713-95-1

Basic information

• Product Name: delta-Dodecalactone
• Synonyms: 2H-Pyran-2-one, tetrahydro-6-heptyl;5-Hydroxydodecanoic acid, lactone;5-hydroxy-dodecanoicacidelta-lactone;5-hydroxydodecanoicacidlactone;6-heptyltetrahydro-2h-pyran-2-on;beta-Dodecalactone;Dodecan-5-olide;Dodecanoic acid, 5-hydroxy-, delta-lactone
• CAS NO: 713-95-1
• Molecular Formula: C₁₂H₂₂O₂
• Molecular Weight: 198.3
• EINECS: 211-932-4
• Product Categories: Cosmetics;Food Additive
• Mol File: 713-95-1.mol
• Article Data: 21

Chemical Properties

• Melting Point: −12 °C(lit.)
• Boiling Point: 140-141 °C1 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: Colorless liquid with peach fruit flavor
• Density: 0.942 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00155mmHg at 25°C
• Refractive Index: n20/D 1.460(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 0.001[at 20 ℃]
• Water Solubility: Not miscible or difficult to mix in water.
• BRN: 1282749
• CAS DataBase Reference: delta-Dodecalactone(CAS DataBase Reference)
• NIST Chemistry Reference: delta-Dodecalactone(713-95-1)
• EPA Substance Registry System: delta-Dodecalactone(713-95-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 2
• RTECS: UQ0850000
• TSCA: Yes
• Hazardous Substances Data: 713-95-1(Hazardous Substances Data)

Usage

Chemical Properties

Different sources of media describe the Chemical Properties of 713-95-1 differently. You can refer to the following data:
1. Liquid
2. delta-Dodecalactone is a colorless to slightly yellowish liquid with a powerful fruity, peach-like, and oily odor. It may be produced in the same way asδ-decalactone. Similarly to δ-decalactone, it is mainly used in cream and butter flavors.
3. δ-Dodecalactone has a powerful, fresh, coconut-fruity, oily odor. On dilution the odor is butter-like. At low levels, it has a peach-, pear-, plum-like flavor.

Uses

delta-Dodecanolactone is used as a :flavoring agent. It is used in daily chemical essence. It is also used in agrochemical, pharmaceutical and dyestuff field.

Synthesis Reference(s)

Tetrahedron Letters, 25, p. 1159, 1984 DOI: 10.1016/S0040-4039(01)91549-7

General Description

δ-Dodecalactone is a flavor volatile compound mainly found in milk fat.

Flammability and Explosibility

Nonflammable

Biochem/physiol Actions

Taste at 10 ppm

InChI:InChI=1/C12H22O2/c1-2-3-4-5-6-8-11-9-7-10-12(13)14-11/h11H,2-10H2,1H3

Upstream product

• 3637-16-9 5-oxododecanoic acid 
• 137-03-1 2-heptylcyclopentanone 
• 89110-90-7 2-heptyl-oxetane 
• 89110-85-0 1-undecyn-5-ol 
• 134852-90-7 2-butyl-3,3-(1'-heptyl)tetrameethyleneoxaziridine 
• 91420-50-7 t-butyl 5-hydroxyundecanoate 

Downstream Products

• 111-87-5 octanol 
• 124-13-0 Octanal 
• 10522-37-9 undec-3-en-2-one 
• 65899-18-5 4-hydroxyundecan-2-one 
• 25826-10-2 undecane-2,4-dione 
• 848084-10-6 C₂₅H₃₅N₅O₆S 
• 57084-18-1 gamma-dodecalactone 
• 16400-72-9 δ-heptyl-Δ^α,β-pentenolide 
• 617-94-7 1-methyl-1-phenylethyl alcohol 

Relevant articles and documents

Photo-induced radical borylation of hemiacetals via C–C bond cleavage

In this study, we reported a photo-induced radical borylation of hemiacetal derivatives via C–C bond cleavage. This transformation can be realized under mild conditions with simple reaction settings and irradiation of visible light. A series of substrates, including both cyclic and linear hemiacetal derivatives, were effectively transformed to the borylation product in moderate to good yields. Finally, the mechanism was studied in detail by DFT calculations, suggesting insight of the radical borylation process.

Synthesis, antibacterial activities, and sustained perfume release properties of optically active5-hydroxy- And 5-acetoxyalkanethioamide analogues

5-Acetoxy- and 5-hydroxyalkanethioamide analogues showed high antibacterial activity against Staphylococcus aureus. Antibacterial thioamides were prepared from 5-alkyl-δ-lactones by amidation, thionation, and subsequent deacetylation. Optically active thioamides with 99% diastereomeric excesses were prepared by diastereomeric resolution using Cbz-L-proline as the resolving agent. Antibacterial thioamides were slowly lactonized by a lipase catalyst. Therefore, these thioamides are potential sustained-release perfume compounds having antibacterial properties.

Catalytic oxidation method to synthesize lactone compound with cyclic ketones

The invention discloses a method for synthesizing a lactone compound through catalytic oxidation of cyclic ketone. The method is characterized by using a transition metal oxide as a catalyst, a hydrogen peroxide solution as an oxidizing reagent and acetonitrile as a solvent to catalytically oxidize cyclic ketone to synthesize the lactone compound, wherein the transition metal oxide is selected from any one of TiO2, Fe2O3, Co3O4, ZrO2 and WO3. The method has the obvious advantages that the conversion rate of cyclic ketone and atom utilization of reaction are increased by adopting the transition metal oxide as the catalyst; the used transition metal oxide catalyst can be reused; waste acid treatment and strong acid corrosivity are avoided, energy is saved, emission is reduced, and the safety is high; the cleanliness and safety of industrial preparation reaction are improved and the environmental pollution is reduced by applying the hydrogen peroxide solution as the oxidizing reagent.