6175-23-1

Basic information

• Product Name: 2,4-NONANEDIONE
• Synonyms: 2,4-NONANEDIONE;nonane-2,4-dione;2,4-Nonanedione,98+%;2,4-Nonadione;Ai3-12187;Einecs 228-219-9
• CAS NO: 6175-23-1
• Molecular Formula: C₉H₁₆O₂
• Molecular Weight: 156.22
• EINECS: 228-219-9
• Mol File: 6175-23-1.mol
• Article Data: 14

Chemical Properties

• Melting Point: -18°C
• Boiling Point: 100-103°C 19mm
• Flash Point: 100-103°C/19mm
• Appearance: /
• Density: 0.9380
• Refractive Index: 1.4608
• PKA: 9.28±0.10(Predicted)
• BRN: 1757688
• CAS DataBase Reference: 2,4-NONANEDIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-NONANEDIONE(6175-23-1)
• EPA Substance Registry System: 2,4-NONANEDIONE(6175-23-1)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 6175-23-1(Hazardous Substances Data)

Usage

General Description

2,4-Nonanedione, also known as diacetyl, is a volatile organic compound and a diketone that is commonly found in food and beverage products, particularly those that have been fermented or aged. It is responsible for the buttery or creamy flavor and aroma in various food items such as butter, cheese, and caramel. 2,4-Nonanedione has also been used as a flavoring agent in the production of e-cigarettes, although it has been found to be a respiratory irritant and is associated with a respiratory disease known as "popcorn lung" when inhaled in high concentrations. As a result, there have been concerns and efforts to reduce or eliminate its use in food and consumer products for health and safety reasons.

InChI:InChI=1/C19H19N3O3/c1-11-5-7-15(8-6-11)22-18(24)16(17(23)20-19(22)25)10-14-9-12(2)21(4)13(14)3/h5-10H,1-4H3,(H,20,23,25)/b16-10+

Upstream product

• 109-65-9 1-bromo-butane 
• 705-86-2 (+/-)-δ-decanolactone 
• 1038622-41-1 4-hydroxy-2-nonanone 
• 123-66-0 Ethyl hexanoate 
• 67-64-1 acetone 
• 161787-94-6 3-methoxycarbonylnona-2,4-dione 
• 7732-18-5 water 
• 208348-93-0 2-hydroxy-nonan-4-one 
• 110-43-0 n-pentyl methyl ketone 
• 79-20-9 acetic acid methyl ester 
• 60462-02-4 ethyl 2-acetyl-3-oxooctanoate 
• 123-54-6 acetylacetone 
• 75-05-8 acetonitrile 
• 108-24-7 acetic anhydride 

Downstream Products

• 58016-28-7 methyl 2,6-dihydroxy-6-pentylbenzoate 
• 1417030-88-6 (22E)-2-methylene-24-oxo-25-hexanoyl-26,27-cyclo-22-dehydro-hydroxy-19-norvitamin D₃ 
• 1417030-87-5 (22E)-1-[(tert-butyldimethylsilyl)oxy]-2-methylene-24-oxo-25-hexanoyl-26,27-cyclo-22-dehydro-19-norvitamin D₃ tert-butyldimethylsilyl ether 
• 174524-31-3 4-(3,4-dimethoxyphenyl)-3-hexanoyl-6,7-dimethoxy-2-methylquinoline 
• 142-62-1 hexanoic acid 
• 110-43-0 n-pentyl methyl ketone 
• 64-19-7 acetic acid 
• 91525-87-0 nonane-2,4-diol 
• 101277-03-6 1-Phenyl-decandion-(3,5) 
• 102488-40-4 6-Methyl-4-pent-(Z)-ylidene-2-phenoxy-4H-[1,3,2]dioxaphosphinine 2-oxide 

Relevant articles and documents

Activation of the phase II enzymes for neuroprotection by ginger active constituent 6-dehydrogingerdione in PC12 cells

The cellular endogenous antioxidant system plays pivotal roles in counteracting or retarding the pathogenesis of many neurodegenerative diseases. Molecules with the ability to enhance the antioxidant defense thus are promising candidates for neuroprotective drugs. 6-Dehydrogingerdione (6-DG), one of the major components of dietary ginger, has received increasing attention due to its multiple pharmacological activities. However, how this pleiotropic molecule works on the neuronal system has not been studied. This paper reports that 6-DG efficiently scavenges various free radicals in vitro and displays remarkable cytoprotection against oxidative stress-induced neuronal cell damage in the neuron-like rat pheochromocytoma cell line, PC12 cells. Pretreatment of PC12 cells with 6-DG significantly up-regulates a panel of phase II genes as well as the corresponding gene products, such as glutathione, heme oxygenase, NAD(P)H:quinone oxidoreductase, and thioredoxin reductase. Mechanistic study indicates that activation of the Keap1-Nrf2-ARE pathway is the molecular basis for the cytoprotection of 6-DG. This is the first revelation of this novel mechanism of 6-DG as an Nrf2 activator against oxidative injury, providing the potential therapeutic use of 6-DG as neuroprotective agent.

2-Methylene-(22E)-25-(1-Methylene-Hexyl)-26,27-Cyclo-22-Dehydro-19-Nor-Vitamin D Analogs

This invention discloses 2-methylene-(22E)-25-(1-methylene-hexyl)-26,27-cyclo-22-dehydro-19-nor-vitamin D analogs, and specifically 2-methylene-(22E)-25-(1-methylene-hexyl)-26,27-cyclo-22-dehydro-19-nor-1α,24(R)-dihydroxyvitamin D3, and pharmaceutical uses therefor. This compound exhibits relatively high transcription activity as well as pronounced activity in arresting the proliferation of undifferentiated cells and inducing their differentiation to the monocyte thus evidencing use as an anti-cancer agent and for the treatment of skin diseases such as psoriasis as well as skin conditions such as wrinkles, slack skin, dry skin and insufficient sebum secretion. This compound also shows lower activity in vivo on bone calcium mobilization and intestinal calcium transport activity compared to the native hormone 1α,25-dihydroxyvitamin D3, and therefore may be used to treat autoimmune disorders or inflammatory diseases in humans as well as renal osteodystrophy. This compound may also be used for the treatment or prevention of obesity.

Ethyl-branched aldehydes, ketones, and diketones from caimans (Caiman and Paleosuchus; Crocodylia, Reptilia)

Secretions from the paracloacal glands of alligators (Alligator spp.) and caimans (Caiman spp., Melanosuchus niger, and Paleosuchus spp.) were examined by GC-MS. The secretions of the common caiman (C. crocodilus), the broad-snouted caiman (C. latirostris), the yacare caiman (C. yacare), the dwarf caiman (P. palpebrosus), and the smooth-fronted caiman (P. trigonatus) yielded a new family of 43 aliphatic carbonyl compounds that includes aldehydes, ketones, and β-diketones with an ethyl branch adjacent to the carbonyl group. The identification of these glandular components and the syntheses and stereochemical investigations of selected compounds are described.