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Diglycolic acid

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Name

Diglycolic acid

EINECS 203-823-5
CAS No. 110-99-6 Density 1.486
PSA 83.83000 LogP -0.82780
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 N/A 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

Article Data 44

Diglycolic acid Synthetic route

111-46-6

diethylene glycol

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%
3041-16-5

p-dioxanone

110-99-6

2,2'-oxybis-acetic acid

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

Tetraethylene glycol

A

110-99-6

2,2'-oxybis-acetic acid

B

23243-68-7

3,6-dioxasuberic acid

C

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%
4358-64-9

cis-1,4-anhydroerythritol

A

110-99-6

2,2'-oxybis-acetic acid

B

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%
79-14-1

glycolic Acid

110-99-6

2,2'-oxybis-acetic acid

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

bromoacetic acid

A

110-99-6

2,2'-oxybis-acetic acid

B

79-14-1

glycolic Acid

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

chloroacetic 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;
79-11-8

chloroacetic acid

A

110-99-6

2,2'-oxybis-acetic acid

B

79-14-1

glycolic Acid

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

1,4-dioxane

110-99-6

2,2'-oxybis-acetic acid

Conditions
ConditionsYield
With hydrogenchloride; sodium hypochlorite
111-96-6

diethylene glycol dimethyl ether

110-99-6

2,2'-oxybis-acetic acid

Conditions
ConditionsYield
With hydrogenchloride; sodium hypochlorite

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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