nemo)(ε-NH-COPEG1100) ]4

azido-PEG24CO-[N(PN)2][Lys]4[(α-NH-DGA-14-O-nemo)(ε-NH-COPEG1100) ]4

Conditions
ConditionsYield
Stage #1: Nemorubicin With dmap In N,N-dimethyl-formamide at 20℃; for 0.0833333h;
Stage #2: 2,2'-oxybis-acetic acid In N,N-dimethyl-formamide for 3h;
Stage #3: azido-PEG24-CO[N(PN)2][Lys]4[(α-NH2*TFA)(ε-NHPEG1100)]4 With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;
89%
2,2'-oxybis-acetic acid
110-99-6

2,2'-oxybis-acetic acid

carbazitaxel
183133-96-2

carbazitaxel

diglycolyl-cabazitaxel
1375468-21-5

diglycolyl-cabazitaxel

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 1.5h;88.5%
2,2'-oxybis-acetic acid
110-99-6

2,2'-oxybis-acetic acid

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

1,3-bis(1H-benzimidazol-2-yl)-2-oxapropane
94665-42-6

1,3-bis(1H-benzimidazol-2-yl)-2-oxapropane

Conditions
ConditionsYield
With silphox [POCl3-n(SiO2)n, silica phosphinoxide] In N,N-dimethyl-formamide for 0.25h; Microwave irradiation;87%
With hydrogenchloride; water for 14h; Heating;72%
With polyphosphoric acid at 180℃;70%
2,2'-oxybis-acetic acid
110-99-6

2,2'-oxybis-acetic acid

uranyl nirate hexahydrate

uranyl nirate hexahydrate

oxydiacetatodioxouranium(VI)
45979-40-6, 48122-12-9

oxydiacetatodioxouranium(VI)

Conditions
ConditionsYield
With sodium bicarbonate In water diglycolic acid and sodium bicarbonate dissolved in H2O, uranyl nitrate hexahydrate in H2O added, heated to reflux, cooled to ambient temp.; filtered, washed with H2O and acetone, dried by suction;87%

Diglycolic acid Chemical Properties

MF: C4H6O5
MW: 134.09
mp: 140-144 °C(lit.)
Physical State: Crystalline powder
Color of OXODIACETIC ACID: clear slight yellow
Solubility : soluble in water and soluble in alcohol

Diglycolic acid Toxicity Data With Reference

1.   

orl-rat LD50:500 mg/kg

   ACIEAY    Angewandte Chemie, International Edition in English. 14 (1975),94.

Diglycolic acid Consensus Reports

Reported in EPA TSCA Inventory.

Diglycolic acid Safety Profile

Hazard Codes: Xn
Risk Statements: 22-36/37/38-34
Safety Statements: 26-36-45-36/37/39
RIDADR: 2811
WGK Germany:  3
RTECS: AJ1530000
HazardClass: 8
PackingGroup: III
Moderately toxic by ingestion. When heated to decomposition it emits acrid smoke and irritating vapors.

Diglycolic acid Specification

Handling of OXODIACETIC ACID: Avoid contact with eyes, skin, and clothing. Avoid ingestion and inhalation. Keep container tightly closed.  Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. 
Storage of OXODIACETIC ACID: Store in a cool, dry, well-ventilated area away from incompatible substances. Store in a tightly closed container. Keep container closed when not in use. 
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