5208-37-7

Basic information

• Product Name: 2-(3-methylphenyl)propan-2-ol
• Synonyms: benzenemethanol, alpha,alpha,3-trimethyl-
• CAS NO: 5208-37-7
• Molecular Formula: C₁₀H₁₄O
• Molecular Weight: 150.2176
• Mol File: 5208-37-7.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 204.8°C at 760 mmHg
• Flash Point: 102.7°C
• Density: 0.979g/cm³
• Vapor Pressure: 0.156mmHg at 25°C
• Refractive Index: 1.516
• CAS DataBase Reference: 2-(3-methylphenyl)propan-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3-methylphenyl)propan-2-ol(5208-37-7)
• EPA Substance Registry System: 2-(3-methylphenyl)propan-2-ol(5208-37-7)

Safety Data

• Hazardous Substances Data: 5208-37-7(Hazardous Substances Data)

Usage

Description

2-(3-methylphenyl)propan-2-ol, also known as alpha-methyl-3-methylphenethyl alcohol, is a colorless liquid chemical compound with the molecular formula C10H14O. It features a floral and fruity odor and is characterized by a benzene ring with a methyl group at the 3rd carbon and a hydroxyl group at the 2nd carbon. This secondary alcohol is utilized in various applications due to its unique properties and is known for its low toxicity, posing no significant health hazards.

Uses

Used in Pharmaceutical Industry:
2-(3-methylphenyl)propan-2-ol is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the development of medicinal compounds with specific therapeutic properties.
Used in Fragrance Industry:
In the fragrance industry, 2-(3-methylphenyl)propan-2-ol is used as a component in creating complex scent profiles, capitalizing on its natural floral and fruity aroma to enhance perfumes and other scented products.
Used as a Solvent:
2-(3-methylphenyl)propan-2-ol is utilized as a solvent in certain chemical processes due to its ability to dissolve a variety of substances, facilitating reactions in organic synthesis.
Used in Organic Synthesis:
As an intermediate in organic synthesis, 2-(3-methylphenyl)propan-2-ol plays a crucial role in the production of various organic compounds, contributing to the formation of desired products in chemical reactions.

Upstream product

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• 120-33-2 ethyl 3-methylbenzoate 
• 585-74-0 3-Methylacetophenone 
• 13466-78-9 3-carene 
• 498-15-7 (+)-Δ³-carene 
• 64-19-7 acetic acid 
• 74-88-4 methyl iodide 
• 75-16-1 methylmagnesium bromide 
• 99-04-7 m-Toluic acid 
• 22327-32-8 4,7,7-trimethylbicyclo[4.1.0]hept-3-en-2-one 
• 5208-31-1 (5S)-(-)-5β-(1-Hydroxy-1-methylethyl)-1-methyl-1,3-cyclohexadien 
• 99-36-5 1-methoxycarbonyl-3-methylbenzene 
• 554-61-0 2-carene 
• 591-17-3 meta-bromotoluene 

Downstream Products

• 535-77-3 m-cymene 
• 1124-20-5 2-(3-methylphenyl)propene 
• 13240-60-3 3-(2-Chloro-2-propyl)toluene 
• 40912-34-3 3-(1-hydroxy-1-methylethyl)benzoic acid 
• 33125-57-4 3-(1,1-dimethylpropyl)toluene 
• 94686-17-6 2,3-Dimethyl-2,3-bis-(3-methyl-phenyl)-butan 
• 1417657-63-6 1-benzyl-3-(2-(m-tolyl)propan-2-yl)-1H-indole 
• 41870-01-3 1,1,3,4-tetramethyl-3-(3-tolyl)-2,3-dihydro-1H-indene 
• 111849-62-8 1,3,3,5-tetramethyl-1-(3-tolyl)-2,3-dihydro-1H-indene 
• 30568-40-2 2-(3-methylphenyl)propan-2-amine 
• 16580-24-8 1-isopropyl 3-methyl cyclohexane 
• 61776-63-4 3-(α-chloro-isopropyl)-benzoic acid methyl ester 
• 105640-23-1 ethyl 3-isopropenylbenzoate 
• 61776-64-5 3-(α-chloro-isopropyl)-benzoic acid 

Relevant articles and documents

One-Pot C-H Arylation/Lactamization Cascade Reaction of Free Benzylamines

An efficient method has been developed for the synthesis of seven-membered biaryl lactams involving Pd-catalyzed, native amine-directed, ortho-arylation of benzylamines followed by in situ lactamization. This cascade sequence is enabled by the use of 2-iodobenzoates, which facilitates C-H arylation from the free amine under conditions that typically require an improved directing group approach. This reaction is characterized by a broad substrate scope with good functional group tolerance. The need for an ester versus carboxylic acid-functionalized coupling partner is also explored, as is the potential for synthesizing eight-membered biaryl lactams. Various applications are also investigated, including access to the aza-brassinolide core.

Synthesis of 4H-1,3-Benzoxazines via Metal- and Oxidizing Reagent-Free Aromatic C-H Oxygenation

An unprecedented electrochemical aromatic C-H oxygenation reaction for the synthesis of 4H-1,3-benzoxazines from easily available N-benzylamides is reported. These oxidative cyclization reactions proceed in a transition metal- and oxidizing reagent-free fashion and produce H2 as only theoretical byproduct. Adapting the C-H oxygenation reaction in an electrochemical microreactor has been demonstrated.

Access to "friedel-Crafts-Restricted" tert -alkyl aromatics by activation/methylation of tertiary benzylic alcohols

Herein we describe a two-step protocol to prepare m-tert-alkylbenzenes. The appropriate tertiary benzylic alcohols are activated with SOCl2 or concentrated HCl and then treated with trimethylaluminum, affording the desired products in 68-97% yields (22 examples). This reaction sequence is successful in the presence of a variety of functional groups, including acid-sensitive and Lewis-basic groups. In addition to t-Bu groups, 1,1-dimethylpropyl and 1-ethyl-1-methylpropyl groups can also be installed using this method.