Hexanoic anhydride

Name: Hexanoic anhydride
Brand: SIAL
Price: 78.1 USD

purum, ≥97.0% (GC)

Synonym(s):

Caproic anhydride

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About This Item

Linear Formula:

[CH₃(CH₂)₄CO]₂O

CAS Number:

2051-49-2

Molecular Weight:

214.30

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

329752175

EC Number:

218-121-4

Beilstein/REAXYS Number:

1776561

MDL number:

MFCD00009509

Assay:

≥97.0% (GC)

Form:

liquid

Key Documents

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InChI key

PKHMTIRCAFTBDS-UHFFFAOYSA-N

InChI

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

SMILES string

CCCCCC(=O)OC(=O)CCCCC

grade

purum

assay

≥97.0% (GC)

form

liquid

refractive index

n20/D 1.428 (lit.), n20/D 1.429

bp

246-248 °C (lit.)

solubility

ethanol: soluble 1 g/10 mL, clear, colorless

density

0.928 g/mL at 20 °C (lit.)

functional group

anhydride, ester

Quality Level

200

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Show Differences

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This Item	21530	194530	21590
Sigma-Aldrich 21580 Hexanoic anhydride	Sigma-Aldrich 21530 Hexanoic acid	Sigma-Aldrich 194530 Hexanoic anhydride	Sigma-Aldrich 21590 Hexanoyl chloride
assay ≥97.0% (GC)	assay ≥98.0% (GC)	assay 97%	assay ≥98.0% (GC)
solubility ethanol: soluble 1 g/10 mL, clear, colorless	solubility water: slightly soluble 1.082g/100g(lit.), diethyl ether: soluble(lit.), ethanol: soluble(lit.)	solubility -	solubility chloroform: soluble(lit.), diethyl ether: soluble(lit.)
Quality Level 200	Quality Level 200	Quality Level 200	Quality Level 100
form liquid	form -	form liquid	form liquid
bp 246-248 °C (lit.)	bp 202-203 °C (lit.), 203-205 °C	bp 246-248 °C (lit.)	bp 150-153 °C (lit.)
refractive index n20/D 1.428 (lit.), n20/D 1.429	refractive index n20/D 1.416, n20/D 1.4161 (lit.)	refractive index n20/D 1.428 (lit.)	refractive index n20/D 1.426 (lit.)

Application

Hexanoic anhydride has been used in:

green synthesis of esters of acyclovir (acyclovir prodrugs)[1]
preparation of hexanoyl-modified chitosan nanoparticles[2] and chitosan-based polymeric surfactants via N-acylation of chitosans[3]

pictograms

GHS05

signalword

Danger

hcodes

H314

pcodes

P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363 - P405

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

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

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New green synthesis and formulations of acyclovir prodrugs.

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

Preparation, characterization and protein loading of hexanoyl-modified chitosan nanoparticles.

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

Synthesis of chitosan-based polymeric surfactants and their adsorption properties for heavy metals and fatty acids.

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

Structural Basis of Dot1L Stimulation by Histone H2B Lysine 120 Ubiquitination.

Marco Igor Valencia-Sánchez et al.

Molecular cell, 74(5), 1010-1019 (2019-04-15)

The essential histone H3 lysine 79 methyltransferase Dot1L regulates transcription and genomic stability and is deregulated in leukemia. The activity of Dot1L is stimulated by mono-ubiquitination of histone H2B on lysine 120 (H2BK120Ub); however, the detailed mechanism is not understood.

Endosomal Dysfunction Induced by Directly Overactivating Rab5 Recapitulates Prodromal and Neurodegenerative Features of Alzheimer's Disease.

Anna Pensalfini et al.

Cell reports, 33(8), 108420-108420 (2020-11-26)

Neuronal endosomal dysfunction, the earliest known pathobiology specific to Alzheimer's disease (AD), is mediated by the aberrant activation of Rab5 triggered by APP-β secretase cleaved C-terminal fragment (APP-βCTF). To distinguish pathophysiological consequences specific to overactivated Rab5 itself, we activate Rab5

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