63500-71-0

Basic information

• Product Name: 2-ISOBUTYL-4-HYDROXY-4-METHYLTETRAHYDROPYRAN
• Synonyms: tetrahydro-4-methyl-2-(2-methylpropyl)-2h-pyran-4-o;tetrahydro-4-methyl-2-(2-methylpropyl)-2H-Pyran-4-ol;2-ISOBUTYL-4-HYDROXY-4-METHYLTETRAHYDROPYRAN;FLOROL;FLOROSA;TETRAHYDRO-2-ISOBUTYL-4-METHYL 2(2H) PYRANOL;2-(2-Methylpropyl)-4-hydroxy-4-methyl tetrahydropyran;2H-Pyran-4-ol, tetrahydro-4-methyl-2-(2-methylpropyl)-
• CAS NO: 63500-71-0
• Molecular Formula: C₁₀H₂₀O₂
• Molecular Weight: 172.26
• EINECS: 405-040-6
• Mol File: 63500-71-0.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 243 °C at 760 mmHg
• Flash Point: 88 °C
• Appearance: /
• Density: 0.936 g/cm³
• Vapor Pressure: 0.00557mmHg at 25°C
• Refractive Index: 1.45
• PKA: 14.69±0.40(Predicted)
• Water Solubility: 23g/L at 23℃
• CAS DataBase Reference: 2-ISOBUTYL-4-HYDROXY-4-METHYLTETRAHYDROPYRAN(CAS DataBase Reference)
• NIST Chemistry Reference: 2-ISOBUTYL-4-HYDROXY-4-METHYLTETRAHYDROPYRAN(63500-71-0)
• EPA Substance Registry System: 2-ISOBUTYL-4-HYDROXY-4-METHYLTETRAHYDROPYRAN(63500-71-0)

Safety Data

• Hazardous Substances Data: 63500-71-0(Hazardous Substances Data)

Usage

Chemical Properties

2-Isobutyl-4-methyltetrahydro-2H-pyran-4-ol is a colorless to pale yellow liquid with a fresh, soft, and natural floral odor.Cyclocondensation of 3-methyl-3-buten-l-ol with 3-methylbutanal on silica gel and alumina in the absence of solvents is proposed for synthesis.The material consists of a cis/trans-isomer mixture. The proportion of the more valuable cis-isomer can be increased by using dilute sulfuric acid as catalyst.

Flammability and Explosibility

Nonflammable

Trade name

Florol? (Firmenich), Florosa (Givaudan), Florosol (Innospec), Pyranol (BASF).

InChI:InChI=1/C10H20O2/c1-8(2)6-9-7-10(3,11)4-5-12-9/h8-9,11H,4-7H2,1-3H3

Upstream product

• 58303-58-5 2-Isobutyl-4,4-dimethyl-1,3-dioxane 
• 763-32-6 2-methyl-1-buten-4-ol 
• 590-86-3 isovaleraldehyde 

Relevant articles and documents

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

The present invention relates to a method for preparing 2-substituted 4-hydroxy-4-methyltetrahydropyrans from starting materials comprising at least one 2-alkyl-4,4-dimethyl-1,3-dioxane.

Contribution to elucidation of the mechanism of preparation of 2-isobutyl-4-methyltetrahydro-2H-pyran-4-ol

The effects of catalyst type (sulfuric acid, Amberlyst 15, p-toluenesulfonic acid, and p-dodecylbenzenesulfonic acid) and of addition of water on the preparation of 2-isobutyl-4-methyltetrahydro-2H-pyran-4-ol by Prins cyclization were studied. It was discovered that in the absence of added water the amphiphilic character of the acid had the main effect and that organic acids were unsuitable for preparation of this compound. From the perspective of the ratio of the amount of the desired product to that of dihydropyrans, after addition of water the results obtained by use of p-toluenesulfonic acid (ratio 3.5, selectivity 67 %) were comparable with those obtained by use of sulfuric acid and were better than those obtained by use of Amberlyst 15 (ratio 2.3, selectivity 68 %). A detailed study of the mechanism confirmed that addition of water to the double bonds of dihydropyrans does not occur.

ISOMERISATION OF 2-R-4,4-DIMETHYL- AND 2-R-4-METHYL-4-PHENYL-1,3-DIOXANES TO 2-R-4-METHYL- AND 2-R-4-PHENYLTETRAHYDROPYRAN-4-OLS

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