33796-87-1

Basic information

• Product Name: [R,(-)]-3-Hydroxynonanoic acid
• Synonyms: (R)-3-Hydroxynonanoic acid;[R,(-)]-3-Hydroxynonanoic acid
• CAS NO: 33796-87-1
• Molecular Formula: C₉H₁₈O₃
• Molecular Weight: 0
• Mol File: 33796-87-1.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 303.2°C at 760 mmHg
• Flash Point: 151.4°C
• Appearance: /
• Density: 1.027g/cm³
• Vapor Pressure: 9.07E-05mmHg at 25°C
• Refractive Index: 1.464
• CAS DataBase Reference: [R,(-)]-3-Hydroxynonanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: [R,(-)]-3-Hydroxynonanoic acid(33796-87-1)
• EPA Substance Registry System: [R,(-)]-3-Hydroxynonanoic acid(33796-87-1)

Safety Data

• Hazardous Substances Data: 33796-87-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H18O3/c1-2-3-4-5-6-8(10)7-9(11)12/h8,10H,2-7H2,1H3,(H,11,12)

Upstream product

• 141-22-0 Ricinoleic acid 
• 10028-15-6 ozone 
• 498-15-7 (+)-Δ³-carene 
• 63301-31-5 trans-2-cyanocyclohexanol 
• 70367-35-0 cis-2-hydroxycyclohexanecarbonitrile 
• 81212-19-3 (Z)-12-hydroxyoctadec-9-enoic acid 

Downstream Products

• 76904-91-1 (R)-3-((R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionyloxy)-nonanoic acid methyl ester 
• 121541-65-9 (R)-(-)-1,3-nonandiol 1 
• 694528-02-4 N-((3R)-3-[Boc-L-allo-Thr(TBS)-GlyO]-nonanoyl)-N-Me-L-Leu-L-allo-Ile-L-Ser(Bn)-OAllyl 
• 694527-88-3 N-((3R)-3-hydroxynonanoyl)-N-Me-L-Leu-L-allo-Ile-L-Ser(Bn)-OAllyl 
• 3760-11-0 2-nonenoic acid 

Relevant articles and documents

Scalable, sustainable and catalyst-free continuous flow ozonolysis of fatty acids

A simple and efficient catalyst-free protocol for continuous flow synthesis of azelaic acid is developed from the renewable feedstock oleic acid. An ozone and oxygen mixture was used as the reagent for oxidative cleavage of double bond without using any metal catalyst or terminal oxidant. The target product was scaled up to more than 100 g with 86% yield in a white powder form. Complete recycling and reuse of the solvent were established making it a green method. The approach is significantly energy efficient and also has a very small chemical footprint. The methodology has been successfully tested with four fatty acids making it a versatile platform that gives value addition from renewable resources.

Transformation of peroxide products of olefin ozonolysis under treatment with hydroxylamine and semicarbazide hydrochlorides in acetic acid

Hydrochlorides of hydroxylamine and semicarbazide efficiently reduce peroxide products of olefin ozonolysis in a system CH2Cl2-AcOH leading to the formation of carboxylic acids and their derivatives. The application of water as the solvent component favors the increase in the fraction of nitrogen-containing organic compounds (semicarbazones, keto- and aldoximes, nitriles) and reduction in the yield of carboxylic acids.

New environmentally friendly oxidative scission of oleic acid into azelaic acid and pelargonic acid

Oleic acid (OA) is a renewable monounsaturated fatty acid obtained from high oleic sunflower oil. This work was focused on the oxidative scission of OA, which yields a mono-acid (pelargonic acid, PA) and a di-acid (azelaic acid, AA) through an emulsifying system. The conventional method for producing AA and PA consists of the ozonolysis of oleic acid, a process which presents numerous drawbacks. Therefore, we proposed to study a new alternative process using a green oxidant and a solvent-free system. OA was oxidized in a batch reactor with a biphasic organic-aqueous system consisting of hydrogen peroxide (H 2O2, 30 %) as an oxidant and a peroxo-tungsten complex Q3{PO4[WO(O2)2]4} as a phase-transfer catalyst/co-oxidant. Several phase-transfer catalysts were prepared in situ from tungstophosphoric acid, H2O2 and different quaternary ammonium salts (Q+, Cl-). The catalyst [C5H5N(n-C16H33)] 3{PO4[WO(O2)2]4} was found to give the best results and was chosen for the optimization of the other parameters of the process. This optimization led to a complete conversion of OA into AA and PA with high yields (>80 %) using the system OA/H 2O2/[C5H5N(n-C16H 33)]3{PO4[WO(O2)2] 4} (1/5/0.02 molar ratio) at 85 C for 5 h. In addition, a new treatment was developed in order to recover the catalyst.