63357-97-1

Basic information

• Product Name: (S)-4-NONANOLIDE STANDARD FOR GC
• Synonyms: (S)-4-NONANOLIDE STANDARD FOR GC;(s)-γ-pentyl-γ-butyrolactone;(S)-γ-Pentyl-γ-butyrolactone, (S)-Dihydro-5-pentyl-2(3H)-furanone
• CAS NO: 63357-97-1
• Molecular Formula: C₉H₁₆O₂
• Molecular Weight: 156.22214
• Mol File: 63357-97-1.mol
• Article Data: 23

Chemical Properties

• Appearance: /
• Storage Temp.: −20°C
• CAS DataBase Reference: (S)-4-NONANOLIDE STANDARD FOR GC(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-4-NONANOLIDE STANDARD FOR GC(63357-97-1)
• EPA Substance Registry System: (S)-4-NONANOLIDE STANDARD FOR GC(63357-97-1)

Safety Data

• Hazardous Substances Data: 63357-97-1(Hazardous Substances Data)

Usage

Description

(S)-4-NONANOLIDE STANDARD FOR GC is a lactone compound that serves as an aroma chemical used in the perfumery, flavors, and fragrance industries. It is known for its creamy, coconut-like scent with floral undertones and is utilized as a standard for gas chromatography (GC) to ensure the accuracy and reliability of measurements in various applications.

Uses

Used in Perfumery Industry:
(S)-4-NONANOLIDE STANDARD FOR GC is used as a fragrance ingredient for its ability to impart a creamy, coconut-like scent with floral undertones, enhancing the overall aroma profile of perfumes.
Used in Flavor Industry:
(S)-4-NONANOLIDE STANDARD FOR GC is used as a flavoring agent to add a unique, creamy, and coconut-like taste to various food and beverage products.
Used in Fragrance Products:
(S)-4-NONANOLIDE STANDARD FOR GC is used as a key component in the formulation of fragrance products, contributing to their distinct and appealing scent profiles.
Used in Quality Control:
(S)-4-NONANOLIDE STANDARD FOR GC is used as a reference material in gas chromatography for quality control purposes, ensuring the accurate measurement and analysis of (S)-4-Nonanolide in the production of fragrance and flavor products.

Upstream product

• 104-61-0 γ-nonalactone 
• 6789-80-6 (3Z)-hexenal 
• 73545-18-3 (Z)-3-hexenal diethyl acetal 
• 97589-09-8 (2R,3R)-2,3-epoxy-1-octanol 
• 1219498-08-4 (S)-2-[(S)-4-hydroxynonanamide]-3-phenyl-N-[(R)-1-phenylethyl]propanamide 
• 107736-58-3 (S)-4-Acetoxy-nonanoic acid ethyl ester 
• 107736-69-6 (S)-4-Hydroxy-nonanoic acid ethyl ester 
• 142188-51-0 trans-(4R,5S)-(-)-2-oxo-5-pentyltetrahydrofuran-4-carboxylic acid 
• 847153-92-8 (S)-homocoriolic acid 
• 105835-46-9 (R,S)-homocoriolic acid 
• 135106-71-7 C₁₉H₃₂⁽²⁾H₂O₃ 
• 135106-74-0 C₁₉H₃₃⁽²⁾HO₃ 
• 73642-83-8 4-oxononanenitrile 
• 7779-53-5 (S)-4-Hydroxy-nonanoic acid 

Relevant articles and documents

Simple Preparation of Rhodococcus erythropolis DSM 44534 as Biocatalyst to Oxidize Diols into the Optically Active Lactones

In the current study, we present a green toolbox to produce ecological compounds like lactone moiety. Rhodococcus erythropolis DSM 44534 cells have been used to oxidize both decane-1,4-diol (2a) and decane-1,5-diol (3a) into the corresponding γ- (2b) and δ-decalactones (3b) with yield of 80% and enantiomeric excess (ee)?=?75% and ee?=?90%, respectively. Among oxidation of meso diols, (?)-(1S,5R)-cis-3-oxabicyclo[4.3.0]non-7-en-2-one (5a) with 56% yield and ee?=?76% as well as (?)-(2R,3S)-cis-endo-3-oxabicyclo[2.2.1]dec-7-en-2-one (6a) with 100% yield and ee?=?90% were formed. It is worth mentioning that R. erythropolis DSM 44534 grew in a mineral medium containing ethanol as the sole source of energy and carbon Chirality 28:623–627, 2016.

Biocatalytic oxidation of 1,4-diols and γ-lactols into γ-lactones: Application to chemoenzymatic synthesis of drospirenone

Oxidation of 1-alkyl-1,4-butanediols with Acetobacter aceti MIM 2000/28 gave the corresponding γ-lactones in good yields. The biotransformation occurred with intermediate formation of γ-lactols, which are also substrates for oxidation with Acetobacter aceti MIM 2000/28, as validated by selective biotransformation of 6β,7β;15β,16β-dimethylene-3- oxo-17α-pregn-4-en-21,17-carbolactol to drospirenone.

Synthesis of optically active γ-valerolactone and γ-nonanolactone via optical resolution using chiral amine derived from amino acid

Optically active γ-valerolactone and γ-nonanolactone have been synthesized via optical resolution using a newly developed chiral amine derived from L-phenylalanine. Both racemic γ-lactones were transformed to corresponding diastereomeric amides by amidation with the optical resolution agent. Fractional crystallization of diastereomeric amides, recrystallization of each diastereomer, and subsequent hydrolysis gave optically active γ-valerolactone and γ-nonanolactone with sufficient enantiomeric excess and isolated yield. The optical resolution agent was recovered after hydrolysis.