14898-80-7

Basic information

• Product Name: (S)-(+)-4-METHYL-2-PENTANOL
• Synonyms: 4-METHYL (S)-2-PENTANOL;(S)-(+)-Methyl isobutyl carbinol;(S)-(+)-4-METHYLPENTAN-2-OL;(S)-(+)-4-METHYL-2-PENTANOL;(S)-(+)-4-METHYL-2-PENTANOL, 99% (99+% ee);(S)-1,3-Dimethyl-1-butanol;(S)-(+)-4-Methyl-2-pentanol(S)-(+)-Methyl isobutyl carbinol;(S)-(+)-4-Methyl-2-pentanol 1GR
• CAS NO: 14898-80-7
• Molecular Formula: C₆H₁₄O
• Molecular Weight: 102.17
• Product Categories: Alcohols, Hydroxy Esters and Derivatives;Chiral Compounds;Alcohols;Chiral Building Blocks;Organic Building Blocks
• Mol File: 14898-80-7.mol
• Article Data: 40

Chemical Properties

• Boiling Point: 138 °C(lit.)
• Flash Point: 106 °F
• Appearance: Clear colorless/Liquid
• Density: 0.802 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.4790(lit.)
• Storage Temp.: Flammables area
• PKA: 15.31±0.20(Predicted)
• Water Solubility: Slightly soluble in water. Soluble in alcohol.
• BRN: 1718991
• CAS DataBase Reference: (S)-(+)-4-METHYL-2-PENTANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(+)-4-METHYL-2-PENTANOL(14898-80-7)
• EPA Substance Registry System: (S)-(+)-4-METHYL-2-PENTANOL(14898-80-7)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 10-37-66-20
• Safety Statements: 24/25-46
• RIDADR: UN 2053 3/PG 3
• WGK Germany: 1
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 14898-80-7(Hazardous Substances Data)

Usage

Description

(S)-(+)-4-METHYL-2-PENTANOL, also known as (S)-4-methyl-2-pentanol, is an organic compound belonging to the alcohol family. It is a chiral secondary alcohol with a distinct molecular structure, characterized by its clear colorless liquid appearance. (S)-(+)-4-METHYL-2-PENTANOL is known for its unique chemical properties and reactivity, making it a versatile building block in various chemical and industrial applications.

Uses

Used in Chemical Synthesis:
(S)-(+)-4-METHYL-2-PENTANOL is used as a chiral building block for the synthesis of various organic compounds, particularly in the pharmaceutical and fragrance industries. Its unique stereochemistry allows for the creation of enantiomerically pure products, which are essential in the development of drugs with fewer side effects and improved efficacy.
Used in the Pharmaceutical Industry:
In the pharmaceutical industry, (S)-(+)-4-METHYL-2-PENTANOL is used as an intermediate in the synthesis of chiral drugs. Its ability to provide enantiomerically pure products is crucial for the development of drugs with targeted therapeutic effects and reduced side effects.
Used in the Fragrance Industry:
(S)-(+)-4-METHYL-2-PENTANOL is also utilized in the fragrance industry as a key component in the creation of various scents. Its unique chemical properties contribute to the development of distinct and complex fragrances.
Used in the Reaction of 2-methoxyethyl acetals with allylsilanes:
(S)-(+)-4-METHYL-2-PENTANOL is employed in the reaction of 2-methoxyethyl acetals with allylsilanes in the presence of titanium tetrachloride, leading to regioselective carbon-oxygen bond cleavage of the unsymmetrical acetals. This reaction is significant in the synthesis of complex organic molecules and contributes to the development of novel chemical compounds with potential applications in various industries.

Upstream product

• 108-11-2 Methyl isobutyl carbinol 
• 94806-35-6 (S)-4-Methyl-4-penten-2-ol 
• 674-76-0 (E)-4-methylpent-2-ene 
• 80422-50-0 (SS)-4-methyl-1-(N-methylphenylsulfonimidoyl)-2-pentanol 
• 108-10-1 4-methyl-2-pentanone 
• 920-39-8 isopropylmagnesium bromide 
• 74-88-4 methyl iodide 
• 75-24-1 trimethylaluminum 
• 590-86-3 isovaleraldehyde 
• 625-28-5 Isovaleronitrile 
• 80422-47-5 (SS)-4-methyl-1-(N-methylphenylsulfonimidoyl)-2-pentanone 
• 108-05-4 vinyl acetate 

