5932-79-6

Basic information

• Product Name: 4-NONANOL
• Synonyms: PENTYL PROPYL CARBINOL;N-PENTYL-N-PROPYLCARBINOL;N-PROPYL-N-AMYLCARBINOL;N-PROPYL-N-PENTYLCARBINOL;N-AMYL-N-PROPYLCARBINOL;4-NONYL ALCOHOL;4-NONANOL;n-Amyl n-propyl carbinol~n-Pentyl n-propyl carbinol
• CAS NO: 5932-79-6
• Molecular Formula: C₉H₂₀O
• Molecular Weight: 144.25
• EINECS: 227-679-8
• Mol File: 5932-79-6.mol
• Article Data: 8

Chemical Properties

• Melting Point: 6.15°C (estimate)
• Boiling Point: 192-195°C
• Flash Point: 192-195°C
• Appearance: /
• Density: 0,82 g/cm3
• Vapor Pressure: 0.13mmHg at 25°C
• Refractive Index: 1.4300
• Storage Temp.: Store below +30°C.
• Solubility: 0.374g/l insoluble
• PKA: 15.44±0.20(Predicted)
• BRN: 1719438
• CAS DataBase Reference: 4-NONANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-NONANOL(5932-79-6)
• EPA Substance Registry System: 4-NONANOL(5932-79-6)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• WGK Germany: WGK 2 water endangering
• TSCA: Yes
• Hazardous Substances Data: 5932-79-6(Hazardous Substances Data)

Usage

General Description

4-Nonanol is a chemical compound with the molecular formula C9H20O. It belongs to the class of organic compounds known as fatty alcohols, which are derived from natural fats and oils. 4-Nonanol is a clear colorless liquid with a slightly floral odor, and it is insoluble in water but miscible in organic solvents. It is primarily used as a solvent in the manufacturing of perfumes, lubricating oils, and other chemical compounds. 4-Nonanol also serves as a precursor in the production of esters, which are commonly used as flavor and fragrance additives. Additionally, it has potential applications in the pharmaceutical industry as a pharmaceutical intermediate. However, 4-Nonanol should be handled and stored with care, as it is flammable and can cause skin and eye irritation upon contact.

InChI:InChI=1/C9H20O/c1-3-5-6-8-9(10)7-4-2/h9-10H,3-8H2,1-2H3/t9-/m0/s1

Upstream product

• 111-84-2 nonane 
• 6032-29-7 (+/-)-2-pentanol 
• 71-36-3 butan-1-ol 
• 64-17-5 ethanol 
• 67-64-1 acetone 
• 35192-73-5 non-1-en-4-ol 
• 75-77-4 chloro-trimethyl-silane 
• 44222-12-0 n-propylzinc iodide 
• 66-25-1 hexanal 
• 106-70-7 methyl hexanoate 
• 927-77-5 n-propylmagnesium bromide 
• 107-08-4 1-iodo-propane 
• 91525-94-9 C₂₉H₄₇BrMgN₂O₂Si 
• 693-25-4 n-pentylmagnesium bromide 

Downstream Products

• 52708-03-9 (S)-4-nonanol 
• 4485-09-0 nonan-4-one 
• 65950-00-7 (+/-)-1-propylhexyl 4-methylbenzenesulfonate 
• 99978-13-9 3-ethyl-6-propyl-tetrahydro-pyran-2-one 
• 705-86-2 (+/-)-δ-decanolactone 

Relevant articles and documents

Ruthenium-catalyzed β-alkylation of secondary alcohols with primary alcohols

The catalytic properties of a series of ruthenium complexes for β-alkylation of secondary alcohols with primary alcohols were studied. The catalytic activities of the ruthenium complexes were found to be dependent on the auxiliary ligands. The most active catalytic precursor found in this study is the ruthenium complex RuCl2(PPh3)2(2-NH2CH2Py) [2-NH2CH2Py = 2-aminomethyl pyridine], which effectively catalyzed the β-alkylation of both aryl- and alkyl-substituted secondary alcohols with benzylic and alkyl primary alcohols.

A convenient methodology for the chemoselective reduction of a wide variety of functionalized alkenes

An efficient method to effect chemoselective reduction of alkenes (including trisubstituted olefins) possessing various sensitive and/or reducible groups such as acetals, allylic alcohols, benzyl ethers, epoxides, esters, halides, nitriles, and sulfones is reported. The reduction is facile at 0 °C in aqueous N,N-dimethylacetamide containing sodium borohydride in the presence of 15 mol % ruthenium(III) chloride. Regioselective reduction of dienes is also feasible if the double bonds are sufficiently different in their structural environment.

Advanced procedure for the preparation of cis-1,2-dialkylcyclopropanols - Modified ate complex mechanism for titanium-mediated cyclopropanation of carboxylic esters with Grignard reagents

A procedure for the preparation of cis-1,2-dialkylcyclopropanols by titanium(IV) alkoxide-mediated cyclopropanarion of carboxylic esters with Grignard reagents, involving the addition of 1.5 equiv. of a higher homologue of ethylmagnesium halide to a mixture of 1 equiv. of carboxylic ester, 1 equiv. of titanium(IV) isopropoxide, and 1.5 equiv. of methylmagnesium halide in ether or tetrahydrofuran at room temperature, has been elaborated. This procedure minimizes the formation of secondary alcohol side products with chromatographic retention factors close to those of the cis-1,2-disubstituted cyclopropanols. Inhibitory action of carboxylic esters toward the reduction of titanium(IV) isopropoxide with Grignard reagents was observed. This observation, along with some other data, allowed us to suggest a modified ate complex mechanism for the cyclopropanation, proceeding via the corresponding octahedral titanium intermediates. In the context of this mechanism, a suitable explanation for the necessity to use an additional equivalent of Grignard reagent in a stoichiometric version of the reaction was found and experimentally verified. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.