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Key Documents

194530

Sigma-Aldrich

Hexanoic anhydride

97%

Synonym(s):

Caproic anhydride

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About This Item

Linear Formula:
[CH3(CH2)4CO]2O
CAS Number:
Molecular Weight:
214.30
Beilstein:
1776561
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

liquid

refractive index

n20/D 1.428 (lit.)

bp

246-248 °C (lit.)

density

0.928 g/mL at 20 °C (lit.)

functional group

anhydride
ester

SMILES string

CCCCCC(=O)OC(=O)CCCCC

InChI

1S/C12H22O3/c1-3-5-7-9-11(13)15-12(14)10-8-6-4-2/h3-10H2,1-2H3

InChI key

PKHMTIRCAFTBDS-UHFFFAOYSA-N

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Application

Hexanoic anhydride was used in:
  • green synthesis of esters of acyclovir (acyclovir prodrugs)
  • preparation of hexanoyl-modified chitosan nanoparticles
  • preparation of chitosan-based polymeric surfactants via N-acylation of chitosans

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)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Moo-Yeal Lee et al.
International journal of biological macromolecules, 36(3), 152-158 (2005-07-14)
Chitosan-based polymeric surfactants (CBPSs) were prepared by N-acylation of chitosans (chitosan 10 and 500) with several acid anhydrides such as hexanoic (C6), lauric (C12), and palmitic (C16) anhydrides. Among the CBPS samples, CBPSs having a good solubility at pH 4.0
Kashappa Goud Desai et al.
Drug delivery, 13(5), 375-381 (2006-08-01)
Hexanoyl chitosan was synthesized through a coupling reaction between chitosan and hexanoic anhydride. Proton nuclear magnetic resonance (1HNMR) and fourier-transform infrared (FTIR) spectroscopy studies showed the formation of hexanoyl chitosan. The nanoparticles of hexanoyl chitosan were prepared through ionotropic gelation
Rubén de Regil-Hernández et al.
Chemical & pharmaceutical bulletin, 59(9), 1089-1093 (2011-09-02)
Different green synthesis of alkyl esters of acyclovir (acyclovir prodrugs) is described. Hexanoic, decanoic, dodecanoic and tetradecanoic acyclovir esters were synthesized reacting acyclovir and the respective acid anhydride in dimethyl sulfoxide (DMSO), in solvents from renewable sources and without solvent
Yeon-Ji Hong et al.
Journal of biomaterials science. Polymer edition, 26(12), 766-779 (2015-06-11)
Complexation-triggerable liposomes were prepared by modifying the surface of egg phosphatidylcholine (EPC) liposomes with hydrophobicized silk fibroin (HmSF) and hydrophobicized chitosan (HmCh). Maximum complexation, determined by measuring the diameter of complexation, was found when the ratio of HmSF to HmCh

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