17092-41-0

Basic information

• Product Name: (R)-2-METHYLPENTANOL
• Synonyms: (R)-2-METHYLPENTANOL;(R)-2-methylpentan-1-ol;1-Pentanol, 2-methyl-, (2R)-
• CAS NO: 17092-41-0
• Molecular Formula: C₆H₁₄O
• Molecular Weight: 102.17476
• Product Categories: Chiral Reagent
• Mol File: 17092-41-0.mol
• Article Data: 36

Chemical Properties

• Boiling Point: 148 °C at 760 mmHg
• Flash Point: 50.6 °C
• Appearance: /
• Density: 0.814 g/cm³
• CAS DataBase Reference: (R)-2-METHYLPENTANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-METHYLPENTANOL(17092-41-0)
• EPA Substance Registry System: (R)-2-METHYLPENTANOL(17092-41-0)

Safety Data

• Hazardous Substances Data: 17092-41-0(Hazardous Substances Data)

Usage

General Description

(R)-2-Methylpentanol, also known as 2-Methyl-1-pentanol, is a colorless liquid with a faint, rose-like odor. It is a primary alcohol with the chemical formula C6H14O and is typically used as a solvent in various industrial applications, including in the production of resins, paints, varnishes, and pharmaceuticals. This chemical is also used as a flavoring agent in the food and beverage industry. It can be produced through the hydration of 2-Methyl-1-pentene or through the reduction of 2-Methyl-1-pentanal. (R)-2-Methylpentanol is considered to be relatively non-toxic, but it can cause irritation to the eyes, skin, and respiratory system upon exposure. Additionally, it is flammable and should be handled with proper safety precautions.

Upstream product

• 16958-19-3 (2E)-2-methyl-2-penten-1-ol 
• 53531-14-9 (R)-(+)-2-methylpentanal 
• 116908-84-0 2-methylvaleryl chloride 
• 74669-69-5 (R)-2-Methylpentylamin 
• 105-30-6 2-methylpentan-1-ol 
• 49642-47-9 methyl (R)-2-methylbutyric acid 
• 161794-90-7 (R)-2-methyl-1-(tetrahydropyranyloxy)pentane 
• 1383381-15-4 (R)-tert-butyl(2-methylpentyloxy)diphenylsilane 
• 82043-22-9 (S)-(-)-2-methylpentanal 
• 96864-03-8 (R)-2-Methyl-pentanoic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester 
• 374688-40-1 (S)-2-methyl-3-penten-1-ol 
• 151409-53-9 methyl ester of/the/ (+)(S)-methylpropylacetic acid 
• 64-17-5 ethanol 
• 28959-02-6 ethyl 2-methylpentanoate 

Downstream Products

• 14753-05-0 (-)-1-Chlor-2-methyl-pentan 
• 122872-34-8 (2S)-2-methylpentyl (S)-3,3,3-trifluoro-2-methoxy-2-phenylpropionate 
• 1193643-20-7 bis[(2S)-2-methylpentyl] 5-(tetrahydropyran-2-yloxymethyl)isophthalate 
• 1193643-17-2 bis[(2R)-2-methylpentyl] 5-(tetrahydropyran-2-yloxymethyl)isophthalate 
• 763-29-1 2-Methyl-1-pentene 
• 1383381-17-6 (R)-4-benzyl-3-((2S,4R)-2,4-dimethylheptanoyl)-2-oxazolidinone 
• 1383381-19-8 methyl (R)-2-((2S,4R)-2,4-dimethylheptanamido)-2-phenylacetate 

Relevant articles and documents

Total Synthesis and Structure Revision of Boholamide A

The 15-membered cyclic depsipeptide boholamide A and an epimer were prepared by total synthesis for the first time, thus leading to a revision of C6 stereochemistry in the originally proposed structure of natural boholamide A. This convergent route features achievement of a macro-lactamization step in a gram scale. The revised boholamide A was sythesized with 16 linear steps in 5.46% overall yield. This work facilitates the investigations of boholamide A as a potential hypoxia-selective anticancer agent.

Enantioselective Synthesis of the Proposed Structure of Santinol D

In connection with structural verification of santinol D, a unique tricylglycerol isolated from Helichrysum italicum subsp. microphyllum, four possible isomers of its C-2'''and C-4''' centers were synthesized. The two enolizable chiral centers were installed with pre-defined absolute configurations using Evans alkylation and aldol condensation, respectively. The extra chiral center introduced in the aldol condensation was removed by Dess–Martin oxidation to convert the adjacent methine group into the highly enolizable subunit of an α-alkyl-β-keto ester at the end of the synthesis. The synthetic isomers provided unequivocal physical and NMR data for every single enantiomer and thus provided the information required for the configurational assignment of this natural product. With the aid of a model compound, the racemization of such species was examined polarimetrically under several sets of typical conditions and the rates were also calculated from the corresponding kinetics data.

Synthesis and fungicidal activity of 2-methylalkyl isonicotinates and nicotinates

Abstract: Homologs and analogs of 2-methylheptyl isonicotinate (new, natural antifungal and antibacterial antibiotic isolated from Streptomyces sp. 201): racemic 2-methylalkyl isonicotinates 4 and nicotinates 5 and enantiomerically enriched in the R and S isomers, 2-methylpentyl isonicotinate and nicotinate were obtained. Fungistatic activity of the compounds was evaluated. Nicotinates 5a–c show significant activity against phytopathogenic fungi: Fusarium culmorum, Phytophthora cactorum, Rhizoctonia solani. The activity of the enantiomerically enriched compounds was comparable to the activity of racemic ones. There was no significant difference in fungistatic activity between the enantiomerically enriched R and S isomers. Investigated compounds and their oxalates have proven to be active against chalkbrood disease caused by fungal species Ascosphaera apis. The activity of the nicotinates 5a and 5b and oxalates 5a–c against Ascosphaera apis was higher than the activity of oxalic acid itself. Especially high activity was shown for 2-methylbutyl nicotinate 5a and oxalate of 2-methylpentyl nicotinate 5b. Graphical abstract: [InlineMediaObject not available: see fulltext.]