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Merck
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Documentos

283258

Sigma-Aldrich

Sebacic acid

99%

Sinónimos:

Decanedioic acid

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About This Item

Fórmula lineal:
HO2C(CH2)8CO2H
Número de CAS:
111-20-6
Peso molecular:
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)

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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
Min Ji Kim et al.
BioMed research international, 2014, 956952-956952 (2014-06-24)
We synthesized and evaluated biodegradable and elastomeric polyesters (poly(glycerol sebacate) (PGS)) using polycondensation between glycerol and sebacic acid to form a cross-linked network structure without using exogenous catalysts. Synthesized materials possess good mechanical properties, elasticity, and surface erosion biodegradation behavior.
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)
Biodeterioration of synthetic materials-A brief review
Flemming H-C, et al.
Materials and Corrosion, 61, 986-992 (2010)
Augmented bio-based lipids for cosmetics
Duprat-de-Paule, et al.
Oilseeds and fats, Crops and Lipids, 25, D503-D503 (2018)
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