2-Octanol

Base Information

• Chemical Name: 2-Octanol
• CAS No.: 123-96-6
• Deprecated CAS: 113244-40-9,4128-31-8,4128-31-8
• Molecular Formula: C₈H₁₈O
• Molecular Weight: 130.23
• Hs Code.: 2905169000
• European Community (EC) Number: 204-667-0,223-938-4
• ICSC Number: 1170
• NSC Number: 14759
• UNII: 66B0DD5E40
• DSSTox Substance ID: DTXSID0027014
• Nikkaji Number: J9.883C
• Wikipedia: 2-Octanol
• Wikidata: Q10844270
• Metabolomics Workbench ID: 75599
• ChEMBL ID: CHEMBL510068
• Mol file: 123-96-6.mol

Synonyms:2-octanol;2-octanol, (R)-isomer;2-octanol, (S)-isomer

Chemical Property of 2-Octanol

Chemical Property:

• Appearance/Colour: colourless liquid with a pungent odour
• Vapor Pressure: 0.306mmHg at 25°C
• Melting Point: -38 °C
• Refractive Index: n20/D 1.426(lit.)
• Boiling Point: 194.7 °C at 760 mmHg
• PKA: 15.44±0.20(Predicted)
• Flash Point: 81.1 °C
• PSA: 20.23000
• Density: 0.823 g/cm³
• LogP: 2.33760
• Water Solubility.: 0.1 g/100 mL (20℃)
• XLogP3: 2.9
• 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

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: S24/25:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Alcohols (
• Canonical SMILES: CCCCCCC(C)O
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the eyes and respiratory tract. The substance is mildly irritating to the skin. If this liquid is swallowed, aspiration into the lungs may result in chemical pneumonitis.
• Effects of Long Term Exposure: The substance defats the skin, which may cause dryness or cracking.

Technology Process of 2-Octanol

There total 4 articles about 2-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:

1-Bromo-naphthalene-2-carboxylic acid 1-methyl-heptyl ester (76373-16-5) → 1,1'-binaphthyl-2,2'-dicarboxylic acid (18531-96-9,80703-23-7,99827-46-0) + (-)-2-octanol (5978-70-1,6169-06-8,123-96-6,4128-31-8,113301-48-7,4128-32-9) + naphthalene-2-carboxylate (93-09-4)

Guidance literature:

With potassium hydroxide; copper; Multistep reaction; 1) DMF, reflux, 5 h, 2) aq EtOH, reflux, 5 h;

DOI:10.1246/cl.1980.1027

Reference yield:

(-)-2-octyl-tosylate (27770-99-6) → (+)-octan-2-ol (6169-06-8,113301-48-7,4128-32-9) + (-)-2-octanol (5978-70-1,6169-06-8,123-96-6,4128-31-8,113301-48-7,4128-32-9)

Guidance literature:

With sodium hydrogencarbonate; In water; at 100 ℃; for 15h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jo00156a045

Reference yield:

1-Bromo-naphthalene-2-carboxylic acid 1-methyl-heptyl ester (76373-16-5) → 2-Naphthalenemethanol (1592-38-7) + (+/-)-2,2'-bis(hydroxymethyl)-1,1'-binaphthyl (78038-79-6) + (-)-2-octanol (5978-70-1,6169-06-8,123-96-6,4128-31-8,113301-48-7,4128-32-9)

Guidance literature:

With lithium aluminium tetrahydride; copper; Multistep reaction; 1) DMF, reflux, 5 h 2) Et₂O, reflux, 3 h;

DOI:10.1246/cl.1980.1027

upstream raw materials:

(-)-2-octyl-tosylate

1-Bromo-naphthalene-2-carboxylic acid 1-methyl-heptyl ester

rac-octan-2-ol

Downstream raw materials:

(+)-2-bromooctane

2-bromooctane

Benzoic acid 1-methyl-heptyl ester

(-)-2-octyl-tosylate

Refernces

• 1、 Hutchins, Robert O.,Taffer, Ira M.. "Aqueous Polar Aprotic Solvents. Efficient Sources of Nucleophilic Oxygen". . p. 1360 - 1362. Retrieved 2007/10/02.