55066-48-3

Basic information

• Product Name: 1-PENTANOL, 3-METHYL-5-PHENYL
• Synonyms: MEFROSOL;3-METHYL-5-PHENYLPENTANOL;1-PENTANOL, 3-METHYL-5-PHENYL;PHENOXAL;PHENOXANOL;.gamma.-methyl-Benzenepentanol;2-methyl-Benzenepentanol;Benzenepentanol,.gamma.-methyl-
• CAS NO: 55066-48-3
• Molecular Formula: C₁₂H₁₈O
• Molecular Weight: 178.27
• EINECS: 259-461-3
• Mol File: 55066-48-3.mol

Chemical Properties

• Boiling Point: 260 °C at 760 mmHg
• Flash Point: 101.8 °C
• Appearance: colorless clear liquid
• Density: 0.957 g/cm³
• Vapor Pressure: 0.00637mmHg at 25°C
• Refractive Index: 1.511
• PKA: 15.11±0.10(Predicted)
• Water Solubility: 390mg/L at 20℃
• CAS DataBase Reference: 1-PENTANOL, 3-METHYL-5-PHENYL(CAS DataBase Reference)
• NIST Chemistry Reference: 1-PENTANOL, 3-METHYL-5-PHENYL(55066-48-3)
• EPA Substance Registry System: 1-PENTANOL, 3-METHYL-5-PHENYL(55066-48-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• Hazardous Substances Data: 55066-48-3(Hazardous Substances Data)

Usage

Uses

Used in Perfumery:
1-PENTANOL, 3-METHYL-5-PHENYL is used as a fragrance ingredient for its fresh, floral, rose odor. It can be used in all perfume types, making it suitable for a wide range of products.
Used in Soaps and Detergents:
1-PENTANOL, 3-METHYL-5-PHENYL is used as an additive in the soap and detergent industry to provide a pleasant and long-lasting floral scent to these products.
Used in Body Care Products:
1-PENTANOL, 3-METHYL-5-PHENYL is also used in the formulation of body care products, such as lotions, creams, and shampoos, to impart a fresh and floral scent, enhancing the overall sensory experience for the user.

Flammability and Explosibility

Nonflammable

Trade name

Phenoxanol? (IFF), Phenylhexanol (Firmenich), Mefrosol (Givaudan).

InChI:InChI=1/C12H18O/c1-11(9-10-13)7-8-12-5-3-2-4-6-12/h2-6,11,13H,7-10H2,1H3

Upstream product

• 55053-55-9 ethyl 5-phenyl-3-methyl-2-pentanoate 
• 72681-02-8 (Z)-3-Methyl-5-phenyl-2-penten-1-ol 
• 72681-08-4 (E)-3-methyl-5-phenyl-pent-2-en-1-ol 
• 2550-26-7 4-Phenyl-2-butanone 
• 70319-43-6 (Z)-3-methyl-5-phenyl-2-pentenoic acid ethyl ester 
• 36805-43-3 ethyl (E)-3-methyl-5-phenylpent-2-enoate 
• 60335-71-9 4-Methyl-2-phenyl-3,6-dihydro-2H-pyran 
• 67-63-0 isopropyl alcohol 
• 2344-70-9 1-phenyl-3-butanol 
• 16015-12-6 3,4-dihydro-2-phenyl-2H-pyran 
• 100-42-5 styrene 
• 7796-71-6 3-methyl-4-pentenoic acid ethyl ester 
• 53931-59-2 5-phenyl-1-penten-3-one 
• 36805-43-3 ethyl 3-methyl-5-phenylpent-2-enoate 

Downstream Products

• 186136-45-8 3-methyl-5-phenyl-1-pentanyl chloroacetate 
• 166521-11-5 (±)-3-methyl-5-phenylpentyl palmitate 
• 693288-92-5 (5-iodo-3-methylpentyl)benzene 
• 55066-49-4 mefanal 

Relevant articles and documents

Air-Stable PdI Dimer Enabled Remote Functionalization: Access to Fluorinated 1,1-Diaryl Alkanes with Unprecedented Speed

While remote functionalization via chain walking has the potential to enable access to molecules via novel disconnections, such processes require relatively long reaction times and can be in need of elevated temperatures. This work features a remote arylation in less than 10 min reaction time at room temperature over a distance of up to 11 carbons. The unprecedented speed is enabled by the air-stable PdI dimer [Pd(μ-I)(PCy2tBu)]2, which in contrast to its PtBu3 counterpart does not trigger direct coupling at the initiation site, but regioconvergent and chemoselective remote functionalization to yield valuable fluorinated 1,1-diaryl alkanes. Our combined experimental and computational studies rationalize the origins of switchability, which are primarily due to differences in dispersion interactions.

Alkyl Ethers as Traceless Hydride Donors in Br?nsted Acid Catalyzed Intramolecular Hydrogen Atom Transfer

A new protocol for the deoxygenation of alcohols and the hydrogenation of alkenes under Br?nsted acid catalysis has been developed. The method is based on the use of either a benzyl or isopropyl ether as a traceless hydrogen-atom donor, and involves an intramolecular hydride transfer as a key step, which is achieved in a regio- and stereoselective manner.

