59848-66-7

Basic information

• Product Name: tetrahydro-4-methylene-2-(2-methylpropyl)-2H-pyran
• Synonyms: tetrahydro-4-methylene-2-(2-methylpropyl)-2H-pyran;2-Isobutyl-4-methylenetetrahydro-2H-pyran;Einecs 261-953-8
• CAS NO: 59848-66-7
• Molecular Formula: C₁₀H₁₈O
• Molecular Weight: 154.24932
• EINECS: 261-953-8
• Mol File: 59848-66-7.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 199.6°C at 760 mmHg
• Flash Point: 68.7°C
• Appearance: /
• Density: 0.86g/cm³
• Vapor Pressure: 0.478mmHg at 25°C
• Refractive Index: 1.447
• CAS DataBase Reference: tetrahydro-4-methylene-2-(2-methylpropyl)-2H-pyran(CAS DataBase Reference)
• NIST Chemistry Reference: tetrahydro-4-methylene-2-(2-methylpropyl)-2H-pyran(59848-66-7)
• EPA Substance Registry System: tetrahydro-4-methylene-2-(2-methylpropyl)-2H-pyran(59848-66-7)

Safety Data

• Hazardous Substances Data: 59848-66-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H18O/c1-8(2)6-10-7-9(3)4-5-11-10/h8,10H,3-7H2,1-2H3

Upstream product

• 763-32-6 2-methyl-1-buten-4-ol 
• 590-86-3 isovaleraldehyde 
• 99806-26-5 3-bromo-4-hydroxy-2-methyl-1-butene 
• 86341-37-9 3-(Trimethylsilanylmethyl)but-3-en-1-ol 
• 101004-57-3 5-bromo-4-chloro-2-isobutyl-4-methyltetrahydropyran 
• 58303-58-5 2-Isobutyl-4,4-dimethyl-1,3-dioxane 
• 7437-61-8 2-methyl-3,4-epoxy-1-butene 

Downstream Products

• 14314-21-7 (+/-)-ipsenol 

Relevant articles and documents

REGIOSPECIFIC SYNTHESIS OF 2-SUBSTITUTED 4-METHYL-3,6-DIHYDRO-2H-PYRANS

The chloroalkylation of 3-halo-2-methyl-1-buten-4-ols was used to synthesize 4,5-dihalo-4-methyl-2-substituted tetrahydropyrans, which were converted regiospecifically to 3,6-dihydropyrans by reaction with magnesium.A similar reaction with zinc dust gave mixtures of 3,6- and 5,6-dihydropyrans.

PRODUCTION OF 2-SUBSTITUTED 4-METHYL-TETRAHYDROPYRANS FROM STARTING MATERIALS CONTAINING 2-ALKYL-4,4-DIMETHYL-1,3-DIOXANES

The invention relates to a method for producing 2-substituted 4-methyltetrahydropyrans of general formula (I) from starting materials containing at least one 2-substituted 4,4-dimethyl-1,3-dioxane of general formula (II).

1,2-ELIMINATION OF ALCOHOL FROM HOMOALLYL ETHERS UNDER THE INFLUENCE OF MIXED METAL BASES

Lithium diisopropylamide in the presence of catalytic amounts of potassium tert-butoxide smoothly converts homoallyl or homobenzyl type ethers to dienes (e.g., 1, 3, 5, 26) or styrenes (2). γ,δ-Unsaturated acetals give 1,3-dienyl ethers (e.g., 4) and 4-alkylidenetetrahydropyrans or dihydropyrans produce a variety of dienols (e.g., 6 - 17, 20 - 22). - If there is a choice, the new double bond is formed with high trans-selectivity while the configuration of existing double bonds is retained. - The elimination mode is syn-periplanar and concerted, though E1cb like.