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A96150

Sigma-Aldrich

Azelaic acid

technical grade, 80%

Synonym(s):

1,7-Heptanedicarboxylic acid, Anchoic acid, Nonanedioic acid

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About This Item

Linear Formula:
HO2C(CH2)7CO2H
CAS Number:
123-99-9
Molecular Weight:
188.22
Beilstein/REAXYS Number:
1101094
EC Number:
204-669-1
MDL number:
MFCD00004432
UNSPSC Code:
12352100
PubChem Substance ID:
24891477
NACRES:
NA.22
Pricing and availability is not currently available.

grade

technical grade

vapor density

6.5 (vs air)

vapor pressure

<1 mmHg ( 20 °C)

assay

80%

form

powder

bp

286 °C/100 mmHg (lit.)

mp

109-111 °C (lit.)

SMILES string

OC(=O)CCCCCCCC(O)=O

InChI

1S/C9H16O4/c10-8(11)6-4-2-1-3-5-7-9(12)13/h1-7H2,(H,10,11)(H,12,13)

InChI key

BDJRBEYXGGNYIS-UHFFFAOYSA-N

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435422

Poly(ethylene glycol)-block-poly(propylene glycol)-block-poly(ethylene glycol)

viscosity

35,000 cSt(25 °C)(lit.)

viscosity

650 cSt(25 °C)(lit.)

viscosity

3,600 cSt(20 °C)(lit.)

viscosity

325 cP(25 °C, Brookfield)(lit.)

refractive index

n20/D 1.466

refractive index

n20/D 1.465

refractive index

n20/D 1.46

refractive index

n20/D 1.4531

form

viscous liquid

form

viscous liquid

form

viscous liquid

form

viscous liquid

density

1.092 g/mL at 25 °C

density

1.095 g/mL at 25 °C

density

1.056 g/mL at 25 °C

density

1.006 g/mL at 25 °C

mol wt

average Mn ~12,000

mol wt

Mn ~2,500

mol wt

average Mn ~3,900

mol wt

average Mn ~2,000

bp

>200 °C (lit.)

bp

>200 °C (lit.)

bp

>200 °C (lit.)

bp

-

General description

Azelaic acid is used as a therapeutic agent in dermatology.[1]

Application

Azelaic acid, a bolaamphiphile, is generally used as a spacer/linker in synthetic chemistry. Some of the applications include:
  • Synthesis of pH-responsive metallo-hydrogels as potential dye-adsorbing agents, and vitamin B12 carriers.[2]
  • Synthesis of fluorescent uranyl (UO22+) coordination polymers.[3]
  • Synthesis of various metal-organic frameworks (MOFs) and supramolecular macrocyclic adducts.[4][5]
  • Conversion of hydrophobic up-converting rare-earth nanophosphors (UCNPs) into water-soluble, carboxylic acid-functionalized analogs to facilitate conjugation with biomolecules such as streptavidin.[6]

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

410.0 °F - closed cup

flash_point_c

210 °C - closed cup

ppe

Eyeshields, Gloves, type N95 (US)

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    Certificates of Analysis (COA)

    Lot/Batch Number
    STBK4812
    STBK1515
    STBJ9086
    STBJ9087
    STBJ5532

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    Lucaa G, et al.
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    Pillaring Zn-Triazolate Layers with Flexible Aliphatic Dicarboxylates into Three-Dimensional Metal- Organic Frameworks.
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    pH-responsive, bolaamphiphile-based smart metallo-hydrogels as potential dye-adsorbing agents, water purifier, and vitamin B12 carrier.
    Ray S, et al.
    Chemistry of Materials, 19(7), 1633-1639 (2007)
    Evaluation of the antibacterial efficacy of diesters of azelaic acid.
    Charnock C, et al.
    European Journal of Pharmaceutical Sciences, 21(5), 589-596 (2004)
    Crystal engineering with the uranyl cation I. Aliphatic carboxylate coordination polymers: Synthesis, crystal structures, and fluorescent properties.
    Borkowski LA and Cahill CL
    Crystal Growth & Design, 6(10), 2241-2247 (2006)
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