628-99-9

Basic information

• Product Name: 2-NONANOL
• Synonyms: n-Nonan-2-ol;NONAN-2-OL;FEMA 3315;HEPTYL METHYL CARBINOL;METHYL-N-HEPTYLCARBINOL;METHYL HEPTYL CARBINOL;2-HYDROXYNONANE;2-NONYL ALCOHOL
• CAS NO: 628-99-9
• Molecular Formula: C₉H₂₀O
• Molecular Weight: 144.25
• EINECS: 211-065-1
• Mol File: 628-99-9.mol
• Article Data: 68

Chemical Properties

• Melting Point: −36-−35 °C(lit.)
• Boiling Point: 193-194 °C(lit.)
• Flash Point: 180 °F
• Appearance: clear yellowish liquid
• Density: 0.827 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.108mmHg at 25°C
• Refractive Index: n20/D 1.431(lit.)
• Storage Temp.: Store below +30°C.
• PKA: 15.33±0.20(Predicted)
• Water Solubility: <577mg/L(25 oC)
• BRN: 1719466
• CAS DataBase Reference: 2-NONANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-NONANOL(628-99-9)
• EPA Substance Registry System: 2-NONANOL(628-99-9)

Safety Data

• Hazard Codes: Xi,C,F
• Statements: 36/38-34-11
• Safety Statements: 26-36-45-36/37/39-16
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 628-99-9(Hazardous Substances Data)

Usage

Description

2-Nonanol, also known as secondary alcohol, is a nonane derivative substituted by a hydroxy group at position 2. It is characterized by its powerful fruity-green odor and is synthesized from nonene. This organic compound is found in various natural sources, including Ruta pinnata leaf oil, coconut oil, apple, banana, orange juice, kumquat peel oil, guava, strawberry, asparagus, clove, ginger, many cheeses, beer, cognac, rum, malt whiskey, white wine, passion fruit, mushroom, buckwheat, sweet corn, Bourbon vanilla, and truffle.

Uses

Used in Flavor and Fragrance Industry:
2-Nonanol is used as a flavoring agent for its waxy, soapy, musty taste with green, fruity, and dairy nuances at 5 ppm. Its aroma threshold values make it suitable for enhancing the taste and aroma of various food and beverage products.
Used in Perfumery:
2-Nonanol is used as a fragrance ingredient due to its powerful fruity-green odor. It can be incorporated into perfumes and other scented products to provide a unique and pleasant scent.
Used in the Chemical Industry:
2-Nonanol can be utilized as a building block for the synthesis of other organic compounds, such as esters, ethers, and other derivatives. Its chemical properties make it a versatile intermediate in the chemical industry for various applications.
Used in the Pharmaceutical Industry:
Although not explicitly mentioned in the provided materials, 2-Nonanol's properties may also make it a candidate for use in the pharmaceutical industry, potentially as a solvent or in the synthesis of pharmaceutical compounds.

Preparation

From nonene

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

Upstream product

• 917-64-6 methyl magnesium iodide 
• 124-13-0 Octanal 
• 821-55-6 2-Nonanone 
• 75-16-1 methylmagnesium bromide 
• 13125-66-1 n-heptylmagnesium bromide 
• 75-07-0 acetaldehyde 
• 96-47-9 2-methyltetrahydrofuran 
• 109-72-8 n-butyllithium 
• 2216-35-5 2-bromononane 
• 629-04-9 1-Bromoheptane 
• 4282-40-0 1-Iodoheptane 
• 50517-74-3 dimesitylethylborane 
• 103687-21-4 ((CH₃)3C₆H₂)2BCHLiCH₃ 
• 68696-09-3 Tributyl-methyl-plumbane 

Downstream Products

• 2216-35-5 2-bromononane 
• 6434-78-2 2-nonene 
• 821-55-6 2-Nonanone 
• 14936-66-4 2-nonanyl acetate 
• 55193-09-4 2-nonyl pentanoate 
• 85558-02-7 2-(1-Methyl-octyloxy)-1,3-diphenyl-[1,3,2]diazaphospholidine 
• 111-65-9 octane 
• 628-99-9 (R)-2-nonanol 
• 18402-83-0 (E)-non-3-en-2-one 
• 13281-11-3 (+/-)-nonane-2-thiol 
• 479629-72-6 (R)-1-methyloctyl-4-acetoxyphenylcarboxylate 
• 69727-42-0 2-nonyl butanoate 
• 70419-06-6 (S)-nonan-2-ol 
• 13205-58-8 2-nonanamine 

Relevant articles and documents

Catalytic deoxygenation of bio-based 3-hydroxydecanoic acid to secondary alcohols and alkanes

This work comprises the selective deoxygenation of bio-derivable 3-hydroxydecanoic acid to either linear alkanes or secondary alcohols in aqueous phase and H2-atmosphere over supported metal catalysts. Among the screened catalysts, Ru-based systems were identified to be most active. By tailoring the catalyst, the product selectivity could be directed to either secondary alcohols or linear alkanes. In the absence of a Br?nsted acidic additive, 2-nonanol and 3-decanol were accessible with a yield of 79% and 6% respectively, both of which can be used in food and perfume industries as flavoring agents and fragrances. To produce alkanes, we successfully synthesized a bifunctional Ru/HZSM-5 catalyst. The acidic zeolite support facilitated the dehydration of the intermediary formed alcohols to alkenes, while the following hydrogenation occurred at the Ru centers. Thus, full 3-hydroxydecanoic acid deoxygenation to nonane and decane, which are both well-established as diesel and jet fuels, was achieved with up to 72% and 12% yield, respectively.

SELF-REGENERATING ANTIOXIDANT CATALYSTS AND METHODS OF USING THE SAME

The present invention relates to self-regenerating antioxidant catalysts and methods of using the same.

Catalytic enantioselective addition of methyltriisopropoxititanium to aldehydes

An efficient catalyst for the enantioselective synthesis of chiral methyl carbinols from aldehydes is presented. The system uses methyltriisopropoxytitanium as a nucleophile and a readily available binaphthyl derivative as a chiral ligand. The enantioselective methylation of both aromatic and aliphatic aldehydes proceeds with good yields and high enantioselectivities under mild conditions.