67952-38-9

Basic information

• Product Name: 4-(p-methoxyphenyl)butan-2-ol
• Synonyms: 4-(p-methoxyphenyl)butan-2-ol;1-Methyl-3-(4-methoxyphenyl)propyl alcohol;4-(4-Methoxyphenyl)-2-butanol;4-Methoxy-α-methylbenzene-1-propanol
• CAS NO: 67952-38-9
• Molecular Formula: C₁₁H₁₆O₂
• Molecular Weight: 180.24354
• EINECS: 267-891-8
• Mol File: 67952-38-9.mol
• Article Data: 29

Chemical Properties

• Boiling Point: 292.6°C at 760 mmHg
• Flash Point: 122.3°C
• Appearance: /
• Density: 1.017g/cm³
• Vapor Pressure: 0.000831mmHg at 25°C
• Refractive Index: 1.512
• PKA: 15.14±0.20(Predicted)
• CAS DataBase Reference: 4-(p-methoxyphenyl)butan-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(p-methoxyphenyl)butan-2-ol(67952-38-9)
• EPA Substance Registry System: 4-(p-methoxyphenyl)butan-2-ol(67952-38-9)

Safety Data

• Hazardous Substances Data: 67952-38-9(Hazardous Substances Data)

Usage

General Description

4-(p-methoxyphenyl)butan-2-ol is a chemical compound with the formula C11H16O2. It is a clear, colorless liquid with a slightly sweet odor and is used in the production of fragrances and as a flavoring agent in the food industry. It is derived from 4-hydroxybutyrophenone and is commonly produced through the reduction of the corresponding ketone. The compound is also used in the synthesis of pharmaceuticals and as a precursor in organic chemistry. It is important to handle 4-(p-methoxyphenyl)butan-2-ol with care, as it can be harmful if ingested, inhaled, or comes into contact with the skin.

InChI:InChI=1/C11H16O2/c1-9(12)3-4-10-5-7-11(13-2)8-6-10/h5-9,12H,3-4H2,1-2H3

Upstream product

• 943-88-4 4-(p-methoxyphenyl)-3-butene-2-one 
• 67-64-1 acetone 
• 104-20-1 4-(4-methoxyphenyl)-2-butanone 
• 23304-25-8 p-methoxyphenyldiazomethane 
• 67-63-0 isopropyl alcohol 
• 69617-84-1 rac-rhododendrol 
• 74-88-4 methyl iodide 
• 3815-30-3 4-(4-methoxyphenyl)-3-buten-2-one 
• 77-78-1 dimethyl sulfate 
• 123-11-5 4-methoxy-benzaldehyde 
• 105-13-5 4-Methoxybenzyl alcohol 
• 1963-36-6 4-methoxycinnamaldehyde 
• 676-58-4 methylmagnesium chloride 
• 152339-86-1 (S)-4-(4′-methoxyphenyl)-2-butanol 

Downstream Products

• 104-20-1 4-(4-methoxyphenyl)-2-butanone 
• 152339-86-1 (S)-4-(4′-methoxyphenyl)-2-butanol 
• 39516-05-7 (R)-4-(4′-methoxyphenyl)-2-butanol 
• 198905-19-0 1,3-bis-(4-methoxy-phenyl)-butane 

Relevant articles and documents

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Interrupting the Barton?McCombie reaction: Aqueous deoxygenative trifluoromethylation of o-alkyl thiocarbonates

The site-selective trifluoromethylation of aliphatic systems remains an important challenge. This work describes a light-driven, copper-mediated trifluoromethylation of O-alkyl thiocarbonates. The reaction provides broad functional group tolerance (e.g., alkyne, alkene, phenol, free alcohol, electron-rich and -deficient arenes), thereby offering orthogonality and practicality for trifluoromethylation. A radical organometallic mechanism is proposed.

Selective Cross-Dehydrogenative C(sp3)-H Arylation with Arenes

Selective C(sp3)-C(sp2) bond construction is of central interest in chemical synthesis. Despite the success of classic cross-coupling reactions, the cross-dehydrogenative coupling between inert C(sp3)-H and C(sp2)-H bonds represents an attractive alternative toward new C(sp3)-C(sp2) bonds. Herein, we establish a selective inter-and intramolecular C(sp3)-H arylation of alcohols with nondirected arenes that thereby provides a general pathway to access a wide range of β-arylated alcohols, including tetrahydronaphthalen-2-ols and benzopyran-3-ols, with high to excellent chemo-and regioselectivity.

Ti-Catalyzed Radical Alkylation of Secondary and Tertiary Alkyl Chlorides Using Michael Acceptors

Alkyl chlorides are common functional groups in synthetic organic chemistry. However, the engagement of unactivated alkyl chlorides, especially tertiary alkyl chlorides, in transition-metal-catalyzed C-C bond formation remains challenging. Herein, we describe the development of a TiIII-catalyzed radical addition of 2° and 3° alkyl chlorides to electron-deficient alkenes. Mechanistic data are consistent with inner-sphere activation of the C-Cl bond featuring TiIII-mediated Cl atom abstraction. Evidence suggests that the active TiIII catalyst is generated from the TiIV precursor in a Lewis-acid-assisted electron transfer process.