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92893

Sigma-Aldrich

3,6,9-Trioxaundecanedioic acid

technical, ≥70% (T)

Synonym(s):

O,O′-Oxydiethylene-diglycolic acid

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About This Item

Empirical Formula (Hill Notation):
C8H14O7
CAS Number:
13887-98-4
Molecular Weight:
222.19
Beilstein:
1962084
EC Number:
237-655-9
MDL number:
MFCD00044099
UNSPSC Code:
12352106
PubChem Substance ID:
57653473
NACRES:
NA.22

grade

technical

Quality Level

100

Assay

≥70% (T)

form

liquid

reaction suitability

reaction type: Pegylations
reagent type: cross-linking reagent

impurities

~10% water

refractive index

n20/D 1.470 (lit.)

density

1.3 g/mL at 20 °C (lit.)

SMILES string

OC(=O)COCCOCCOCC(O)=O

InChI

1S/C8H14O7/c9-7(10)5-14-3-1-13-2-4-15-6-8(11)12/h1-6H2,(H,9,10)(H,11,12)

InChI key

HJZZQNLKBWJYPD-UHFFFAOYSA-N

General description

3,6,9-Trioxaundecanedioic, acid also known as tetraglycolic acid, is a water miscible hydrophilic cross-linking reagent, widely utilized in PEGylation reactions.

Application

3,6,9-Trioxaundecanedioic acid is used as a cross linking agent in the synthesis of biodegradable, kojic acid-based poly(carbonate-esters).

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H318

Precautionary Statements

P280 - P305 + P351 + P338

Hazard Classifications

Eye Dam. 1

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Biodegradable kojic acid-based polymers: controlled delivery of bioactives for melanogenesis inhibition
JJ Faig
Biomacromolecules, 18, 363-373 (2017)
Jonathan J Faig et al.
Biomacromolecules, 18(2), 363-373 (2016-12-28)
Kojic acid (KA) is a naturally occurring fungal metabolite that is utilized as a skin-lightener and antibrowning agent owing to its potent tyrosinase inhibition activity. While efficacious, KA's inclination to undergo pH-mediated, thermal-, and photodegradation reduces its efficacy, necessitating stabilizing

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