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156833

Sigma-Aldrich

Nonanoyl chloride

96%

Synonym(s):

Pelargonyl chloride

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About This Item

Linear Formula:
CH3(CH2)7COCl
CAS Number:
764-85-2
Molecular Weight:
176.68
Beilstein:
1362621
EC Number:
212-131-2
MDL number:
MFCD00000768
UNSPSC Code:
12352100
PubChem Substance ID:
24849639
NACRES:
NA.22

Assay

96%

form

liquid

refractive index

n20/D 1.438 (lit.)

bp

108-110 °C/22 mmHg (lit.)

density

0.98 g/mL at 25 °C (lit.)

functional group

acyl chloride

SMILES string

CCCCCCCCC(Cl)=O

InChI

1S/C9H17ClO/c1-2-3-4-5-6-7-8-9(10)11/h2-8H2,1H3

InChI key

NTQYXUJLILNTFH-UHFFFAOYSA-N

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Application

Nonanoyl chloride was used for the acylation of amine groups of chitosan to simultaneously improve its material properties and adsorption capacity. It was also used in the synthesis of:
  • N-nonanoyl piperonylamide
  • caged vanilloid, N-(4-hydroxy-3-methoxybenzyl)-N-(2-nitrobenzyl)-nonanoylamide or N-(2-Nitrobenzyl)-N-vanillyl-nonanoylamide
  • n-benzylnonanamide

Other Notes

Remainder 2-Methyloctanoyl chloride

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H314,H335

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

210.2 °F

Flash Point(C)

99 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Karen C Thomas et al.
The Journal of pharmacology and experimental therapeutics, 321(3), 830-838 (2007-03-03)
Transient receptor potential vanilloid 1 (TRPV1) is a calcium-selective ion channel expressed in human lung cells. We show that activation of the intracellular subpopulation of TRPV1 causes endoplasmic reticulum (ER) stress and cell death in human bronchial epithelial and alveolar
Effects of Acylation and Crosslinking on the Material Properties and Cadmium Ion Adsorption Capacity of Porous Chitosan Beads.
Hsien, Tzu-Yang, and Gregory L. Rorrer
Separation Science and Technology, 30(12), 2455-2475 (1995)
Hypotensive and antinociceptive effects of ether-linked and relatively non-pungent analogues of< i> N</i>-nonanoyl vanillylamide.
Chen IJ , et al.
European Journal of Medicinal Chemistry, 27(3), 187-192 (1992)
Yannick Hövelmann et al.
Journal of agricultural and food chemistry, 67(13), 3670-3678 (2019-03-13)
Imidazole alkaloids represent a rather small group of alkaloids and are assumed not to be of significance to the human food chain so far. In this study, novel imidazole alkaloids occurring in tomato products were synthesized and structurally characterized by
Jun Zhao et al.
Biochemistry, 45(15), 4915-4926 (2006-04-12)
Nociceptive neurons in the peripheral nervous system detect noxious stimuli and report the information to the central nervous system. Most nociceptive neurons express the vanilloid receptor, TRPV1, a nonselective cation channel gated by vanilloid ligands such as capsaicin, the pungent
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