18228-46-1

Basic information

• Product Name: 1-(4-Methoxyphenyl)-2-methylpropan-1-ol
• Synonyms: 1-(4-Methoxyphenyl)-2-methylpropan-1-ol
• CAS NO: 18228-46-1
• Molecular Formula: C₁₁H₁₆O₂
• Molecular Weight: 180.24354
• Mol File: 18228-46-1.mol
• Article Data: 22

Chemical Properties

• Boiling Point: 150 °C(Press: 14 Torr)
• Appearance: /
• Density: 1.0453 g/cm3(Temp: 0 °C)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 14.36±0.20(Predicted)
• CAS DataBase Reference: 1-(4-Methoxyphenyl)-2-methylpropan-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-Methoxyphenyl)-2-methylpropan-1-ol(18228-46-1)
• EPA Substance Registry System: 1-(4-Methoxyphenyl)-2-methylpropan-1-ol(18228-46-1)

Safety Data

• Hazardous Substances Data: 18228-46-1(Hazardous Substances Data)

Usage

General Description

1-(4-Methoxyphenyl)-2-methylpropan-1-ol, also known as p-methoxyphenyl isobutyl carbinol, is a chemical compound with the molecular formula C11H16O2. It is a colorless liquid with a floral, sweet, and slightly spicy odor. 1-(4-Methoxyphenyl)-2-methylpropan-1-ol is used as a fragrance ingredient in the production of perfumes, colognes, and other scented products. It is also used in the synthesis of pharmaceuticals and as a solvent in various industrial processes. Additionally, it has been found to have antimicrobial properties and is used in some personal care products as a preservative. Overall, 1-(4-Methoxyphenyl)-2-methylpropan-1-ol has several industrial and commercial applications due to its fragrance and antimicrobial properties.

Upstream product

• 67-56-1 methanol 
• 3319-15-1 rac-1-(4-methoxyphenyl)-ethanol 
• 123-11-5 4-methoxy-benzaldehyde 
• 75-30-9 2-iodo-propane 
• 100-66-3 methoxybenzene 
• 6013-92-9 1-(4-methoxyphenyl)-2,2-dimethylpropan-1-ol 
• 75-29-6 isopropyl chloride 
• 121-98-2 methyl 4-methoxybenzoate 
• 67-63-0 isopropyl alcohol 
• 74786-53-1 1-(2-methoxyphenyl)-2-methylpropan-1-one 
• 2040-20-2 4-methoxyisobutyrophenone 
• 920-39-8 isopropylmagnesium bromide 
• 100-07-2 4-methoxy-benzoyl chloride 
• 75-26-3 isopropyl bromide 

Downstream Products

• 220162-68-5 3,3-dimethyl-1-phenyl-2-azaspiro[4.5]deca-1,6,9-trien-8-one 
• 252361-00-5 benzoic acid N-[(1-hydroxyphenyl-2-methyl)-2-propyl]amide 
• 15482-17-4 2-hydroxy-1-(4-methoxyphenyl)-2-methyl-1-propanone 
• 807376-26-7 1-(4-methoxyphenyl)-2,2-dimethylpent-4-en-1-one 
• 1396747-23-1 (S)-2-methyl-1-(4-methoxyphenyl)propyl acetate 
• 1396747-59-3 (R)-2-methyl-1-(4-methoxyphenyl)propyl acetate 
• 102808-10-6 meso-3,4-bis(4-methoxyphenyl)-2,5-dimethylhexane 
• 102808-11-7 cis-3,4-bis(4-methoxyphenyl)-2,5-dimethylhex-3-ene 
• 102808-03-7 C₂₀H₂₆O₂ 
• 110327-13-4 3-(4'-methoxyphenyl)-2,2,4-trimethylpentyl 4-toluenesulfonate 
• 110327-11-2 methyl 3-(4'-methoxyphenyl)-2,2,4-trimethylpentanoate 
• 110327-12-3 3-(4'-methoxyphenyl)-2,2,4-trimethylpentan-1-ol 
• 110327-14-5 3-(4'-methoxyphenyl)-2,2,4-trimethylpentane 

Relevant articles and documents

Highly efficient NHC-iridium-catalyzed β-methylation of alcohols with methanol at low catalyst loadings

The methylation of alcohols is of great importance since a broad number of bioactive and pharmaceutical alcohols contain methyl groups. Here, a highly efficient β-methylation of primary and secondary alcohols with methanol has been achieved by using bis-N-heterocyclic carbene iridium (bis-NHC-Ir) complexes. Broad substrate scope and up to quantitative yields were achieved at low catalyst loadings with only hydrogen and water as by-products. The protocol was readily extended to the β-alkylation of alcohols with several primary alcohols. Control experiments, along with DFT calculations and crystallographic studies, revealed that the ligand effect is critical to their excellent catalytic performance, shedding light on more challenging Guerbet reactions with simple alcohols. [Figure not available: see fulltext.].

Manganese(I)-Catalyzed β-Methylation of Alcohols Using Methanol as C1 Source

Highly selective β-methylation of alcohols was achieved using an earth-abundant first row transition metal in the air stable molecular manganese complex [Mn(CO)2Br[HN(C2H4PiPr2)2]] 1 ([HN(C2H4PiPr2)2]=MACHO-iPr). The reaction requires only low loadings of 1 (0.5 mol %), methanolate as base and MeOH as methylation reagent as well as solvent. Various alcohols were β-methylated with very good selectivity (>99 %) and excellent yield (up to 94 %). Biomass derived aliphatic alcohols and diols were also selectively methylated on the β-position, opening a pathway to “biohybrid” molecules constructed entirely from non-fossil carbon. Mechanistic studies indicate that the reaction proceeds through a borrowing hydrogen pathway involving metal–ligand cooperation at the Mn-pincer complex. This transformation provides a convenient, economical, and environmentally benign pathway for the selective C?C bond formation with potential applications for the preparation of advanced biofuels, fine chemicals, and biologically active molecules.

Synthesis of Halomethyl Isoxazoles/Cyclic Nitrones via Cascade Sequence: 1,2-Halogen Radical Shift as a Key Link

A novel iminoxyl radical-promoted dichotomous regioselective 5-exo-trig cyclization onto vinylic halogen/1,2-halogen radical shift sequence is developed for the synthesis of halomethyl isoxazoles/cyclic nitrones using β-halo-β,?- and ?-halo-?,?-unsaturated ketoximes as the substrates and PhI(OAc)2/TEMPO as the oxidation system. DFT calculations reveal that a halogen-bridged three-membered ring transition state is involved in the 1,2-Cl-/Br-atom shift, while the 1,2-I atom migration can be taken into account with an elimination/readdition mechanism. The migration ability was indicated to be ranked in the following order: I > Br > Cl.