699-02-5

Basic information

• Product Name: 2-(4-METHYLPHENYL)ETHANOL
• Synonyms: 2-(4-METHYLPHENYL)ETHANOL;2-(P-TOLYL)ETHANOL;4-METHYLPHENETHYL ALCOHOL;P-METHYLPHENETHYL ALCOHOL;2-(p-Methylphenyl)ethanol;4-methyl-benzeneethano;4-Methylbenzeneethanol;4-methyl-Benzeneethanol
• CAS NO: 699-02-5
• Molecular Formula: C₉H₁₂O
• Molecular Weight: 136.19
• EINECS: 211-824-7
• Product Categories: Alcohols;C9 to C30;Oxygen Compounds;Building Blocks;C9 to C10;Chemical Synthesis;Organic Building Blocks;Oxygen Compounds
• Mol File: 699-02-5.mol
• Article Data: 54

Chemical Properties

• Boiling Point: 244-245 °C(lit.)
• Flash Point: 225 °F
• Appearance: Clear colorless to faintly yellow liquid
• Density: 0.978 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.526(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 14.92±0.10(Predicted)
• CAS DataBase Reference: 2-(4-METHYLPHENYL)ETHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-METHYLPHENYL)ETHANOL(699-02-5)
• EPA Substance Registry System: 2-(4-METHYLPHENYL)ETHANOL(699-02-5)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 699-02-5(Hazardous Substances Data)

Usage

Chemical Properties

Clear colorless to faintly yellow liquid

Uses

4-Methylphenethyl alcohol was used in the determination of adducts of 1,2- and 1,4-benzoquinone with cysteine residues of hemoglobin and albumin.

InChI:InChI=1/C9H12O/c1-8-2-4-9(5-3-8)6-7-10/h2-5,10H,6-7H2,1H3

Upstream product

• 75-21-8 oxirane 
• 6749-78-6 4-methylphenylmagnesium iodide 
• 13107-39-6 2-(4-methylphenyl)oxirane 
• 589-18-4 4-Methylbenzyl alcohol 
• 589-29-7 p-xylylene glycol 
• 622-47-9 4-tolylacetic acid 
• 4714-37-8 1-(2,2-dichlorovinyl)-4-methylbenzene 
• 622-97-9 1-ethenyl-4-methylbenzene 
• 622-96-8 4-methylethylbenzene 
• 23786-13-2 methyl p-tolylacetate 
• 64-17-5 ethanol 
• 60-29-7 diethyl ether 
• 7446-70-0 aluminium trichloride 
• 108-88-3 toluene 

Downstream Products

• 99187-87-8 chloromethyl-(4-methyl-phenethyl)-ether 
• 622-97-9 1-ethenyl-4-methylbenzene 
• 6529-51-7 2-(4-methylphenyl)ethyl bromide 
• 32327-68-7 p-methyl-2-phenylethyl chloride 
• 854258-80-3 bis-(4-methyl-phenethyl)-ether 
• 22545-18-2 3,5-dinitro-benzoic acid-(4-methyl-phenethyl ester) 
• 32504-14-6 (4-methyl-phenethyl)-hydrazine 
• 72567-42-1 4-[2-(4-methylphenyl)ethoxy]nitrobenzene 
• 120391-67-5 1-iodo-2-(4-methylphenyl)ethane 
• 7530-13-4 N-[2-(4-methylphenyl)ethyl]piperidine 
• 1026512-97-9 2-hydroxy-3,3-diphenyl-3-(2-p-tolyl-ethoxy)-propionic acid methyl ester 
• 51125-14-5 1-methyl-4-pent-4-enylbenzene 
• 3261-62-9 2-(p-tolyl)ethylamine 
• 51037-05-9 2-methyl-4-(p-tolyl)butanoic acid 

Relevant articles and documents

Borane evolution and its application to organic synthesis using the phase-vanishing method

Although borane is a useful reagent, it is difficult to handle. In this study, borane was generated in situ from NaBH4 or nBu4NBH4 with several oxidants using a phase-vanishing (PV) method. The borane generated was directly reacted with alkenes, affording the desired alcohols in good yields after oxidation with H2O2 under basic conditions. The selective reduction of carboxylic acids with the evolved borane was examined. The organoboranes generated by the PV method successfully underwent Suzuki–Miyaura coupling. Using this PV system, reactions with borane can be carried out easily and safely in a common test tube.

Regiodivergent Hydroborative Ring Opening of Epoxides via Selective C-O Bond Activation

A magnesium-catalyzed regiodivergent C-O bond cleavage protocol is presented. Readily available magnesium catalysts achieve the selective hydroboration of a wide range of epoxides and oxetanes yielding secondary and tertiary alcohols in excellent yields and regioselectivities. Experimental mechanistic investigations and DFT calculations provide insight into the unexpected regiodivergence and explain the different mechanisms of the C-O bond activation and product formation.

Ruthenium-Catalyzed Selective Hydrogenation of Epoxides to Secondary Alcohols

A ruthenium(II)-catalyzed highly selective Markovnikov hydrogenation of terminal epoxides to secondary alcohols is reported. Diverse substitutions on the aryl ring of styrene oxides are tolerated. Benzylic, glycidyl, and aliphatic epoxides as well as diepoxides also underwent facile hydrogenation to provide secondary alcohols with exclusive selectivity. Metal-ligand cooperation-mediated ruthenium trans-dihydride formation and its reaction involving oxygen and the less substituted terminal carbon of the epoxide is envisaged for the origin of the observed selectivity.