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Sigma-Aldrich

Adipoyl chloride

98%

Synonym(s):

Adipyl chloride

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About This Item

Linear Formula:
ClCO(CH2)4COCl
CAS Number:
Molecular Weight:
183.03
Beilstein:
507709
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

Quality Level

Assay

98%

form

liquid

refractive index

n20/D 1.471 (lit.)

bp

105-107 °C/2 mmHg (lit.)

density

1.259 g/mL at 25 °C (lit.)

SMILES string

ClC(=O)CCCCC(Cl)=O

InChI

1S/C6H8Cl2O2/c7-5(9)3-1-2-4-6(8)10/h1-4H2

InChI key

PWAXUOGZOSVGBO-UHFFFAOYSA-N

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General description

Adipoyl chloride belongs to the class of monomers known as acid chlorides. It is commonly used in the synthesis of Nylon 66, a type of polyamide that exhibits excellent mechanical strength, chemical resistance, and heat resistance. It is widely used in the production of fibers, textiles, carpets, and engineering plastics. It can also be utilized in the synthesis of biocompatible and biodegradable polymers, such as polyesters. These polymers find applications in drug delivery systems, tissue engineering, reverse osmosis membranes, thin films, and medical implants.

Application

Adipoyl chloride can be used as:
  • A coupling agent in the synthesis of PEG-PLA-PEG triblock copolymers, enabling the formation of unique polymer structures with potential applications in drug delivery systems, tissue engineering, and controlled release systems.
  • A cross-linking agent in the synthesis of biodegradable aromatic-aliphatic poly(ester-amides) from monolignol-based ester dimers. These polymers possess favorable characteristics like exceptional mechanical strength, biodegradability, and thermal stability, making them suitable for a range of applications including, controlled drug delivery systems, and environmentally-friendly packaging materials.
  • Used in the preparation of biphenyl end-capped liquid crystals.

Other Notes

Material may darken in storage

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

233.6 °F - closed cup

Flash Point(C)

112 °C - closed cup

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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Tetrahedron Letters, 47, 5569-5569 (2006)
Nicolò Maccaferri et al.
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The AAPS journal, 17(6), 1357-1368 (2015-07-01)
A novel redox-responsive amphiphilic polymer was synthesized with bioreductive trimethyl-locked quinone propionic acid for a potential triggered drug delivery application. The aim of this study was to synthesize and characterize the redox-responsive amphiphilic block copolymer micelles containing pendant bioreductive quinone
Michelle A Ouimet et al.
Macromolecular bioscience, 15(3), 342-350 (2014-10-22)
Polymers such as poly(N-vinyl-2-pyrrolidone) (PVP) have been used to prepare hydrogels for wound dressing applications but are not inherently bioactive. For enhanced healing, PVP was blended with salicylic acid-based poly(anhydride-esters) (SAPAE) and shown to exhibit hydrogel properties upon swelling. In

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