5502-74-9

Basic information

• Product Name: 4-(2-hydroxy-2-propyl)cyclohexene-1-methanol
• Synonyms: 4-(2-hydroxy-2-propyl)cyclohexene-1-methanol;4-(1-Hydroxy-1-methylethyl)-1-cyclohexene-1-methanol;p-Menth-1-ene-7,8-diol
• CAS NO: 5502-74-9
• Molecular Formula: C₁₀H₁₈O₂
• Molecular Weight: 170.24872
• EINECS: 226-838-9
• Mol File: 5502-74-9.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 276.1°Cat760mmHg
• Flash Point: 127.1°C
• Appearance: /
• Density: 1.04g/cm³
• Vapor Pressure: 0.000614mmHg at 25°C
• Refractive Index: 1.506
• CAS DataBase Reference: 4-(2-hydroxy-2-propyl)cyclohexene-1-methanol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2-hydroxy-2-propyl)cyclohexene-1-methanol(5502-74-9)
• EPA Substance Registry System: 4-(2-hydroxy-2-propyl)cyclohexene-1-methanol(5502-74-9)

Safety Data

• Hazardous Substances Data: 5502-74-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H18O2/c1-10(2,12)9-5-3-8(7-11)4-6-9/h3,9,11-12H,4-7H2,1-2H3

Upstream product

• 6931-54-0 β-pinene oxide 
• 15719-64-9 methylammonium carbonate 
• 80-26-2 terpinyl acetate 
• 149194-95-6 2-(1-Oxa-spiro[2.5]oct-6-yl)-propan-2-ol 
• 149194-96-7 2-(1-Oxa-spiro[2.5]oct-6-yl)-propan-2-ol 
• 7299-42-5 δ-terpineol 
• 154843-77-3 (r-1,c-4)-7-bromo-p-menthane-1,8-diol 
• 154843-76-2 (r-1,t-4)-7-bromo-p-menthane-1,8-diol 
• 154843-84-2 (r-1,c-4)-1,7-dibromo-p-menthan-8-ol 
• 177698-19-0 Beta-pinene 

Relevant articles and documents

Preparation of α-terpineol and perillyl alcohol using zeolites beta

The preparation of α-terpineol by direct hydration of limonene catalyzed by zeolites beta was studied. The same catalyst was used to prepare perillyl alcohol by isomerization of β-pinene oxide in the presence of water. The aim was to optimize the reaction conditions to achieve high conversions of starting material and high selectivity to the desired products. In the case of limonene, it was found that the highest selectivity to α-terpineol was 88% with conversion of 36% under the conditions: 50?wt% of catalyst beta 25, 10% aqueous acetic acid (10?mL) (volume ratio limonene:H2O = 1:4.5), temperature 50?°C, after 24?h. In the case of β-pinene oxide, it was found that the highest selectivity to perillyl alcohol, which was 36% at total conversion, was obtained in the reaction under the following conditions: dimethyl?sulfoxide as solvent (volume ratio β-pinene oxide:DMSO = 1:5), catalyst beta 25 without calcination (15?wt%), demineralized water (molar ratio β-pinene oxide:H2O = 1:8), temperature 70?°C, 3?h. The present study shows that the studied reactions are suitable for the selective preparation of chosen compounds.

Selective Catalytic Isomerization of β-Pinene Oxide to Perillyl Alcohol Enhanced by Protic Tetraimidazolium Nitrate

A series of tetraimidazolium salts with different anions was prepared and applied in the isomerization of β-pinene oxide. After examining the activity of different catalysts, a remarkable enhancement of the selectivity of perillyl alcohol (47 %) was obtained over [PEimi][HNO3]4 under mild reaction conditions and using DMSO as the solvent. Furthermore, noncovalent interactions between solvent molecules and the catalyst were found by FT-IR spectroscopy and confirmed by computational chemistry. The homogeneous catalyst showed excellent stability and was reused up to six times without significant loss.

Iron-catalyzed epoxidation of aromatic olefins and 1,3-dienes

The combination of iron(III) chloride, pyridine-2,6-dicarboxylic acid and formamidine ligands allows for the epoxidation of styrenes and conjugated dienes in excellent chemoselectivity and yields.