10297-57-1

Basic information

• Product Name: 2-METHYL-2-NONANOL
• Synonyms: 2-METHYL-2-NONANOL;2-methyl-2-nonano;2-Nonanol, 2-methyl-;2-methylnonan-2-ol
• CAS NO: 10297-57-1
• Molecular Formula: C₁₀H₂₂O
• Molecular Weight: 158.28
• EINECS: 233-671-5
• Mol File: 10297-57-1.mol

Chemical Properties

• Melting Point: -1.53°C (estimate)
• Boiling Point: 213.4°C (estimate)
• Flash Point: 81.1 °C
• Appearance: /
• Density: 0.8454 (estimate)
• Vapor Pressure: 0.0764mmHg at 25°C
• Refractive Index: 1.4300
• PKA: 15.40±0.29(Predicted)
• CAS DataBase Reference: 2-METHYL-2-NONANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYL-2-NONANOL(10297-57-1)
• EPA Substance Registry System: 2-METHYL-2-NONANOL(10297-57-1)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 10297-57-1(Hazardous Substances Data)

Usage

Uses

Used in the Food Industry:
2-Methyl-2-nonanol is used as a flavoring agent for its strong, fruity odor, enhancing the taste and aroma of various food products.
Used in the Perfume Industry:
2-METHYL-2-NONANOL is utilized as a fragrance in perfumes, contributing to the creation of unique and appealing scents.
Used as a Chemical Intermediate:
2-Methyl-2-nonanol serves as a chemical intermediate in the production of other compounds, playing a crucial role in the synthesis of various chemical products.
Used in Cleaning and Personal Care Products:
Due to its antimicrobial properties, 2-methyl-2-nonanol is used as an additive in cleaning and personal care products to provide antimicrobial benefits and enhance product efficacy.
However, it is essential to handle 2-methyl-2-nonanol with caution, as it can be harmful if inhaled or swallowed and may cause irritation to the skin and eyes. Proper safety measures should be taken during its use and handling to ensure the well-being of individuals and the environment.

InChI:InChI=1/C10H22O/c1-4-5-6-7-8-9-10(2,3)11/h11H,4-9H2,1-3H3

Upstream product

• 111-11-5 methyl octanate 
• 74-88-4 methyl iodide 
• 119819-98-6 C₁₀H₂₁Br 
• 78371-08-1 2-Iodo-2-methyl-nonane 
• 75-16-1 methylmagnesium bromide 
• 111-64-8 n-octanoic acid chloride 
• 108890-32-0 dimethyl iron 
• 138905-25-6 2-Methyl-2-(1-ethoxyethoxy)nonane 
• 629-04-9 1-Bromoheptane 
• 67-64-1 acetone 
• 592-76-7 1-Heptene 
• 77287-34-4 formamide 
• 917-64-6 methyl magnesium iodide 
• 13125-66-1 n-heptylmagnesium bromide 

Downstream Products

• 569332-22-5 2-methyl-2-(4-hydroxy-3,5-dimethoxyphenyl)nonane 
• 98637-15-1 4-Nitro-perbenzoesaeure-<1.1-dimethyl-octylester> 
• 569332-20-3 2-methyl-2-(3,5-dimethoxyphenyl)nonane 
• 14250-75-0 2,2-dimethylnonanoic acid 
• 2129-95-5 2-methyl-2-nonene 
• 2980-71-4 2-methyl-1-nonene 
• 4325-50-2 2-chloro-2-methylnonane 
• 101593-06-0 3-morpholino-propionic acid-(1,1-dimethyl-octylamide) 

Relevant articles and documents

Photoinduced Hydroxylation of Organic Halides under Mild Conditions

Presented in this paper is photoinduced hydroxylation of organic halides, providing a mild access to a range of functionalized phenols and aliphatic alcohols. These reactions generally proceed under mild reaction conditions with no need for a photocatalyst or a strong base and show a wide substrate scope as well as excellent functional group tolerance. This work highlights the unique role of NaI that allows a challenging transformation to proceed under mild reaction conditions.

Structure-odor correlations in homologous series of alkanethiols and attempts to predict odor thresholds by 3d-qsar studies

Homologous series of alkane-1-thiols, alkane-2-thiols, alkane-3-thiols, 2-methylalkane-1-thiols, 2-methylalkane-3-thiols, 2-methylalkane-2-thiols, and alkane-1,??-dithiols were synthesized to study the influence of structural changes on odor qualities and odor thresholds. In particular, the odor thresholds were strongly influenced by steric effects: In all homologous series a minimum was observed for thiols with five to seven carbon atoms, whereas increasing the chain length led to an exponential increase in the odor threshold. Tertiary alkanethiols revealed clearly lower odor thresholds than found for primary or secondary thiols, whereas neither a second mercapto group in the molecule nor an additional methyl substitution lowered the threshold. To investigate the impact of the SH group, odor thresholds and odor qualities of thiols were compared to those of the corresponding alcohols and (methylthio)alkanes. Replacement of the SH group by an OH group as well as S-methylation of the thiols significantly increased the odor thresholds. By using comparative molecular field analysis, a 3D quantitative structure-activity relationship model was created, which was able to simulate the odor thresholds of alkanethiols in good agreement with the experimental results. NMR and mass spectrometric data for 46 sulfur-containing compounds are additionally supplied.

