312743-69-4

Basic information

• Product Name: (R)-(-)-3-HYDROXYNONANAL, 96
• Synonyms: (R)-(-)-3-HYDROXYNONANAL, 96;(R)-(-)-3-HYDROXYNONANAL, 96%
• CAS NO: 312743-69-4
• Molecular Formula: C9H18O2
• Molecular Weight: 158.23802
• Mol File: 312743-69-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 242.8°Cat760mmHg
• Flash Point: 70 °C
• Appearance: /
• Density: 0.942 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00568mmHg at 25°C
• Refractive Index: n20/D 1.4360(lit.)
• PKA: 15.26±0.20(Predicted)
• CAS DataBase Reference: (R)-(-)-3-HYDROXYNONANAL, 96(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(-)-3-HYDROXYNONANAL, 96(312743-69-4)
• EPA Substance Registry System: (R)-(-)-3-HYDROXYNONANAL, 96(312743-69-4)

Safety Data

• Hazardous Substances Data: 312743-69-4(Hazardous Substances Data)

Usage

Uses

(3S)-1,1-Dimethoxy-3-nonanol is used as a reagent in the synthesis of ricinoleic acid and 3-hydroxynonanoic acid.

InChI:InChI=1/C9H18O2/c1-2-3-4-5-6-9(11)7-8-10/h8-9,11H,2-7H2,1H3/t9-/m1/s1

Upstream product

• 67-56-1 methanol 
• 57884-97-6 (Z)-(R)-12-methanesulfonyloksyoctadec-9-enoic acid methyl ester 
• 141-24-2 methyl ricinoleate 
• 84799-82-6 (Z)-(S)-12-hydroxyoctadec-9-enoic acid methyl ester 

Relevant articles and documents

Antimicrobial Potential of Chiral Amide Derivatives of Ricinoleic and 3-Hydroxynonanoic Acid

The growing role of fatty acid amides in medicinal chemistry has recently been observed. Therefore, using simple and fast methods, a series of chiral amide derivatives (24 compounds) of ricinoleic and 3-hydroxynonanoic acid was obtained with 31–95% yields. Then, the evaluation of their antimicrobial activity against 13 microorganisms representing Gram-positive and Gram-negative bacteria, yeast, and molds was performed. The obtained compounds showed antimold potential; however, the tested species of molds were more susceptible to derivatives of 3-hydroxynonanoic acid than to amides obtained from ricinoleic acid (RA). Interestingly, hydroxamic acids derived from RA exhibited the best activity against Candida albicans and Candida tropicalis. On the other hand, hydroxamic acids derived from 3-hydroxynonanoic acid showed the best antimicrobial potential against the remaining tested microorganisms, especially against Pseudomonas cedrina. The obtained derivatives can be considered compounds of potential pharmacological significance, which is important due to the increasing problem of microbial resistance.

Synthesis of (S)-ricinoleic acid and its methyl ester with the participation of ionic liquid

(R)-Ricinoleic acid methyl ester obtained from commercial castor oil was transformed in a three-step procedure into its S-enantiomer in overall 36% yield using ionic liquid (1-butyl-3-methylimidazolium acetate) in the key step process. The developed procedure provides easy access to (S)-ricinoleic acid and its methyl ester of over 95% enantiomeric excess. Optical rotations of the newly obtained compounds as well as their chromatographic and spectral characteristics are provided and discussed in the context of enantiopurity both of the substrate material and the final products.