622-60-6

Basic information

• Product Name: 4-METHYLPHENETOLE
• Synonyms: 1-ethoxy-4-methyl-benzen;1-Ethoxy-4-methylbenzene;1-ethoxy-4-methyl-Benzene;4-Ethoxytoluene;4-ethoxy-toluene;Ethyl p-tolyl ether;p-Ethoxytoluene;Phenetole, p-methyl-
• CAS NO: 622-60-6
• Molecular Formula: C₉H₁₂O
• Molecular Weight: 136.19
• EINECS: 210-746-0
• Product Categories: Phenetole
• Mol File: 622-60-6.mol
• Article Data: 22

Chemical Properties

• Melting Point: 139-141 °C
• Boiling Point: 188.5°C (estimate)
• Flash Point: 70 °C
• Appearance: /
• Density: 0.9509
• Vapor Pressure: 0.721mmHg at 25°C
• Refractive Index: 1.5058
• CAS DataBase Reference: 4-METHYLPHENETOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHYLPHENETOLE(622-60-6)
• EPA Substance Registry System: 4-METHYLPHENETOLE(622-60-6)

Safety Data

• Hazardous Substances Data: 622-60-6(Hazardous Substances Data)

Usage

General Description

4-Methylphenetole, also known as p-anisole, is a chemical compound with the molecular formula C8H10O. It is commonly used as a solvent and as an intermediate in the synthesis of pharmaceuticals, perfumes, and other organic compounds. 4-Methylphenetole is a clear, colorless liquid with a pleasant, sweet odor. It is flammable and may be harmful if swallowed, inhaled, or absorbed through the skin. Additionally, it can cause irritation to the eyes, skin, and respiratory system. The compound should be handled and stored with care in accordance with proper safety measures and guidelines.

InChI:InChI=1/C9H12O/c1-3-10-9-6-4-8(2)5-7-9/h4-7H,3H2,1-2H3

Upstream product

• 74-96-4 ethyl bromide 
• 106-44-5 p-cresol 
• 64-17-5 ethanol 
• 540-23-8 p-toluidine hydrochloride 
• 2028-84-4 p-methylbenzenediazonium chloride 
• 38258-26-3 toluene-4-diazonium ; sulfate 
• 1080-32-6 O,O-diethyl benzylphosphonate 
• 1121-70-6 sodium 4-methylphenoxide 
• 75-03-6 ethyl iodide 
• 1192-96-7 potassium p-cresolate 
• 80-40-0 ethyl ester of p-toluenesulfonic acid 
• 65609-75-8 p-ethoxybenzaldehyde N-tosylhydrazone 
• 368-39-8 triethyloxonium fluoroborate 
• 1124-58-9 p-tolylcyanate 

Downstream Products

• 873396-80-6 4-(2-ethoxy-5-methyl-phenyl)-4-oxo-butyric acid 
• 140900-16-9 3-(2-ethoxy-5-methyl-phenyl)-pentenedioic acid 
• 519-73-3 triphenylmethane 
• 856366-74-0 2,2-bis-(2-ethoxy-5-methyl-phenyl)-1,1,1-trichloro-ethane 
• 116529-99-8 2-ethoxy-5-methylbenzaldehyde 
• 6161-67-7 3-ethyl-4-methyl-phenol 
• 609-93-8 2,6-dinitro-p-cresol 
• 60546-37-4 4-methyl-2,6-dinitro-phenetole 
• 6640-27-3 2-chloro-p-cresol 
• 2432-12-4 2,6-dichloro-4-methylophenol 
• 619-86-3 4-(ethoxy)benzoic acid 
• 68758-67-8 2-chloro-4-methyl-phenetole 
• 67828-41-5 2,6-dichloro-4-methyl-phenetole 
• 103260-55-5 2-bromo-1-ethoxy-4-methylbenzene 

Relevant articles and documents

Hydrosilylation of aromatic azomethines

The reactions of aromatic azomethines with methyldichlorosilane, phenyldichlorosilane, and dimethylchlorosilane, performed in the presence of Speier's, Wilkinson's, and Karstedt's catalysts and a series of Pt(II) complexes LL'PtCl2, give hydrosilylation and reduction products whose ratio depends on the catalyst used. The highest yield of hydrosilylation products is attained with Pt(II) complexes as catalysts.

Transition-Metal-Free C-C, C-O, and C-N Cross-Couplings Enabled by Light

Transition-metal-catalyzed cross-couplings to construct C-C, C-O, and C-N bonds have revolutionized chemical science. Despite great achievements, these metal catalysts also raise certain issues including their high cost, requirement of specialized ligands, sensitivity to air and moisture, and so-called "transition-metal-residue issue". Complementary strategy, which does not rely on the well-established oxidative addition, transmetalation, and reductive elimination mechanistic paradigm, would potentially eliminate all of these metal-related issues. Herein, we show that aryl triflates can be coupled with potassium aryl trifluoroborates, aliphatic alcohols, and nitriles without the assistance of metal catalysts empowered by photoenergy. Control experiments reveal that among all common aryl electrophiles only aryl triflates are competent in these couplings whereas aryl iodides and bromides cannot serve as the coupling partners. DFT calculation reveals that once converted to the aryl radical cation, aryl triflate would be more favorable to ipso substitution. Fluorescence spectroscopy and cyclic voltammetry investigations suggest that the interaction between excited acetone and aryl triflate is essential to these couplings. The results in this report are anticipated to provide new opportunities to perform cross-couplings.

Preparation method of dapagliflozin intermediate

The invention provides a preparation method of a dapagliflozin intermediate. The preparation method comprises the following steps: (1) by taking 4-methylphenol and bromoethane as raw materials, a polar solvent as a reaction solvent and an inorganic base as a catalyst, carrying out reaction for preparing 4-ethyoxyl methylbenzene; (2) by taking N-chlorosuccinimide and 4-ethyoxyl methylbenzene obtained in the step (1) as raw materials, a non-polar solvent as a reaction solvent and dibenzoyl peroxide as an initiator, carrying out reaction, thus obtaining 4-ethyoxyl benzyl chloride; (3) dissolving 4-ethyoxyl benzyl chloride obtained in the step (2) and 4-bromaniline into ethyl acetate, adding a catalyst lewis acid, and carrying out reaction, thus obtaining 5-bromo-2-amino-4-ethyoxyl diphenylmethane; and (4) carrying out diazotization reaction on 5-bromo-2-amino-4-ethyoxyl diphenylmethane obtained in the step (3), and then reacting with cuprous chloride, thus synthesizing 5-bromo-2-chloro-4'-ethyoxyl diphenylmethane. The preparation method provided by the invention has the advantages of low cost, low environmental stress and short synthetic route.