51154-96-2

Basic information

• Product Name: (R)-2-decen-5-olide
• Synonyms: (R)-2-decen-5-olide;2H-Pyran-2-one, 5,6-dihydro-6-pentyl-, (6R)-;(6R)-6-Pentyl-5,6-dihydro-2H-pyran-2-one;(6R)-6β-Pentyl-5,6-dihydro-2H-pyran-2-one;(R)-5,6-Dihydro-6-pentyl-2H-pyran-2-one;Massoilactone;massoia lactone (min.95%);Massoia Lactone NAT
• CAS NO: 51154-96-2
• Molecular Formula: C₁₀H₁₆O₂
• Molecular Weight: 168.23284
• EINECS: 259-359-9
• Mol File: 51154-96-2.mol
• Article Data: 37

Chemical Properties

• Boiling Point: 287 °C at 760 mmHg
• Flash Point: 115.8 °C
• Appearance: /
• Density: 0.964 g/cm³
• Vapor Pressure: 0.00254mmHg at 25°C
• Refractive Index: 1.458
• CAS DataBase Reference: (R)-2-decen-5-olide(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-decen-5-olide(51154-96-2)
• EPA Substance Registry System: (R)-2-decen-5-olide(51154-96-2)

Safety Data

• Hazardous Substances Data: 51154-96-2(Hazardous Substances Data)

Usage

Description

(R)-2-decen-5-olide, also known as 5-Hydroxy-2-decenoic acid δ-lactone, is a natural compound with a sweet, lactonic, herbaceous odor and notes of celery and jasmine. It is commonly found in various plants and is known for its unique fragrance profile.

Uses

Used in Flavor and Fragrance Industry:
(R)-2-decen-5-olide is used as a flavoring agent for its sweet, herbaceous taste and as a fragrance ingredient for its unique celery and jasmine scent. It is commonly used in the formulation of food, beverages, and cosmetic products to enhance their sensory appeal.
Used in Perfumery:
(R)-2-decen-5-olide is used as a fixative in perfumery to extend the longevity of fragrances. Its sweet and herbaceous notes add depth and complexity to perfume compositions, making it a valuable ingredient in the creation of long-lasting and sophisticated scents.
Used in Aromatherapy:
(R)-2-decen-5-olide is used in aromatherapy for its calming and soothing properties. Its unique scent can help promote relaxation and reduce stress, making it a popular choice for use in massage oils, candles, and diffusers.
Used in Natural Insect Repellent:
(R)-2-decen-5-olide has been found to have insect-repellent properties, making it a potential candidate for use in natural insect repellent products. Its ability to deter insects without the use of harsh chemicals makes it an attractive option for environmentally conscious consumers.
Used in Pharmaceutical Industry:
(R)-2-decen-5-olide has been studied for its potential therapeutic applications, including its anti-inflammatory and antimicrobial properties. It is currently being researched for use in the development of new drugs and treatments for various health conditions.

InChI:InChI=1/C10H16O2/c1-2-3-4-6-9-7-5-8-10(11)12-9/h5,8-9H,2-4,6-7H2,1H3/t9-/m1/s1

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Relevant articles and documents

Copper(I)-catalyzed enantioselective synthesis of α-chiral linear or carbocyclic (e)-(γ-alkoxyallyl)boronates

A new method has been developed for the catalytic asymmetric synthesis of α-chiral linear or carbocyclic (γ-alkoxyallyl)boronates via the copper(I)-catalyzed γ-boryl substitution of allyl acetals. This reaction afforded the products in high yields with ex

Organocatalytic enantioselective approach to the synthesis of verbalactone and (R)-massoialactone

The organocatalytic enantioselective synthesis of verbalactone and (R)-massoialactone is described. The requisite stereogenic centers of the target molecules were constructed using l-proline-catalyzed -aminoxylation and Horner-Wadsworth-Emmons (HWE) olefination. Yamaguchi macrolactonization and ring-closing metathesis were employed as key steps in the syntheses. Georg Thieme Verlag Stuttgart - New York.

General, Highly Selective Synthesis of 1,3- and 1,4-Difunctionalized Building Blocks by Regiodivergent Epoxide Opening

We describe a regiodivergent epoxide opening (REO) featuring a catalyst-controlled synthesis of enantiomerically and diastereomerically highly enriched or pure syn- and anti- 1,3- and 1,4-difunctionalized building blocks from a common epoxide precursor. The REO is attractive for natural product synthesis and as a branching reaction for diversity-oriented synthesis with epoxides.

Preparation method of (R)-(-)-massoialactone

The invention discloses a preparation method of (R)-(-)-massoialactone. The preparation method includes the following steps: in a solvent, under the action of a copper salt, an alkali and a ligand, beta,gamma-unsaturated ester and n-hexanal are subjected to a reaction shown in the specification to obtain (R)-(-)-massoalactrone; the copper salt is Cu(CH3CN)4PF6 or the alkali is Barton's Base, alkali metal tert-butanol salt or the ligand is (R,R)-Ph-BPE or (S)-DTBM-SEGPHOS. (R)-(-)-massoialactone can be obtained by one-step reaction with high yield and ee value; compared with other methods in the prior art, the method has many advantages, such as simple route, easy access to raw materials, mild conditions and the like, and has obvious advantages.

Rationally Designed Chiral Synthons Enabling Asymmetric Z- and E-Selective Vinylogous Aldol Reactions of Aldehydes

In a conceptually different approach, highly stereoselective 2-oxonia-Cope rearrangement reactions between rationally designed nonracemic vinylogous aldolation synthons and aldehydes are described to provide δ-hydroxy-α,β-unsaturated esters with excellent