Silanol-based surfactants: Synthetic access and properties of an innovative class of environmentally benign detergents

Herein, environmentally friendly surfactants based on new silanols as substitutes for the isoelectronic phosphonates were explored. Surface tensions of aqueous solutions are significantly reduced, particularly with those silanols that feature a high ratio of organic moiety to silanol. Besides their use as surfactants, their potential as coating agents for hydrophilic oxide surfaces was investigated for the example of glass substrates. In the solid-state sheet structures with silanol, double layers are present, in which the sheet spacing varies with the alkyl-chain length. Soap from sand? A synthetic entry to surfactants based on stable silanols, which provide beneficial properties comparable to established detergents without sharing their eutrophicating potential, was established (see figure).

Structure-activity relationships for 1′,1′-dimethylalkyl-Δ8-tetrahydrocannabinols

A series of 1′,1′-dimethylalkyl-Δ8-tetrahydrocannabinol analogues with C-3 side chains of 2-12 carbon atoms has been synthesized and their in vitro and in vivo pharmacology has been evaluated. The lowest member of the series, 1′,1′-dimethylethyl-Δ8-THC (8, n=0) has good affinity for the CB1 receptor, but is inactive in vivo. The dimethylpropyl (8, n=1) through dimethyldecyl (8, n=8) all have high affinity for the CB1 receptor and are full agonists in vivo. 1′,1′-Dimethylundecyl-Δ8-THC (8, n=9) has significant affinity for the receptor (Ki=25.8±5.8 nM), but has reduced potency in vivo. The dodecyl analogue (8, n=10) has little affinity for the CB1 receptor and is inactive in vivo. A quantitative structure-activity relationship study of the side chain region of these compounds is consistent with the concept that for optimum affinity and potency the side chain must be of a length which will permit its terminus to loop back in proximity to the phenolic ring of the cannabinoid.

Preparation of tetrahydrogeraniol

The present invention relates to a process for the preparation of tetrahydrogeraniol, wherein the product mixtures and distillation residues from linalool, citronellal, citronellol or geraniol/nerol synthesis are fed directly to catalytic hydrogenation.

PERFUME COMPOSITION

A perfume composition contains specified ketones, salicylates and alcohols/acetates/propionates. Use of such a perfume composition inhibits development of human body malodour. The combination of specified materials makes it possible to avoid inclusion of individual components with powerful, unacceptable odours. The perfume composition may be used in various products notably in a fabric conditioning product used during the rinsing or tumble drying of fabrics after washing to soften the fabrics.

Perfume compositions

A perfume composition contains at least 50% by weight of materials which fall into five categories defined by structure, and molecular weight. Amounts of material within each category fall within specified ranges of percentage of the whole composition. Two categories, ethers and salicylates, must be present. At least two of the remaining three categories, which are alcohols, acetate/propionate esters and methyl aryl ketones, must also be present. The compositions enable good levels of deodorant activity to be achieved along with consumer-acceptable fragrance.

Deodorant compositions

The invention provides a deodorant composition suitable for topical application to the human skin, comprising a composition of fragrance materials which have a Deodorant Value greater than 0.25, as measured by the Deodorant Value Test, and an inorganic deodorant active material, in a cosmetically suitable vehicle.

Alkyliron and Alkylcobalt Reagents, VIII. - Alkyl-Iron(II) Compounds as Reagents and Catalysts for the Transformation of Acyl Chlorides into Ketones

Me2Fe, Bu2Fe, Me3FeLi, or Bu3FeLi - prepared in situ by reduction of FeCl3 to FeCl2 and subsequent alkylation with MeLi, MeMgBr, BuLi, or BuMgBr - are useful reagents for the conversion of acyl chlorides into ketones.The system (RMgX + catalytic amount of FeCl3) react like the FeII reagents with acyl chlorides to give ketones even at -65 deg C.Competition experiments with benzoyl chloride/2-methoxybenzoyl chloride show that the selectivity increases (competition constants Kk = 9.9, 10.7, 10.9, 15.0, ca. 110) in the sequence MeFeCl, Me2Fe, Me3Fe(MgBr), Me4Fe(MgBr)2, and catalytic system (MeMgBr + 2.5 mol percent FeCl3) (= 2, 3, 4, 5, and 40MeMgBr per 1 FeCl3, respectively).A new hypothesis on the nature of the active catalyst is discussed. Key Words: Organoiron compounds / Iron catalysts / Ketone synthesis

Synthesis of α- and β-Branched Ethers from Alcohols by Reaction of Acetals with Grignard Reagents: Synthesis of Isopropyl and Isobutyl Ethers of (1S*,2R*S*,4R*)-6-Methylenebicyclooctan-2-ol

Non-symmetrical acetals have been combined with Grignard reagents in toluene at reflux to generate α- and β-branched ethers in moderate to high yields.The synthesis of isopropyl and isobutyl ethers of the bicyclic alcohol 1 was accomplished using this methodology, although reactions in the syn-series were complicated by the formation of tricyclic products by an intramolecular cyclisation.The scope and limitations of the ether-forming reactions were explored with a series of acetals derived from primary, secondary and tertiary alcohols.The halide component of the Grignard reagent and the solvent were found to be an important factor in facilitating these reactions.