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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:
Molecular Weight:
202.25
Beilstein:
1210591
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor pressure

1 mmHg ( 183 °C)

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 Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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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)
Yu-Ting Tsai et al.
Biomaterials science, 8(17), 4728-4738 (2020-07-25)
Poly(glycerol sebacate) (PGS) is a synthetic biorubber that presents good biocompatibility, excellent elasticity and desirable mechanical properties for biomedical applications; however, the inherent hydrophobicity and traditional thermal curing of PGS restrict its use in the fabrication of hydrogels for advanced
Augmented bio-based lipids for cosmetics
Duprat-de-Paule, et al.
Oilseeds and fats, Crops and Lipids, 25, D503-D503 (2018)
Solvent-free reactions as green chemistry procedures for the synthesis of cosmetic fatty esters
Villa C, et al.
Green Chemistry, 5, 623-626 (2003)

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