Nonanol

• CAS: 143-08-8
• Catalog Number: ACM143088
• Category: Alcohols; Fatty Alcohols
• Molecular Weight: 144.20
• Molecular Formula: C9H20O
• Description: Nonanol appears as colorless liquid with a rose or fruity odor. Floats on water. Freezing point 23°F. (USCG, 1999);Liquid;Liquid;Liquid;colourless liquid/rose-citrus odour
• Synonyms: Pelargonic alcohol
• IUPAC Name: nonan-1-ol
• SMILES: CCCCCCCCCO
• InChI: InChI=1S/C9H20O/c1-2-3-4-5-6-7-8-9-10/h10H,2-9H2,1H3
• InChI Key: ZWRUINPWMLAQRD-UHFFFAOYSA-N
• Boiling Point: 215 °C (lit.)
• Melting Point: −8-−6 °C (lit.)
• Flash Point: 165 °F (USCG, 1999);165 °F
• Density: 0.827 at 68 °F (USCG, 1999);d204 0.83;0.8279 at 20 °C/4 °C;0.824-0.830
• Solubility: 9.71e-04 M;0.14 mg/mL at 25 °C;Miscible with alcohol, ether;Soluble in ethanol, ether; very soluble in carbon tetrachloride;In water, 140 mg/L at 25 °C;0.14 mg/mL at 25 °C;miscible with alcohol, chloroform, ether; insoluble in water;1 ml in 3 ml 60% alcohol gives clear soln (in ethanol)
• Appearance: Liquid
• Application: Nonanol is a colorless to light yellow liquid known for its distinctive rose-orange scent and slightly fatty, bitter flavor akin to orange, making it an integral ingredient found in various citrus oils. This straight-chain fatty alcohol, characterized by its nine-carbon structure and molecular formula CH3(CH2)8OH, naturally occurs in the oil of oranges and many plant-derived volatile oils. Nonanol is primarily utilized in the creation of artificial lemon oil, and its various esters, like nonyl acetate, are significant in the production of perfumes and flavorings. With its unique properties and applications, nonanol plays a crucial role in both the fragrance and food industries.
• Storage: Room temperature
• Alcohol: Nonanol
• CNo Chain: C9:0
• Color/Form: Colorless to yellowish liquid
• Complexity: 52.7
• Covalently-Bonded Unit Count: 1
• Decomposition: When heated to decomposition it emits acid smoke and irritating fumes.
• EC Number: 205-583-7;228-205-2;249-048-6
• Exact Mass: 144.151415g/mol
• Formal Charge: 0
• Hazard Statements: H302
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Heat of Vaporization: 76.86 kJ/mol at 25 °C
• Heavy Atom Count: 10
• LogP: 3.77 (LogP);3.77;log Kow = 3.77;3.77
• Monoisotopic Mass: 144.151415g/mol
• NSC Number: 5521
• Odor: Floral odor;Odor of citronella oil
• Other Experimental: BP: 215 °C at 760 mm Hg; 107.5 °C at 15 mm Hg; 95.6 °C at 7.5 mm Hg;Henry's Law constant = 3.1X10-5 atm-cu m/mol at 25 °C (est);Hydroxyl radical reaction rate constant = 1.4X10-11 cu cm/molec-sec at 25 °C (est)
• Physical State: Liquid
• Refractive Index: n20D 1.4330;Index of refraction = 1.4338 at 20 °C/D;1.431-1.435
• RIDADR: NONH for all modes of transport
• Rotatable Bond Count: 7
• Symbol: GHS07
• UNII: NGK73Q6XMC
• UN Number: 3082
• Vapor Pressure: 0.02 mmHg;0.0227 mm Hg at 25 °C (est)
• Viscosity: 11.7 centapoise at 20 °C
• XLogP3: 4.3

Synthetic Use

Upstream Synthesis Route 1

• 31502-19-9

• 3937-56-2
• 4469-84-5
• 61448-29-1
• 143-08-8

Reference: [1] Journal of the American Chemical Society, 2013, vol. 135, # 46, p. 17393 - 17400

Upstream Synthesis Route 2

• 4900-30-5

• 3937-56-2
• 13038-21-6
• 63768-13-8
• 143-08-8

Reference: [1] Tetrahedron Letters, 2001, vol. 42, # 5, p. 785 - 787

Upstream Synthesis Route 3

• 123-29-5

• 143-08-8

Reference: #N/A

Downstream Synthesis Route 1

• 143-08-8

• 693-58-3

Reference: [1] Journal of Organic Chemistry, 1980, vol. 45, # 9, p. 1638 - 1639

Downstream Synthesis Route 2

• 636-53-3
• 143-08-8

• 4654-19-7

Reference: [1]Journal of the American Chemical Society,2014,vol. 136,p. 7869 - 7872

Downstream Synthesis Route 3

• 143-08-8

• 124-19-6

Reference: [1]Zhurnal Fizicheskoj Khimii,1953,vol. 27,p. 790
Chem.Abstr.,1955,p. 2828

* For details of the synthesis route, please refer to the original source to ensure accuracy.