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Merck
CN

A96150

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:
1101094
EC Number:
204-669-1
MDL number:
MFCD00004432
UNSPSC Code:
12352100
PubChem Substance ID:
24891477
NACRES:
NA.22

Key Documents

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grade

technical grade

Quality Level

100

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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General description

Azelaic acid is used as a therapeutic agent in dermatology.

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.
  • Synthesis of fluorescent uranyl (UO22+) coordination polymers.
  • Synthesis of various metal-organic frameworks (MOFs) and supramolecular macrocyclic adducts.
  • Conversion of hydrophobic up-converting rare-earth nanophosphors (UCNPs) into water-soluble, carboxylic acid-functionalized analogs to facilitate conjugation with biomolecules such as streptavidin.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

410.0 °F - closed cup

Flash Point(C)

210 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB5421
SDBB2529
STBL3128
STBL0360
STBL2016

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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)
Solid-state preparation of hybrid organometallic-organic macrocyclic adducts with long chain dicarboxylic acids.
Lucaa G, et al.
Chemical Communications (Cambridge, England), 8(37), 3877-3879 (2006)
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)
Pillaring Zn-Triazolate Layers with Flexible Aliphatic Dicarboxylates into Three-Dimensional Metal- Organic Frameworks.
Lin Y-Y, et al.
Crystal Growth & Design, 8(10), 3673-3679 (2008)
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