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-octyl benzoate

(+)-2-bromooctane

2-bromooctane

Benzoic acid 1-methyl-heptyl ester

Refernces

Symmetrical Alkoxysilyl Ethers. A New Class of Alcohol-Protecting Groups. Preparation of tert-Butoxydiphenylsilyl Ethers

10.1021/jo00246a038

The research explores the development and evaluation of a new class of alcohol-protecting groups, specifically the alkoxydiphenylsilyl ethers, with a focus on tert-butoxydiphenylsilyl ethers. The purpose of this study was to identify a protecting group that offers both acid stability and high fluoride reactivity, which can be selectively cleaved or retained in the presence of other silyl ethers. The key chemicals used in the research include tert-butoxydiphenylsilyl chloride, various alcohols (such as n-dodecanol, 2-octanol, and 1-methylcyclohexanol), triethylamine, and tetra-n-butylammonium fluoride. The study found that tert-butoxydiphenylsilyl ethers exhibit excellent hydrolytic stability and enhanced fluoride reactivity, making them useful for protecting primary alcohols and for selective deprotection in the presence of other silyl ethers. The research concludes that these ethers are a valuable addition to the existing repertoire of silyl protecting groups, particularly when fluoride sensitivity is desired, and they offer advantages such as selective protection of primary alcohols and compatibility with a wide range of synthetic transformations.