3-Octanol

Base Information

• Chemical Name: 3-Octanol
• CAS No.: 589-98-0
• Deprecated CAS: 20296-29-1
• Molecular Formula: C8H18O
• Molecular Weight: 130.23
• Hs Code.: 2905 16 85
• European Community (EC) Number: 209-667-4
• UNII: 73DZ0U3U1E
• DSSTox Substance ID: DTXSID10862252
• Nikkaji Number: J43.433G
• Wikidata: Q27154917
• Metabolomics Workbench ID: 77492
• ChEMBL ID: CHEMBL487998
• Mol file: 589-98-0.mol

Synonyms:3-OCTANOL;Octan-3-ol;589-98-0;1-Ethylhexanol;Amyl ethyl carbinol;Ethyl-n-amylcarbinol;Ethylamylcarbinol;Octanol-3;Ethyl amyl carbinol;Amylethylcarbinol;D-n-Octanol;20296-29-1;3-Octyl Alcohol;dl-3-Octanol;n-Octan-3-ol;(S)-3-Octanol;3-Octanol (natural);FEMA No. 3581;Ethylhexyl alcohol;Ethyl pentyl carbinol;(1)-Octan-3-ol;EINECS 209-667-4;EINECS 243-713-4;EINECS 249-405-6;BRN 1697461;UNII-73DZ0U3U1E;AI3-37213;73DZ0U3U1E;CHEBI:80945;29063-28-3;4-01-00-01756 (Beilstein Handbook Reference);1-ethyl-1-hexanol;octan-3(R,S)-ol;octan - 3 - ol;3-Octanol, 97%;3-Octanol, 99%;(+-)-octan-3-ol;3-OCTANOL [FCC];3-OCTANOL [FHFI];OCTEN-3-OL-;SCHEMBL112339;3-Octanol, analytical standard;3-Octanol, (.+-.)-;CHEMBL487998;(+/-)-3-OCTANOL;DTXSID10862252;3OL;AMY12157;3-OCTANOL, (+/-)-;LMFA05000568;MFCD00004590;3-Octanol, >=97%, FCC, FG;AKOS009156959;LS-2998;LS-98139;3-Octanol, natural, >=97%, FCC, FG;CS-0152331;FT-0616280;FT-0616281;FT-0770830;O0121;n-Amyl ethyl carbinol Ethyl n-pentyl carbinol;C17144;D78240;EN300-7230130;A814407;A832101;Q27154917

Chemical Property of 3-Octanol

Chemical Property:

• Appearance/Colour: Clear colorless liquid
• Vapor Pressure: ~1 mm Hg ( 20 °C)
• Melting Point: -45 °C
• Refractive Index: n20/D 1.426(lit.)
• Boiling Point: 168.999 °C at 760 mmHg
• PKA: 15.44±0.20(Predicted)
• Flash Point: 65.556 °C
• PSA: 20.23000
• Density: 0.822 g/cm³
• LogP: 2.33760
• Storage Temp.: Store below +30°C.
• Water Solubility.: 1.5g/L at 25℃
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 130.135765193
• Heavy Atom Count: 9
• Complexity: 52.5

Purity/Quality:

99% ^*data from raw suppliers

3-Octanol >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCC(CC)O
• Description: 3-Octanol has a sweet, nutty, warm, herbaceous odor. Can be prepared in the racemic form by reduction of ethyl-n-amyl ketone with sodium in ether solution.
• Uses: 3-Octanol is a liquid produced by hydrogenation of ethyl namyl ketone. It is used in fragrances and as an artificial flavoring in foods. 3-Octanol was used as reference compound in detection of volatile metabolites from five fungal species cultivated on two media. 3-Octanol may be used as a reference standard in the determination of the analyte in herb plants using gas chromatography coupled with mass spectrometry (GC-MS).

Technology Process of 3-Octanol

There total 204 articles about 3-Octanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 20.0%

octane (111-65-9) → 3-octanone (106-68-3) + octan-4-one (589-63-9) + octan-4-ol (589-62-8) + rac-3-octanol (589-98-0) + rac-octan-2-ol (4128-31-8,113301-48-7,4128-32-9) + hexyl-methyl-ketone (111-13-7)

Guidance literature:

With [PPh₄]₂[Mn^V(N)(CN)₄]; tetrabutylammonium periodite; acetic acid; In 2,2,2-trifluoroethanol; at 23 ℃; Inert atmosphere;

DOI:10.1002/asia.201601027

Reference yield:

trans-2-Octene (13389-42-9) → 2,3-epoxyoctane (3234-26-2) + 3-octanone (106-68-3) + rac-3-octanol (589-98-0)

Guidance literature:

With iodosylbenzene; In dichloromethane; at 20 ℃; for 12h; Reagent/catalyst; Sealed tube; Inert atmosphere;

DOI:10.1080/10610278.2015.1083102

Reference yield:

octane (111-65-9) → octanol (111-87-5) + 3-octanone (106-68-3) + octan-4-one (589-63-9) + octan-4-ol (589-62-8) + rac-3-octanol (589-98-0) + rac-octan-2-ol (4128-31-8,113301-48-7,4128-32-9) + Octanoic acid (124-07-2) + hexyl-methyl-ketone (111-13-7)

Guidance literature:

With tert.-butylhydroperoxide; C₃₃H₃₉Cl₂CoNP₂; In acetonitrile; at 80 ℃; Reagent/catalyst; regioselective reaction; Catalytic behavior; Inert atmosphere;

DOI:10.1039/c5ra07365k

upstream raw materials:

3-octanone

pentylmagnesium chloride

propionaldehyde

n-pentylmagnesium bromide

Downstream raw materials:

acetic acid 3-octyl ester

oct-3-ene

2-octene

(R)-octan-3-ol

Refernces

• 1、 Ebrecht, Ana C.,Aschenbrenner, Jasmin C.,Smit, Martha S.,Opperman, Diederik J.. "Biocatalytic synthesis of non-vicinal aliphatic diols". supporting information. p. 439 - 445. Retrieved 2021/01/29.
• 2、 Martin, Caterina,Tjallinks, Gwen,Trajkovic, Milos,Fraaije, Marco W.. "Facile Stereoselective Reduction of Prochiral Ketones by using an F420-dependent Alcohol Dehydrogenase". . p. 156 - 159. Retrieved 2020/10/26.