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Sigma-Aldrich

Sebacic acid

99%

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Synonym(s):
Decanedioic acid
Linear Formula:
HO2C(CH2)8CO2H
CAS Number:
Molecular Weight:
202.25
Beilstein/REAXYS Number:
1210591
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor pressure

1 mmHg ( 183 °C)

Quality Level

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

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

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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)
Augmented bio-based lipids for cosmetics
Duprat-de-Paule, et al.
Oilseeds and fats, Crops and Lipids, 25, D503-D503 (2018)
Biodeterioration of synthetic materials-A brief review
Flemming H-C, et al.
Materials and Corrosion, 61, 986-992 (2010)
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
Lubricity characterizations of sebacic acid based ester
Abdo AW, et al.
International Journal on Advanced Science, Engineering and Information Technology, 4, 1-6 (2014)

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