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223115

Sigma-Aldrich

Dimethyl sebacate

99%

Synonym(s):

Decanedioic acid 1,10-dimethyl ester, Dimethyl decanedioate, NSC 9415, Sebacic acid dimethyl ester

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About This Item

Linear Formula:
CH3OCO(CH2)8COOCH3
CAS Number:
Molecular Weight:
230.30
Beilstein/REAXYS Number:
1785523
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:

Quality Level

assay

99%

bp

158 °C/10 mmHg (lit.)

mp

29-31 °C (lit.)

density

0.988 g/mL at 25 °C (lit.)

SMILES string

COC(=O)CCCCCCCCC(=O)OC

InChI

1S/C12H22O4/c1-15-11(13)9-7-5-3-4-6-8-10-12(14)16-2/h3-10H2,1-2H3

InChI key

ALOUNLDAKADEEB-UHFFFAOYSA-N

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General description

Dimethyl sebacate (DMS) is a plasticizer that can be synthesized by esterification of sebacic acid.

Application

DMS can be used in the synthesis of decanedihydrazide which can be used as a precursor for isocyanates for the synthesis of thermoplastic polyurethanes. Transesterification of DMS with 2-ethylhexanol can be used to synthesize bis(2-ethylhexyl)sebacate for further use in petroleum based lubricants.

pictograms

CorrosionEnvironment

signalword

Danger

Hazard Classifications

Aquatic Chronic 2 - Eye Dam. 1

Storage Class

10 - Combustible liquids

wgk_germany

WGK 2

flash_point_f

314.6 °F - closed cup

flash_point_c

157 °C - closed cup

ppe

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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Experimental determination and theoretical correlation for the solubilities of dicarboxylic acid esters in supercritical carbon dioxide.
Narayan RC, et al.
Journal of Supercritical Fluids, 101, 87-94 (2015)
Esterification of Sebacic Acid in Near-Critical and Supercritical Methanol.
Narayan RC and Madras G
Industrial & Engineering Chemistry Research, 56(10), 2641-2649 (2017)
Novel fatty acid based di-isocyanates towards the synthesis of thermoplastic polyurethanes.
More AS, et al.
European Polymer Journal, 49(4), 823-833 (2013)
[Determination of dimethylacrylic acid and its ethyl ester in the air of a work area].
N Ia Smoliar
Gigiena i sanitariia, (1)(1), 51-52 (1984-01-01)

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