65738-46-7

Basic information

• Product Name: (2-methoxy-1-methylethyl)benzene
• Synonyms: (2-methoxy-1-methylethyl)benzene
• CAS NO: 65738-46-7
• Molecular Formula: C₁₀H₁₄O
• Molecular Weight: 150.21756
• EINECS: 265-903-6
• Mol File: 65738-46-7.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 182.6°Cat760mmHg
• Flash Point: 59.8°C
• Appearance: /
• Density: 0.925g/cm³
• Vapor Pressure: 1.09mmHg at 25°C
• Refractive Index: 1.488
• CAS DataBase Reference: (2-methoxy-1-methylethyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: (2-methoxy-1-methylethyl)benzene(65738-46-7)
• EPA Substance Registry System: (2-methoxy-1-methylethyl)benzene(65738-46-7)

Safety Data

• Hazardous Substances Data: 65738-46-7(Hazardous Substances Data)

Usage

Description

(2-Methoxy-1-methylethyl)benzene, also known as ethyltoluene, is a colorless liquid with a sweet, floral odor. It is a volatile organic compound that is commonly used as a solvent in various industries and as an intermediate in the synthesis of other chemicals.

Uses

Used in Paints and Coatings Industry:
(2-Methoxy-1-methylethyl)benzene is used as a solvent for paints, varnishes, and adhesives to improve their solubility, application properties, and drying time.
Used in Perfumery and Fragrance Industry:
(2-Methoxy-1-methylethyl)benzene is used as a fragrance ingredient in perfumes and fragrances due to its sweet, floral odor, enhancing the overall scent profile of the product.
Used in Chemical Synthesis:
(2-Methoxy-1-methylethyl)benzene is used as an intermediate in the synthesis of various chemicals, such as dyes and pharmaceuticals, contributing to the production of a wide range of products.
It is important to handle (2-Methoxy-1-methylethyl)benzene with caution, as it can be harmful if inhaled, ingested, or in contact with the skin, and it may cause irritation to the eyes and respiratory system. Proper safety precautions and protective equipment should be used when working with this chemical to minimize potential health risks and environmental impact.

InChI:InChI=1/C10H14O/c1-9(8-11-2)10-6-4-3-5-7-10/h3-7,9H,8H2,1-2H3

Upstream product

• 96-09-3 styrene oxide 
• 74-88-4 methyl iodide 
• 19149-98-5 (3-methoxyprop-1-en-2-yl)benzene 
• 23946-74-9 1-methoxypropan-2-yl 4-methylbenzenesulfonate 
• 100-58-3 phenylmagnesium bromide 
• 34713-70-7 2-Phenylpropanal 
• 1123-85-9 (RS)-2-phenyl-1-propanol 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 94474-95-0 2-p-nitrophenyl-1-propyl methyl ether 
• 94474-90-5 2-p-N,N-diethylaminophenyl-1-propyl methyl ether 
• 104237-25-4 2-p-aminophenyl-1-propyl methyl ether 
• 1450816-67-7 (E)-ethyl 3-(2-(1-methoxypropan-2-yl)phenyl)acrylate 
• 24591-33-1 4-bromo-2-isopropylanisole 

Relevant articles and documents

Ether-directed ortho-C-H olefination with a palladium(II)/monoprotected amino acid catalyst

Weak coordination is powerful! A PdII-catalyzed olefination of ortho-C-H bonds of arenes directed by weakly coordinating ethers is developed by using monoprotected amino acid (MPAA) ligands. This finding provides a method for chemically modifying ethers, which are abundant in natural products and drug molecules. HFIP=hexafluoroisopropanol. Copyright

Chelates as intermediates in nucleophilic additions to alkoxy ketones according to Cram's rule (cyclic model)

Chelates have been considered intermediates in the often highly stereoselective reactions of α-alkoxy and similarly substituted ketones for over 30 years,10 but without mechanistic evidence. It is now shown, by stop-flow ("rapid injection") NMR kinetics,15 that the specific rates of reaction of ketones C6H5COCH(OR)CH3 with Me2Mg, where R = (i-Pr)3 ("TIPS"), t-BuPh2Si, t-BuMe2Si, Et3Si, Me3Si, and Me, parallel the diastereoselectivity of the reaction; i.e., the fastest reacting compound (R = Me) is the one which gives the highest proportion of the product predicted by Cram's chelate rule. The major product of the slowest reacting compound (R = TIPS) is not in accord with Cram's chelate rule, and this compound reacts at the same specific rate as the parent, C6H5COCH2CH3. This is in accord with earlier work indicating that TIPSO does not chelate. Compounds intermediate in the series react at intermediate rates and give the two diastereomeric products in proportions which can be calculated by assuming two competing reactions (cf. Figure 2): one proceeding via the chelated transition states giving the product predicted by the chelate rule and one not involving chelation which gives the same product composition as the R = TIPS compound. Direct steric effects on carbonyl reactivity due to the remote bulky silyloxy substituents have been excluded by the study of carbon analogues bearing similar bulky groups. Thus, the kinetic effect in the above series appears to be due to steric hindrance to chelation; hence, the parallel of specific rate and stereoselectivity demonstrates that high stereoselectivity is associated with strong chelation, as postulated by Cram and Kopecky in 1959.10.