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Sigma-Aldrich

Sebacoyl chloride

99%

Synonym(s):

Sebacyl chloride

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About This Item

Linear Formula:
ClCO(CH2)8COCl
CAS Number:
Molecular Weight:
239.14
Beilstein/REAXYS Number:
1365665
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

Quality Level

assay

99%

form

liquid

refractive index

n20/D 1.468 (lit.)

bp

168 °C/12 mmHg (lit.)

mp

−5-−3 °C (lit.)

density

1.121 g/mL at 25 °C (lit.)

SMILES string

ClC(=O)CCCCCCCCC(Cl)=O

InChI

1S/C10H16Cl2O2/c11-9(13)7-5-3-1-2-4-6-8-10(12)14/h1-8H2

InChI key

WMPOZLHMGVKUEJ-UHFFFAOYSA-N

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Application

Sebacocyl chloride (SC) can be used as a lipophilic monomer for the formation of polyamide microcapsules by an interfacial polycondensation reaction. It can also be utilized in the synthesis of modified chitosan nanoparticle hydrogels with high absorption capacity and high swelling ratio for the removal of metal ions from an aqueous solution. SC can also be used in the preparation of sebacic biscyclocarbonate, which can be used in the synthesis of biobased nonisocyanate polyurethanes.

pictograms

CorrosionExclamation mark

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B - STOT SE 3

target_organs

Respiratory system

wgk_germany

WGK 3

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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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Preparation of robust polyamide microcapsules by interfacial polycondensation of p-phenylenediamine and sebacoyl chloride and plasticization with oleic acid
Rosa N, et al.
Journal of Microencapsulation, 32(4), 349-357 (2015)
Synthesis and in vitro Anti-tumor Activity of Some New Sebacoyl Chloride Based Heterocycles
H El Azab I and AA EN
Current Organic Synthesis, 14(2), 309-320 (2017)
Chitosan nanoparticle hydrogel based sebacoyl moiety with remarkable capability for metal ion removal from aqueous systems
Kandile NG and Mohamed HM
International Journal of Biological Macromolecules, 122(4), 578-586 (2019)
P L Madan et al.
Pharmaceutical research, 6(8), 714-718 (1989-08-01)
The effect of selected variables on the release characteristics of theophylline microcapsules prepared with 1,6-hexamethylene diamine and sebacoyl chloride via interfacial polycondensation has been investigated. The nature of the microcapsules and the release characteristics of theophylline from the microcapsules were
D Poncelet et al.
Journal of microencapsulation, 11(1), 31-40 (1994-01-01)
A microencapsulation technique is proposed involving the formation of a polyethyleneimine (PEI) membrane crosslinked by an acid dichloride. The membranes were formed at pH 8 in a non-polar solvent, conditions which are better suited for the encapsulation of biocatalysts or

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