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

Synthesis: By oxidation of 1-substituted cycloalkanes.

Chemical Properties

δ-Hexalactone is a relatively weak-flavored chemical. The odor is described as coumarinic with coconut, cream and chocolate notes.

Occurrence

Reported found in coconut oil, heated milk fat, butter oil, papaya, raspberry, strawberry fruit and jam, blue cheeses, yogurt, chicken fat, cured pork, green tea, plum, mango, wood apple, soursop and babaco fruit (Carica pentagona Heilborn)

Uses

d-Hexanolactone is widely used in butter, cream milk, nut, fruit flavors and in cosmetic flavor.

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 
• 107-94-8 chloropropionic acid 
• 187737-37-7 propene 
• 802294-64-0 propionic acid 
• 10141-72-7 2-methyloxane 
• 675-10-5 4-hydroxy-6-methyl-2-pyron 
• 1120-72-5 2-Methylcyclopentanone 
• 20266-62-0 Ethyl 5-hydroxyhexanoate 
• 628-62-6 heptanamide 
• 76024-08-3 cis-2-methoxy-6-methyltetrahydropyran 
• 98-86-2 acetophenone 
• 71-43-2 benzene 
• 142-62-1 hexanoic acid 
• 10385-75-8 parasorbic acid 

Downstream Products

• 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 
• 42856-62-2 2-methyl-1,5-pentanediol 
• 820244-25-5 5-hydroxy-2,N-dimethyl-N-phenylpentanamide 
• 826994-56-3 2-benzyloxy-10-hydroxyundec-4-yn-6-one 
• 43112-32-9 (R)-(+)-δ-methyl-δ-valerolactone 
• 16320-13-1 (S)-6-methyl-tetrahydro-pyran-2-one 
• 126606-26-6 methyl 3-benzyl-2,3,3a,4,5,7-hexahydro-4[2-(methoxycarbonyl)propyl]-1H-pyrrolo(2,3-d)carbazole-6-carboxylate 
• 126606-27-7 methyl 3-benzyl-2,3,3a,4,5,7-hexahydro-4[2-(hydroxymethyl)propyl]-1H-pyrrolo(2,3-d)carbazole-6-carboxylate 
• 126643-66-1 methyl 3-benzyl-2,3,3a,4,5,7-hexahydro-4[2-(p-tosyloxymethyl)propyl]-1H-pyrrolo(2,3-d)carbazole-6-cartboxylate 
• 406486-22-4 5-benzyloxy-2,N-dimethyl-N-methoxypentanamide 

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.

Preparation method of delta-caprolactone

The invention relates to a preparation method of delta-caprolactone. The method comprises the following steps: dissolving a beta-dicarbonyl compound and a basic catalyst in a solvent, and conducting preheating; dropwise adding alkyl acrylate into a reaction system for a Michael addition reaction; cooling the system, adding alkali, and then heating the reaction system for saponification reaction; adding water, cooling the system, and adding a reducing agent for reaction; and cooling the system, adjusting the pH value with acid, and carrying out post-treatment to obtain the delta-caprolactone. The method disclosed by the invention is simple in process operation, high in safety, high in raw material utilization rate, short in total consumed time and free of generation of carbon dioxide.

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.