59812-96-3

Basic information

• Product Name: (R)-5-HEXADECANOLIDE STANDARD FOR GC
• Synonyms: (R)-5-HEXADECANOLIDE STANDARD FOR GC;(R)-5-hexadecanolide;(R)-6β-Undecyltetrahydro-2H-pyran-2-one;(R)-Tetrahydro-6-undecyl-2H-pyran-2-one;(R)-δ-Undecyl-δ-valerolactone
• CAS NO: 59812-96-3
• Molecular Formula: C16H30O2
• Molecular Weight: 254.4082
• Mol File: 59812-96-3.mol
• Article Data: 25

Chemical Properties

• Appearance: /
• Storage Temp.: ?20°C
• CAS DataBase Reference: (R)-5-HEXADECANOLIDE STANDARD FOR GC(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-5-HEXADECANOLIDE STANDARD FOR GC(59812-96-3)
• EPA Substance Registry System: (R)-5-HEXADECANOLIDE STANDARD FOR GC(59812-96-3)

Safety Data

• Hazardous Substances Data: 59812-96-3(Hazardous Substances Data)

Usage

Description

(R)-5-HEXADECANOLIDE STANDARD FOR GC, also known as muskalactone, is a synthetic musk compound that is widely utilized in the fragrance industry. It is a white solid with a sweet, musky odor, and is known for its ability to impart a long-lasting, animalic note in perfumes and personal care products. This chemical serves as a standard for gas chromatography (GC) analysis, which is a technique used to separate and analyze the components of a mixture. As an important reference compound, it plays a crucial role in testing and calibrating GC systems to ensure accurate and reliable results in fragrance analysis and quality control.

Uses

Used in Fragrance Industry:
(R)-5-HEXADECANOLIDE STANDARD FOR GC is used as a fragrance ingredient for its ability to provide a long-lasting, animalic note in perfumes and personal care products. Its sweet, musky odor adds depth and complexity to the overall scent, making it a valuable addition to the fragrance formulations.
Used in Gas Chromatography Analysis:
(R)-5-HEXADECANOLIDE STANDARD FOR GC is used as a reference compound for testing and calibrating GC systems. Its role in ensuring accurate and reliable results in fragrance analysis and quality control is vital, as it helps to maintain the consistency and integrity of the products being analyzed.
Used in Quality Control:
(R)-5-HEXADECANOLIDE STANDARD FOR GC is used as a quality control measure in the fragrance industry. By using this compound as a standard for GC analysis, manufacturers can ensure that their products meet the desired standards and maintain a consistent level of quality throughout the production process.

Upstream product

• 17369-53-8 hydroxyhexadecanoic acid 
• 70444-63-2 5-oxohexadecanoic acid 
• 86233-86-5 Methyl 5-hydroxyhexadecanoate 
• 96895-71-5 (R)-5-hydroxyhexadecanoic acid 
• 96895-70-4 (S)-5-hydroxyhexadecanoic acid 
• 98499-04-8 Undecyllithium 
• 133634-37-4 (-)-(5S)-5,6-Epoxyhexanoate d'ethyle 
• 17049-50-2 n-decyl magnesium bromide 
• 97218-70-7 (S)-4-Oxiranyl-butyric acid tert-butyl ester 
• 116262-03-4 (R)-2-n-undecanylcyclopentanone 
• 110720-08-6 (R)-((E)-6-Undec-4-enyl)-tetrahydro-pyran-2-one 
• 97798-54-4 Trifluoro-acetic acid (R)-1-(3-phenyl-propyl)-dodecyl ester 
• 86838-53-1 (R)-5-Benzyloxy-hexadecanoic acid 
• 90472-99-4 (R)-(-) 5-hydroxy hexadecanenitrile 

Relevant articles and documents

SYNTHESIS OF OPTICALLY PURE (R)- AND (S)-5-n-HEXADECANOLIDE. A PROPOSED PHEROMONE COMPONENT FROM ORIENTAL HORNET

Optically pure (R)- and (S)-5-n-hexadecanolide have been easily prepared by the reaction between optically active 1-bromo-3-tetrahydropyranyloxytetradecane (5) and lithium α-lithioacetate and the following lactonization. 5 was derived from optically pure 3-hydroxytetradecanoic acid obtained by the method reported before.

A short and highly enantioselective synthesis of (6R)-undecyltetrahydropyran-2-one, the pheromone of Vespa orientalis

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Enantioselective synthesis of δ-lactones with lipase-catalyzed resolution and mitsunobu reaction

Both enantiomers of a series of δ-lactones (e.g., δ-decalactone, δ-dodelactone, and d-hexadecalactone) were synthesized stereoselectively by Novozym 435-catalyzed resolution. Furthermore, only (S)-enantiomers of d-lactones were synthesized with a combination of Novozym 435-catalyzed resolution and Mitsunobu reaction. Taylor & Francis Group, LLC.

Stereoselective synthesis of δ-lactones from 5-oxoalkanals via one-pot sequential acetalization, tishchenko reaction, and lactonization by cooperative catalysis of samarium ion and mercaptan

By the synergistic catalysis of samarium ion and mercaptan, a series of 5-oxoalkanals was converted to (substituted) δ-lactones in efficient and stereoselective manners. This one-pot procedure comprises a sequence of acetalization, Tishchenko reaction and lactonization. The deliberative use of mercaptan, by comparison with alcohol, is advantageous to facilitate the catalytic cycle. The reaction mechanism and stereochemistry are proposed and supported by some experimental evidence. Such samarium ion/mercaptan cocatalyzed reactions show the feature of remote control, which is applicable to the asymmetric synthesis of optically active δ-lactones. This study also demonstrates the synthesis of two insect pheromones, (2S,5R)-2-methylhexanolide and (R)-hexadecanolide, as examples of a new protocol for asymmetric reduction of long-chain aliphatic ketones.