823-22-3

Basic information

• Product Name: delta-Hexalactone
• Synonyms: <2H-Pyran-2-one, 6-methyl, tetrahydro;2H-Pyran-2-one, tetrahydro-6-methyl-;5-hexanolide;6-Methyltetrahydro-2H-pyran-2-one;delta>-Hexalactone;Hexanoic acid, 5-hydroxy-, delta-lactone
• CAS NO: 823-22-3
• Molecular Formula: C₆H₁₀O₂
• Molecular Weight: 114.14
• EINECS: 212-511-8
• Mol File: 823-22-3.mol
• Article Data: 110

Chemical Properties

• Melting Point: 18°C
• Boiling Point: 110-112 °C15 mm Hg(lit.)
• Flash Point: 225 °F
• Appearance: /
• Density: 1.037 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.145mmHg at 25°C
• Refractive Index: n20/D 1.452(lit.)
• Storage Temp.: -20°C
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility: Immiscible with water.
• BRN: 80501
• CAS DataBase Reference: delta-Hexalactone(CAS DataBase Reference)
• NIST Chemistry Reference: delta-Hexalactone(823-22-3)
• EPA Substance Registry System: delta-Hexalactone(823-22-3)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 2
• Hazardous Substances Data: 823-22-3(Hazardous Substances Data)

Usage

Description

Delta-Hexalactone is a weak-flavored chemical compound with a coumarinic odor, reminiscent of coconut, cream, and chocolate notes. It is synthesized through the oxidation of 1-substituted cycloalkanes and can be found in a variety of natural sources, including coconut oil, heated milk fat, butter oil, papaya, raspberry, strawberry, blue cheeses, yogurt, chicken fat, cured pork, green tea, plum, mango, wood apple, and soursop and babaco fruit.

Uses

Used in Flavor Industry:
Delta-Hexalactone is used as a flavoring agent for its unique coumarinic odor with coconut, cream, and chocolate notes. It is widely used in the creation of butter, cream milk, nut, and fruit flavors, enhancing the taste and aroma of various food products.
Used in Cosmetic Industry:
Delta-Hexalactone is also used in the cosmetic flavor industry to impart a pleasant and distinctive scent to cosmetic products, such as perfumes, lotions, and creams. Its versatile aroma profile makes it a valuable ingredient in creating appealing fragrances for a wide range of cosmetic applications.

Preparation

By oxidation of 1-substituted cycloalkanes.

InChI:InChI=1/C6H10O2/c1-5-3-2-4-6(7)8-5/h5H,2-4H2,1H3/t5-/m0/s1

Upstream product

• 3740-59-8 3,4-dihydro-6-methyl-2H-pyran-2-one 
• 108-24-7 acetic anhydride 
• 3128-06-1 5-ketohexanoic acid 
• 107-94-8 chloropropionic acid 
• 187737-37-7 propene 
• 802294-64-0 propionic acid 
• 10413-03-3 5-Hydroxyhexanenitrile 
• 10141-72-7 2-methyloxane 
• 675-10-5 4-hydroxy-6-methyl-2-pyron 
• 1120-72-5 2-Methylcyclopentanone 
• 33177-29-6 5,6-dihydro-4-hydroxy-6-methyl-2H-pyran-2-one 
• 505-03-3 5-oxohexanal 
• 20266-62-0 Ethyl 5-hydroxyhexanoate 
• 928-40-5 hexane-1,5-diol 

Downstream Products

• 66156-71-6 5-oxo-hexanoic acid amide 
• 35234-22-1 δ-Acetoxy-capronsaeuremethylester 
• 91640-15-2 5--pentan-2-ol 
• 928-40-5 hexane-1,5-diol 
• 73046-13-6 (E)-7-Methyl-1,6-dioxaspiro<4.5>decan 
• 73727-46-5 (E,E)-2,8-Dimethyl-1,7-dioxaspiro<5.5>undecan 
• 76041-89-9 1,6-dioxa[4,4]spirononane 
• 141809-11-2 1-<(tert-butyl)diphenylsilyloxy>-9-hydroxydec-3-yn-5-one 
• 105075-18-1 trans-6-methyl-2-phenylselenenyltetrahydropyran 
• 105075-18-1 cis-6-methyl-2-phenylselenenyltetrahydropyran 
• 193539-57-0 6-methyl-2-(phenylthio)tetrahydropyran 
• 138695-55-3 (+/-)-(2R,6R)-2-benzyl-6-methyltetrahydro-2H-pyran 
• 695-06-7 hexan-4-olide 
• 107174-18-5 3-Methyl-2-phenyl-tetrahydro-pyran-2-ol 

Relevant articles and documents

STRONGLY LEWIS ACIDIC METAL-ORGANIC FRAMEWORKS FOR CONTINUOUS FLOW CATALYSIS

Lewis acidic metal-organic framework (MOF) materials comprising triflate-coordinated metal nodes are described. The materials can be used as heterogenous catalysts in a wide range of organic group transformations, including Diels-Alder reactions, epoxide-ring opening reactions, Friedel-Crafts acylation reactions and alkene hydroalkoxylation reactions. The MOFs can also be prepared with metallated organic bridging ligands to provide heterogenous catalysts for tandem reactions and/or prepared as composites with support particles for use in columns of continuous flow reactor systems. Methods of preparing and using the MOF materials and their composites are also described.

Efficient hydrogenation of levulinic acid catalysed by spherical NHC-Ir assemblies with atmospheric pressure of hydrogen

A practical, efficient, and mild hydrogenation of levulinic acid (LA) to γ-valerolactone (GVL) under 1 atm H2was realized by single-sited 3D porous self-supported N-heterocyclic carbene iridium catalysts. Quantitative yields and selectivities were achieved at 0.02 mol% catalyst loading, and the catalyst could be reused for 9 runs without obvious loss of selectivity or activity.

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.