Downstream Products

• 4511-57-3 (-)-1,3-Dimethylbutyl-methacrylat 
• 1196802-12-6 ((S)-1-methyl-isopentanyl)-p-cyanobenzoate 
• 1429391-70-7 2-methyl-4-chloropentane 

Relevant articles and documents

Pickering-Droplet-Derived MOF Microreactors for Continuous-Flow Biocatalysis with Size Selectivity

Enzymatic microarchitectures with spatially controlled reactivity, engineered molecular sieving ability, favorable interior environment, and industrial productivity show great potential in synthetic protocellular systems and practical biotechnology, but their construction remains a significant challenge. Here, we proposed a Pickering emulsion interface-directed synthesis method to fabricate such a microreactor, in which a robust and defect-free MOF layer was grown around silica emulsifier stabilized droplet surfaces. The compartmentalized interior droplets can provide a biomimetic microenvironment to host free enzymes, while the outer MOF layer secludes active species from the surroundings and endows the microreactor with size-selective permeability. Impressively, the thus-designed enzymatic microreactor exhibited excellent size selectivity and long-term stability, as demonstrated by a 1000 h continuous-flow reaction, while affording completely equal enantioselectivities to the free enzyme counterpart. Moreover, the catalytic efficiency of such enzymatic microreactors was conveniently regulated through engineering of the type or thickness of the outer MOF layer or interior environments for the enzymes, highlighting their superior customized specialties. This study provides new opportunities in designing MOF-based artificial cellular microreactors for practical applications.

Synthesis of cis-1,2-diol-type chiral ligands and their dioxaborinane derivatives: Application for the asymmetric transfer hydrogenation of various ketones and biological evaluation

Two cis-1,2-diol-type chiral ligands (T1 and T2) and their tri-coordinated chiral dioxaborinane (T(1–2)B(1–2)) and four-coordinated chiral dioxaborinane adducts with 4-tert-butyl pyridine sustained by N → B dati

Biaryl diphosphine ligands and their ruthenium complexes: Preparation and use for catalytic hydrogenation of ketones

Procedures for the preparation of the nucleophilic diphosphine ligands (R)-(4,4′,6,6′-tetramethoxybiphenyl-2,2′-diyl)bis(diphenylphosphine) ((R)-Ph-Garphos, 2a) and (S)-(4,4′,6,6′-tetramethoxybiphenyl-2,2′-diyl)bis(diphenylphosphine) ((S)-Ph-Garphos, 2b) were described. The ligands were used to prepare the ruthenium(II) Ph-Garphos complexes, chloro(p-cymene)(R)-(4,4′,6,6′-tetraamethoxybiphenyl-2,2′-diyl)bis(diphenylphosphine)ruthenium(II) chloride ([RuCl(p-cymene)(R)-Ph-Garphos]Cl (3)) and chloro(p-cymene)(S)-(4,4′,6,6′-tetraamethoxybiphenyl-2,2′-diyl)bis(diphenylphosphine)ruthenium(II) chloride ([RuCl(p-cymene)(S)-Ph-Garphos]Cl (4)). In the presence of the chiral diamine co-ligands (1R,2R)-1,2-diphenylethane-1,2-diamine (R,R-DPEN) and (1S,2S)-1,2-diphenylethane-1,2-diamine (S,S-DPEN), complexes 3 and 4 were found to be catalyst precursors for the enantioselective reduction of aryl ketones under mild conditions (room temperature and 3–4 atm of H2). The chiral alcohols were isolated in moderate to good yields and with enantioselectivities of up to 93percent. The ruthenium complexes chloro(p-cymene)(R)-(4,4′,6,6′-tetramethoxybiphenyl-2,2′-diyl)bis(bis(3,5-dimethylphenyl)-phosphine)ruthenium(II) chloride ([RuCl(p-cymene)(R)-Xyl-Garphos]Cl (5)) and chloro(p-cymene)(S)-(4,4′,6,6′-tetramethoxybiphenyl-2,2′-diyl)bis(bis(3,5-dimethylphenyl)-phosphine)ruthenium(II) chloride ([RuCl(p-cymene)(S)-Xyl-Garphos]Cl (6)) were also prepared and used as catalyst precursors for the hydrogenation of aryl ketones in the presence of (R,R)-DPEN and (S,S)-DPEN. Significant improvements in the enantioselectivities of the alcohols (up to 98percent ee.) were afforded. A combination of 6 and (S,S)-DPEN afforded (R)-1-(3-methoxyphenyl)ethanol in 89percent yield and with 95percent ee which was shown to be a suitable precursor for the preparation of (S)-rivastigmine.