Long-chain α-ω Diols from renewable fatty acids via tandem olefin metathesis-ester hydrogenation

Long chain α-ω diols were readily accessed from renewable fatty acid methyl esters following an orthogonal tandem self-metathesis-ester hydrogenation protocol. By adding a base and a bidentate ligand, the metathesis catalysts were transformed in situ into efficient ester hydrogenation catalysts. The selectivity of the hydrogenation reaction was tuned towards the exclusive formation of either the unsaturated or the saturated diol by modifying the ligand/catalyst ratio. An orthogonal tandem cross-metathesis-ester hydrogenation reaction was also applied for the synthesis of a fragrance compound.

Hydrogen Borrowing Catalysis with Secondary Alcohols: A New Route for the Generation of β-Branched Carbonyl Compounds

A hydrogen borrowing reaction employing secondary alcohols and Ph? (Me5C6) ketones to give β-branched carbonyl products is described (21 examples). This new C-C bond forming process requires low loadings of [Cp?IrCl2]2, relatively low temperatures, and up to 2.0 equiv of the secondary alcohol. Substrate-induced diastereoselectivity was observed, and this represents the first example of a diastereoselective enolate hydrogen borrowing alkylation. By utilizing the Ph? group, the β-branched products could be straightforwardly cleaved to the corresponding esters or amides using a retro-Friedel-Crafts reaction. Finally, this protocol was applied to the synthesis of fragrance compound (±)-3-methyl-5-phenylpentanol.

Preparation method of 3-methyl-5-phenyl-amyl alcohol

The invention provides a preparation method of 3-methyl-5-phenyl-amyl alcohol. The preparation method comprises the following steps of phenyl-dihydropyran preparation, wherein the weight ratio of solid acid to 3-methyl-3-butenol is 1:(100-5,000), the weight ratio of xylene to 3-methyl-3-butenol is (0.5-2.0):1.0, and the weight ratio of benzaldehyde to 3-methyl-3-butenol is (1.2-3.0):1.0; a hydrogenation reaction, wherein the hydrogenation reaction is conducted for 1 h to 15 h at the temperature of 45 DEG C to 150 DEG C under the pressure of 0.3 MPa to 2.5 MPa. According to the preparation method, phenyl-dihydropyran is efficiently generated by mainly adopting a vacuum tower type reactor and a negative-pressure cyclization technology; a cocatalyst is added in the hydrogenation reaction, and therefore it is guaranteed that the conversion rate and the selectivity are high, the catalyst is recycled for multiple batches and is low in cost, the yield of the final product is high, and industrialized production can be achieved.

Titanocene catalyzed opening of oxetanes

The reductive opening of oxetanes by Cp2TiCl was investigated by a combined synthetic and computational study. The activation and reaction energies predict a more difficult reaction than the related epoxide opening. Synthetically, the γ-titanoxy radicals obtained behave like typical free radicals. Their reactions are not controlled by the metal and its ligands. This is highlighted by the dimerization of phenyl substituted oxetane derived radicals.

Process for production of 5-arylpentanols

A process for producing a 5-arylpentanol of formula (2): wherein R1 represents an aryl group which may be substituted with one or two or more of an alkyl or alkoxy group and has 6 to 12 carbon atoms in total, R3 represents a hydrogen atom, or an alkyl or alkenyl group of 1 to 6 carbon atoms, and R4 represents R2 defined below when R2 is a monovalent group or represents R2H when R2 is a divalent group, which comprises effecting hydrogenolysis of a pyran compound of formula (1): wherein, R1 and R3 are as defined above, R2 represents a hydrogen atom, an alkyl or alkenyl group of 1 to 6 carbon atoms, or an alkylidene or alkenylidene group of 1 to 6 carbon atoms, and a dotted line represents a possible bond and any one of the three bonds represented by dotted lines and solid lines is a double bond, in the presence of one or more catalysts selected from (a) a catalyst carrying two or more elements selected from noble metals in Group VIII in the periodic table and (b) an acid type palladium-supporting catalyst. 5-arylpentanols can be prepared in a high yield with low production of hydrocarbons without causing a problem with regard to corrosion of process equipment.

Compounds having protected hydroxy groups

The present invention relates to compounds with protected hydroxy groups of formula (I) These compounds are precursors for organoleptic agents, such as fragrances, and masking agents and for antimicrobial agents. When activated, the compounds of formula (I) are cleaved and form one or more organoleptic and/or antimicrobial compounds.

Beta-ketoester compounds

The beta-ketoesters of formula I are useful as precursors for organoleptic compounds, especially for flavors, fragrances and masking agents and antimicrobial compounds.

Ketone precursors for organoleptic compounds

The invention discloses ketones of formula I: wherein, Y is an optionally substituted alkyl, cycloalkyl, or cycloalkylalkyl, wherein each alkyl group is straight or branched and each alkyl and cycloalkyl group is saturated or unsaturated; R1is hydrogen or a C1-6alkyl group that is substituted, saturated or unsaturated, straight or branched; A is a chromophoric substituted aromatic ring or ring system; n is an integer; and with the proviso that formula I is not 2-ethoxy-1-phenyl-ethanone. These compositions are useful for the delivery of organoleptic compounds, especially of flavors, fragrances, masking agents and antimicrobial compounds.