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

General Description

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

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.

Biocatalytic Racemization Employing TeSADH: Substrate Scope and Organic Solvent Compatibility for Dynamic Kinetic Resolution

Racemization in combination with a kinetic resolution is the base for a dynamic kinetic resolution (DKR). Biocatalytic racemization was successfully performed for a broad scope of sec-alcohols by employing a single alcohol dehydrogenase (ADH) variant from Thermoanaerobacter pseudoethanolicus (formerly T. ethanolicus; TeSADH W110A I86A C295A). The catalyst employed as a lyophilized whole cell preparation or cell free extract, which tolerated various non-water miscible organic solvents under micro-aqueous or two-phase conditions, whereby cyclohexane and n-hexane suited best. Various concepts for combining the enzymatic racemization with an enzymatic kinetic resolution to achieve overall a bis-enzymatic DKR were evaluated. A proof of concept showed a successful DKR with racemization in aqueous phase combined with acylation in the organic phase.