589-98-0 Usage
Description
3-Octanol, also known as ethyl-n-amyl alcohol, is a colorless liquid with a sweet, nutty, warm, and herbaceous odor. It can be prepared in its optically active form and is obtained by the hydrogenation of 3-octanone. 3-Octanol has a variety of applications across different industries due to its unique properties and characteristics.
Uses
Used in Fragrance Industry:
3-Octanol is used as a component in fragrances, particularly in lavender compositions, for its sweet, nutty, and warm herbaceous odor. It helps create a pleasant and long-lasting scent in various perfumes and colognes.
Used in Flavor Industry:
As an artificial flavoring agent, 3-Octanol is utilized in the food industry to impart mushroom-like odors and enhance the taste of various products. Its musty, mushroom, earthy, creamy dairy, and dirty taste with a hint of herbal and minty nuance make it a valuable addition to the flavor profiles of different food items.
Used in Analytical Chemistry:
3-Octanol serves as a reference compound in the detection of volatile metabolites from various fungal species cultivated on different media. It is also used as a reference standard in the determination of analytes in herb plants using gas chromatography coupled with mass spectrometry (GC-MS), ensuring accurate and reliable results in chemical analysis.
Used in Environmental Research:
The influence of the environment of the TiO2 photocatalyst on the rate of photocatalytic oxidation of liquid 3-octanol has been investigated, contributing to the understanding of environmental processes and the development of more efficient photocatalytic systems.
Occurrence:
3-Octanol has been identified in a wide range of natural sources, including mint, lavender, and the essential oils of Mentha arvenis var. piperascens and Mentha spicata. It is also found in various fruits such as apple, banana, cranberry, grapes, papaya, and strawberry, as well as in other food items like Swiss cheese, pork, peas, potato, ginger, thyme, fish, fried beef, cognac, rum, grape wines, coffee, tea, oats, soybean, mushroom, sweet marjoram, kelp, buckwheat, lemon balm, dried bonito, truffle, and passionfruit (Solanum muricatum).
Preparation
Can be prepared in the racemic form by reduction of ethyl-n-amyl ketone with sodium in ether solution.
Flammability and Explosibility
Notclassified
Biochem/physiol Actions
Taste at 10 ppm
Safety Profile
A moderate skin and
eye irritant. When heated to decomposition
it emits acrid smoke and irritating fumes.
Check Digit Verification of cas no
The CAS Registry Mumber 589-98-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,8 and 9 respectively; the second part has 2 digits, 9 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 589-98:
(5*5)+(4*8)+(3*9)+(2*9)+(1*8)=110
110 % 10 = 0
So 589-98-0 is a valid CAS Registry Number.
InChI:InChI=1/C8H18O/c1-3-5-6-7-8(9)4-2/h8-9H,3-7H2,1-2H3/t8-/m0/s1
589-98-0Relevant articles and documents
Biocatalytic synthesis of non-vicinal aliphatic diols
Ebrecht, Ana C.,Aschenbrenner, Jasmin C.,Smit, Martha S.,Opperman, Diederik J.
supporting information, p. 439 - 445 (2021/01/29)
Biocatalysts are receiving increased attention in the field of selective oxyfunctionalization of C-H bonds, with cytochrome P450 monooxygenases (CYP450s), and the related peroxygenases, leading the field. Here we report on the substrate promiscuity of CYP505A30, previously characterized as a fatty acid hydroxylase. In addition to its regioselective oxyfunctionalization of saturated fatty acids (ω-1-ω-3 hydroxylation), primary fatty alcohols are also accepted with similar regioselectivities. Moreover, alkanes such as n-octane and n-decane are also readily accepted, allowing for the production of non-vicinal diols through sequential oxygenation. This journal is
Facile Stereoselective Reduction of Prochiral Ketones by using an F420-dependent Alcohol Dehydrogenase
Martin, Caterina,Tjallinks, Gwen,Trajkovic, Milos,Fraaije, Marco W.
, p. 156 - 159 (2020/10/26)
Effective procedures for the synthesis of optically pure alcohols are highly valuable. A commonly employed method involves the biocatalytic reduction of prochiral ketones. This is typically achieved by using nicotinamide cofactor-dependent reductases. In this work, we demonstrate that a rather unexplored class of enzymes can also be used for this. We used an F420-dependent alcohol dehydrogenase (ADF) from Methanoculleus thermophilicus that was found to reduce various ketones to enantiopure alcohols. The respective (S) alcohols were obtained in excellent enantiopurity (>99 % ee). Furthermore, we discovered that the deazaflavoenzyme can be used as a self-sufficient system by merely using a sacrificial cosubstrate (isopropanol) and a catalytic amount of cofactor F420 or the unnatural cofactor FOP to achieve full conversion. This study reveals that deazaflavoenzymes complement the biocatalytic toolbox for enantioselective ketone reductions.
Organic-inorganic nanocrystal reductase to promote green asymmetric synthesis
Koesoema, Afifa Ayu,Matsuda, Tomoko,Tsriwong, Kotchakorn
, p. 30953 - 30960 (2020/09/11)
An acetophenone reductase from Geotrichum candidum (GcAPRD) was immobilized by the organic-inorganic nanocrystal method. The GcAPRD nanocrystal presented improved stability and recyclability compared with those of the free GcAPRD. Moreover, the GcAPRD nanocrystal reduced broad kinds of ketones with excellent enantioselectivities to produce beneficial chiral alcohols such as (S)-1-(3′,4′-dichlorophenyl)ethanol with >99% yield and >99% ee. The robust and versatile properties of the GcAPRD nanocrystal demonstrated an approach to promote green asymmetric synthesis and sustainable chemistry. This journal is