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Sigma-Aldrich

Sebacic acid

99%

Synonym(s):

Decanedioic acid

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About This Item

Linear Formula:
HO2C(CH2)8CO2H
CAS Number:
111-20-6
Molecular Weight:
202.25
Beilstein/REAXYS Number:
1210591
EC Number:
203-845-5
MDL number:
MFCD00004440
UNSPSC Code:
12352100
PubChem Substance ID:
24857096
NACRES:
NA.22

vapor pressure

1 mmHg ( 183 °C)

Quality Level

200

assay

99%

bp

294.5 °C/100 mmHg (lit.)

mp

133-137 °C (lit.)

solubility

ethanol: 100 mg/mL
ketones and ethers: soluble

SMILES string

OC(=O)CCCCCCCCC(O)=O

InChI

1S/C10H18O4/c11-9(12)7-5-3-1-2-4-6-8-10(13)14/h1-8H2,(H,11,12)(H,13,14)

InChI key

CXMXRPHRNRROMY-UHFFFAOYSA-N

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General description

Sebacic acid is a castor oil-derived dicarboxylic acid. It is widely used to produce polymers, plasticizers, lubricants, and corrosion retardants. It can act as a pH corrector in the cosmetic products formulations. Sebacic acid is also used as a precursor to prepare sebacate esters such as diisopropyl sebacate, diethylhexyl sebacate, and dibutyl sebacate.

Application

Sebacic acid has been used in the synthesis of:
  • biodegradable and elastomeric polyesters [poly(glycerol sebacate)]
  • novel bio-nylon, PA5.10
  • novel temperature-response hydrogel based on poly(ether-ester anhydride) nanoparticle for drug-delivery applications

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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Juan Zhang et al.
Colloids and surfaces. B, Biointerfaces, 96, 56-61 (2012-04-21)
A novel temperature-response hydrogel was developed for drug-delivery applications. The hydrogel matrix (PES) was synthesized by melt polycondensation of poly(ether-ester) diacid based on PEG with low molecular weight and sebacic acid. The sol-gel-sol phase transitions of PES nanoparticle (NP) hydrogel
Stefanie Kind et al.
Metabolic engineering, 25, 113-123 (2014-05-17)
Polyamides are important industrial polymers. Currently, they are produced exclusively from petrochemical monomers. Herein, we report the production of a novel bio-nylon, PA5.10 through an integration of biological and chemical approaches. First, systems metabolic engineering of Corynebacterium glutamicum was used
Lena Vogt et al.
Materials science & engineering. C, Materials for biological applications, 103, 109712-109712 (2019-07-28)
Electrospun fibers based on combinations of poly(ε-caprolactone) (PCL) and poly(glycerol sebacate) (PGS) have been studied for applications in cardiac tissue engineering. The aim of the present study is to demonstrate the fabrication of PCL and PGS prepolymer or mildly crosslinked
Biodeterioration of synthetic materials-A brief review
Flemming H-C, et al.
Materials and Corrosion, 61, 986-992 (2010)
The plasticizer market: an assessment of traditional plasticizers and research trends to meet new challenges
Rahman M and Brazel CS
Progress in Polymer Science, 29, 1223-1248 (2004)
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