764-85-2

Basic information

• Product Name: NONANOYL CHLORIDE
• Synonyms: PELARGONIC ACID CHLORIDE;PELARGONOYL CHLORIDE;PELARGONYL CHLORIDE;N-NONANOYL CHLORIDE;NONYL ACID CHLORIDE;NONANOYL CHLORIDE;NNCL;Nonanoic acid chloride
• CAS NO: 764-85-2
• Molecular Formula: C₉H₁₇ClO
• Molecular Weight: 176.68
• EINECS: 212-131-2
• Product Categories: ACID CHLORIDES;API Intermediate;Benzothiazoles,Thiazoles
• Mol File: 764-85-2.mol
• Article Data: 43

Chemical Properties

• Melting Point: -60.5 °C
• Boiling Point: 108-110 °C22 mm Hg(lit.)
• Flash Point: 203 °F
• Appearance: clear slightly yellow liquid
• Density: 0.98 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.154mmHg at 25°C
• Refractive Index: n20/D 1.438(lit.)
• Storage Temp.: Store below +30°C.
• Explosive Limit: 0.8-3.7%(V)
• Water Solubility: Reacts with water.
• Sensitive: Moisture Sensitive
• BRN: 1362621
• CAS DataBase Reference: NONANOYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: NONANOYL CHLORIDE(764-85-2)
• EPA Substance Registry System: NONANOYL CHLORIDE(764-85-2)

Safety Data

• Hazard Codes: C
• Statements: 14-34-37
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3265 8/PG 2
• WGK Germany: 3
• F: 9-19-21
• TSCA: Yes
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 764-85-2(Hazardous Substances Data)

Usage

Description

Nonanoyl chloride, also known as pelargonic acid chloride, is an organic compound with the chemical formula C9H17ClO. It is a clear, slightly yellow liquid that is widely used in various industries due to its unique chemical properties.

Uses

1. Chitosan Modification:
Nonanoyl chloride is used as an acylating agent for the amine groups of chitosan, a biopolymer derived from chitin. The application reason is to simultaneously improve the material properties and adsorption capacity of chitosan, enhancing its performance in various applications such as water treatment, drug delivery, and tissue engineering.
2. Synthesis of N-nonanoyl Piperonylamide:
In the pharmaceutical industry, Nonanoyl chloride is used as a key intermediate in the synthesis of N-nonanoyl piperonylamide, a compound with potential applications in the treatment of various diseases.
3. Synthesis of Caged Vanilloid:
Nonanoyl chloride is also used in the synthesis of caged vanilloid, a compound that can be used to control the release of vanilloid receptors, which are involved in pain sensation and other physiological processes.
4. Synthesis of N-(4-hydroxy-3-methoxybenzyl)-N-(2-nitrobenzyl)-nonanoylamide:
Nonanoyl chloride, synthesized using Nonanoyl chloride, has potential applications in the development of new drugs targeting specific biological processes.
5. Synthesis of N-(2-Nitrobenzyl)-N-vanillyl-nonanoylamide:
Another compound synthesized using Nonanoyl chloride, this molecule may have potential applications in the pharmaceutical industry, particularly in the development of new therapeutic agents.
6. Synthesis of n-Benzylnonanamide:
Nonanoyl chloride is used in the synthesis of n-benzylnonanamide, a compound that may have potential applications in various industries, including pharmaceuticals and materials science.

Purification Methods

Reflux it with acetyl chloride (~ 3 volumes) for 1hour, then distil off AcCl followed by the nonanoyl chloride at ~12mm. It is moisture sensitive and should be stored in sealed ampoules. [Beilstein 2 IV 1023.]

