70492-66-9

Basic information

• Product Name: (R)-3-OCTANOL
• Synonyms: (R)-3-OCTANOL;(3R)-3-Octanol;(R)-Octan-3-ol;[R,(-)]-Octan-3-ol
• CAS NO: 70492-66-9
• Molecular Formula: C₈H₁₈O
• Molecular Weight: 130.23
• Mol File: 70492-66-9.mol
• Article Data: 106

Chemical Properties

• Boiling Point: 169.0±0.0 °C(Predicted)
• Appearance: /
• Density: 0.821±0.06 g/cm3(Predicted)
• PKA: 15.44±0.20(Predicted)
• CAS DataBase Reference: (R)-3-OCTANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-3-OCTANOL(70492-66-9)
• EPA Substance Registry System: (R)-3-OCTANOL(70492-66-9)

Safety Data

• Hazardous Substances Data: 70492-66-9(Hazardous Substances Data)

Usage

Description

(R)-3-Octanol, also known as (R)-1-hydroxyoctane, is a chiral alcohol with the chemical formula C8H18O. It is a colorless liquid characterized by a floral-like odor. (R)-3-OCTANOL is widely recognized for its applications in the production of flavors and fragrances, as well as its utility as a solvent and intermediate in organic synthesis. (R)-3-Octanol can be synthesized through the reduction of (R)-3-octanone or by the hydrogenation of (R)-3-octene. It is a valuable chemical in the fragrance industry due to its pleasant aroma and is found in a variety of consumer products. Moreover, (R)-3-Octanol has low toxicity and is generally considered safe for use in regulated concentrations in consumer products.

Uses

Used in Flavor and Fragrance Industry:
(R)-3-Octanol is used as a key component in the creation of various flavors and fragrances for the food, beverage, and cosmetic industries. Its floral-like odor makes it a desirable additive for enhancing the sensory experience of these products.
Used as a Solvent:
(R)-3-Octanol serves as a solvent in numerous industrial processes, particularly in the chemical and pharmaceutical sectors. Its ability to dissolve a wide range of substances makes it a versatile choice for various applications.
Used as an Intermediate in Organic Synthesis:
(R)-3-Octanol is utilized as an intermediate in the synthesis of more complex organic compounds. Its functional group and structural properties allow for further chemical reactions to produce a diverse array of products.
Used in Consumer Products:
(R)-3-Octanol is found in a variety of consumer products, including cleaning agents, air fresheners, and personal care items, due to its pleasant aroma and low toxicity. It enhances the sensory appeal of these products while maintaining safety standards.

Upstream product

• 3391-86-4 (S)-oct-1-en-3-ol 
• 106-68-3 3-octanone 
• 589-98-0 (S)-octan-3-ol 
• 4864-61-3 1-ethylhexyl acetate 
• 557-20-0 diethylzinc 
• 66-25-1 hexanal 
• 99113-81-2 Butyric acid (R)-1-ethyl-hexyl ester 
• 156768-33-1 (R)-7-octen-3-ol 
• 811-49-4 ethyllithium 
• 149742-03-0 (R)-(+)-6-Iodohex-3-yl acetate 
• 109-72-8 n-butyllithium 
• 103745-07-9 (R)-2-hydroxybutyl p-toluenesulfonate 
• 198561-45-4 tert-Butyl-((E)-(R)-1-ethyl-hex-3-enyloxy)-dimethyl-silane 
• 64-17-5 ethanol 

Downstream Products

• 999-64-4 (-)(R)-3-bromo-octane 
• 116836-35-2 acetic acid 3-octyl ester 
• 589-98-0 (R)-octan-3-ol 
• 589-98-0 (S)-octan-3-ol 
• 93681-98-2 (S)-(-)-3-octyl p-tolyl sulfide 
• 93682-00-9 (S)-(-)-3-octyl p-tolyl sulfone 
• 589-98-0 rac-3-octanol 
• 1443771-68-3 C₂₀H₂₆N₂O 

Relevant articles and documents

Organic-inorganic nanocrystal reductase to promote green asymmetric synthesis

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

Photostable Helical Polyfurans

This report describes the design and synthesis of a new class of polyfurans bearing ester side chains. The macromolecules can be synthesized using catalyst-transfer polycondensation, providing precise control over molecular weight and molecular weight distribution. Such obtained furan ester polymers are significantly more photostable than their alkyl analogues owing to the electron-withdrawing nature of the attached subunit. Most interestingly, they spontaneously fold into a compact π-stacked helix, yielding a complex multilayer cylindrical nanoparticle with a hollow, rigid, conjugated core composed of the polyfuran backbone and a soft, insulating outer layer formed by the ester side chains. The length of polymer side chains dictates the outer diameter of such nanoparticles, which for the hexyl ester groups used in the present study is equal to ～2.3 nm. The inner cavity of the conjugated core is lined with oxygen atoms, which set its effective diameter to 0.4 nm. Furthermore, installation of bulkier, branched chiral ester side chains on the repeat unit yields structures that, upon change of solvent, can reversibly transition between an ordered chiral helical folded and disordered unfolded state.

A Straightforward Deracemization of sec-Alcohols Combining Organocatalytic Oxidation and Biocatalytic Reduction

An efficient organocatalytic oxidation of racemic secondary alcohols, mediated by sodium hypochlorite (NaOCl) and 2-azaadamantane N-oxyl (AZADO), has been conveniently coupled with a highly stereoselective bioreduction of the intermediate ketone, catalyzed by ketoreductases, in aqueous medium. The potential of this one-pot two-step deracemization process has been proven by a large set of structurally different secondary alcohols. Reactions were carried out up to 100 mm final concentration enabling the preparation of enantiopure alcohols with very high isolated yields (up to 98 %). When the protocol was applied to the stereoisomeric rac/meso mixture of diols, these were obtained with very high enantiomeric excesses and diastereomeric ratios (95 % yield, >99 % ee, >99: 1 dr).