1671-76-7

Basic information

• Product Name: 4'-METHOXYVALEROPHENONE
• Synonyms: P-METHOXYVALEROPHENONE;1-(4-METHOXY-PHENYL)-PENTAN-1-ONE;4'-METHOXYVALEROPHENONE;4-METHOXYVALEROPHENONE;1-(4-Methoxyphenyl)-1-pentanone;1-(4-Methoxyphenyl)pentane-1-one;4-Methoxy-1-phenylpentan-1-one
• CAS NO: 1671-76-7
• Molecular Formula: C₁₂H₁₆O₂
• Molecular Weight: 192.25
• EINECS: 216-803-6
• Mol File: 1671-76-7.mol

Chemical Properties

• Melting Point: 22-23.5 °C
• Boiling Point: 304.2 °C at 760 mmHg
• Flash Point: 129.5 °C
• Appearance: /
• Density: 0.988 g/cm³
• Vapor Pressure: 0.000888mmHg at 25°C
• Refractive Index: 1.496
• CAS DataBase Reference: 4'-METHOXYVALEROPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4'-METHOXYVALEROPHENONE(1671-76-7)
• EPA Substance Registry System: 4'-METHOXYVALEROPHENONE(1671-76-7)

Safety Data

• Hazardous Substances Data: 1671-76-7(Hazardous Substances Data)

Usage

Preparation

Different sources of media describe the Preparation of 1671-76-7 differently. You can refer to the following data:
1. To a solution of N-methoxy-N-methyl-2-pyridyl urethane (364.4 mg, 2 mmol) in THF (6 mL), p-methoxyphenylmagnesium bromide (0.25 m in THF, 8 mL, 2 mmol) was added dropwise over a period of 10 min at 0 °C under nitrogen atmosphere. Stirring was maintained for a further 5 min and then n-butyllithium (1.60 m in hexane, 1.5 mL, 2.4 mmol) was added directly to the mixture (one-pot process). The reaction mixture was stirred for 0.5 h, while warming to room temperature, and was then quenched with 1 n HCl (5 mL). After evaporation of the THF, the concentrated mixture was poured into 1 n HCl (30 mL) and the aqueous phase was extracted with dichloromethane (3*20 mL). The combined organic extracts were dried over MgSO4, filtered, and concentrated to dryness in vacuo. The crude product was purified by column chromatography on silica gel (EtOAc/n-hexane, 1:4) to give 369.1 mg (96%) of p-methoxyvalerophenone.
2. To a solution of N-methoxy-Nmethyl- 2-pyridyl urethane (364.4 mg, 2 mmol) in THF (6 mL), p-methoxyphenylmagnesium bromide (0.25 m in THF, 8 mL, 2 mmol) was added dropwise over a period of 10 min at 0 ℃ under nitrogen atmosphere. Stirring was maintained for a further 5 min and then n-butyllithium (1.60 M in hexane, 1.5 mL, 2.4 mmol) was added directly to the mixture (one-pot process). The reaction mixture was stirred for 0.5 h, while warming to room temperature, and was then quenched with 1 N HCl (5 mL). After evaporation of the THF, the concentrated mixture was poured into 1 N HCl (30 mL) and the aqueous phase was extracted with dichloromethane (3×20 mL). The combined organic extracts were dried over MgSO4, filtered, and concentrated to dryness in vacuo. The crude product was purified by column chromatography on silica gel (EtOAc/n-hexane, 1:4) to give 369.1 mg (96%) of p-methoxyvalerophenone.

Synthesis Reference(s)

Chemistry Letters, 15, p. 165, 1986Tetrahedron, 50, p. 11839, 1994 DOI: 10.1016/S0040-4020(01)89299-1

InChI:InChI=1/C12H16O2/c1-3-4-5-12(13)10-6-8-11(14-2)9-7-10/h6-9H,3-5H2,1-2H3

Upstream product

• 680-31-9 N,N,N,N,N,N-hexamethylphosphoric triamide 
• 109-72-8 n-butyllithium 
• 201230-82-2 carbon monoxide 
• 696-62-8 para-iodoanisole 
• 638-29-9 n-valeryl chloride 
• 98-86-2 acetophenone 
• 123-11-5 4-methoxy-benzaldehyde 
• 100-09-4 4-methoxybenzoic acid 
• 110-62-3 pentanal 
• 5720-07-0 4-methoxyphenylboronic acid 
• 693-04-9 butyl magnesium bromide 
• 146232-38-4 2-Chloro-1-(4-methoxy-phenyl)-2-(toluene-4-sulfinyl)-pentan-1-ol 
• 26429-16-3 trimethylsilyl pentanoate 
• 100-66-3 methoxybenzene 

Downstream Products

• 61541-65-9 2-(Bis-methylsulfanyl-methylene)-1-(4-methoxy-phenyl)-pentan-1-one 
• 100-09-4 4-methoxybenzoic acid 
• 107-92-6 butyric acid 
• 440368-80-9 5-cyclopentyl-1,3-bis-(4-methoxy-phenyl)-4-propyl-1H-pyrazole 
• 440368-79-6 5-cyclohexyl-1,3-bis-(4-methoxy-phenyl)-4-propyl-1H-pyrazole 
• 120553-86-8 (E)-3-(4-methoxyphenyl)-2-heptenal 
• 263717-79-9 5-n-propyl-2,4,6-tri-(4'-methoxyphenyl)pyrimidine 
• 36412-64-3 2-bromo-1-(4'-methoxyphenyl)-pentan-1-one 
• 440368-71-8 2-(cyclohexyl-hydroxy-methyl)-1-(4-methoxy-phenyl)-pentan-1-one 
• 440368-72-9 2-(cyclopentyl-hydroxy-methyl)-1-(4-methoxy-phenyl)-pentan-1-one 
• 20056-58-0 1-(4-Methoxyphenyl)pentane 

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