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

Upstream product

• 112-05-0 nonanoic acid 
• 124-19-6 nonan-1-al 
• 7719-09-7 thionyl chloride 
• 79-37-8 oxalyl dichloride 

Downstream Products

• 20308-70-7 1-(pyrrolidin-1-yl)nonan-1-one 
• 334-38-3 1-fluoro-decan-2-one 
• 100955-38-2 nonanoic acid pentachlorophenyl ester 
• 101-95-1 N-pelargonoyl-p-aminophenol 
• 109367-69-3 nonanoic acid p-toluidide 
• 10385-09-8 N,N-diethyl nonanamide 
• 75239-81-5 2-nonanoyloxy-benzoic acid 
• 1551-41-3 nonanoic acid cyclohexyl ester 
• 110-86-1 pyridine 
• 74478-11-8 2,4,6-trihydroxynonanophenone 
• 101832-18-2 NSC 162223 
• 75-77-4 chloro-trimethyl-silane 
• 198978-35-7 2-Oxo-decanenitrile 
• 137155-99-8 2-nonanoyl-4,4'-dimethyldiphenylsulfide 

Relevant articles and documents

Pseudotrienic acids A and B, two bioactive metabolites from Pseudomonas sp. MF381-IODS

Bioassay-guided fractionation of the liquid culture broth of Pseudomonas sp. MF381-IODS yielded two new antimicrobial substances, identified as (2E,4E,6E)-9-[((2S,3R)-3-hydroxy-4-{(3E,5E,7RS)-7-hydroxy-4-methylhexadeca-3, 5-dienoyl]amino}-2-methylbutanoyl)amino]nona-2,4,6-trienoic acid and the tetradeca equivalent, named pseudotrienic acids A (1) and B (2), respectively. The compounds are prone to lactone formation, and their structures suggest them to be derived from ring opening of a macrolide. Pseudotrienic acids A and B inhibited growth of Staphylococcus aureus (MIC 70 μg/mL) and Pseudomonas syringae pv. syringae (MIC 70 μg/mL). Two known antimicrobial compounds, the polyketide 2,3-deepoxy-2,3-didehydrorhizoxin (3) and the tryptophan-derived pyrrolnitrin (4), were also identified.

Benzimidazole tethered thioureas as a new entry to elastase inhibition and free radical scavenging: Synthesis, molecular docking, and enzyme inhibitory kinetics

The porcine pancreatic elastase inhibition and free-radical scavenging play a crucial role in age progression. All the series of 10 newly synthesized benzimidazole thioureas (4a-j) were assessed for elastase inhibition and radical scavenging activity to identify the suitable anti-aging ingredient for cosmetics products. The compounds 4e, 4f, 4g, and 4h showed inhibition better than the standard, while compound 4f showed the most significant elastase inhibition with the IC50 value of 1.318 ± 0.025 μM compared with oleanic acid IC50 13.451 ± 0.014 used ±1.989 and 41.563 ± 0.824, respectively, as standard. Molecular docking studies were performed and the compound 4f showed binding energy of 7.2 kcal/mol. Kinetics studies revealed inhibition of the pancreatic elastase in a competitive manner. The relative binding energy and structure activity relationship (SAR) identified compound 4f as an effective inhibitor of porcine pancreatic elastase. Compounds 4e and 4i showed remarkable free-radical scavenging activity with SC50 values of 26.421.

Neutrophil-Selective Fluorescent Probe Development through Metabolism-Oriented Live-Cell Distinction

Human neutrophils are the most abundant leukocytes and have been considered as the first line of defence in the innate immune system. Selective imaging of live neutrophils will facilitate the in situ study of neutrophils in infection or inflammation events as well as clinical diagnosis. However, small-molecule-based probes for the discrimination of live neutrophils among different granulocytes in human blood have yet to be reported. Herein, we report the first fluorescent probe NeutropG for the specific distinction and imaging of active neutrophils. The selective staining mechanism of NeutropG is elucidated as metabolism-oriented live-cell distinction (MOLD) through lipid droplet biogenesis with the help of ACSL and DGAT. Finally, NeutropG is applied to accurately quantify neutrophil levels in fresh blood samples by showing a high correlation with the current clinical method.