621-87-4

Basic information

• Product Name: PHENOXYACETONE
• Synonyms: PHENOXYACETONE;PHENOXY-2-PROPANONE;1-phenoxy-2-propanon;1-Phenoxyacetone;methylphenoxymethylketone;phenoxy-2-propanon;Phenoxymethyl methyl ketone;phenoxymethylmethylketone
• CAS NO: 621-87-4
• Molecular Formula: C₉H₁₀O₂
• Molecular Weight: 150.17
• EINECS: 210-712-5
• Mol File: 621-87-4.mol
• Article Data: 56

Chemical Properties

• Boiling Point: 229-230 °C(lit.)
• Flash Point: 185 °F
• Appearance: Clear light yellow liquid
• Density: 1.097 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0666mmHg at 25°C
• Refractive Index: n20/D 1.521(lit.)
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
• BRN: 1862985
• CAS DataBase Reference: PHENOXYACETONE(CAS DataBase Reference)
• NIST Chemistry Reference: PHENOXYACETONE(621-87-4)
• EPA Substance Registry System: PHENOXYACETONE(621-87-4)

Safety Data

• Hazard Codes: T
• Statements: 23
• Safety Statements: 45
• WGK Germany: 3
• RTECS: UC3387525
• Hazardous Substances Data: 621-87-4(Hazardous Substances Data)

Usage

Chemical Properties

CLEAR LIGHT YELLOW LIQUID

Uses

Different sources of media describe the Uses of 621-87-4 differently. You can refer to the following data:
1. Phenoxy-2-propanone is a general chemical reagent used in the preparation of α-arylthio ketones via DL-proline.
2. Phenoxy-2-propanone was used in the preparation of 3-mercapto-5-methyl-1-phenoxy-methyl-4-phenyl-1,2,4-triazolinium hydroxide inner salt.

Synthesis Reference(s)

Tetrahedron Letters, 29, p. 2885, 1988 DOI: 10.1016/0040-4039(88)85238-9

InChI:InChI=1/C9H10O2/c1-8(10)7-11-9-5-3-2-4-6-9/h2-6H,7H2,1H3

Upstream product

• 139-02-6 sodium phenoxide 
• 78-95-5 chloroacetone 
• 108-95-2 phenol 
• 598-31-2 1-bromoacetone 
• 105104-43-6 1-phenoxy-2-methylene-3,5-dioxahexane 
• 79405-50-8 ethyl 2-bromo-3-methyl-2-butenoate 
• 1746-13-0 allyl phenyl ether 
• 770-35-4 1-phenoxy-2-propanol 
• 101-41-7 benzeneacetic acid methyl ester 
• 67-56-1 methanol 
• 201230-82-2 carbon monoxide 
• 122-60-1 Phenyl glycidyl ether 
• 18815-73-1 methylzinc iodide 
• 701-99-5 Phenoxyacetyl chloride 

Downstream Products

• 46460-22-4 diethyl-(β-phenoxy-isopropyl)-amine 
• 101355-78-6 cyclohexyl-(β-phenoxy-isopropyl)-amine 
• 100054-50-0 ethyl-(β-phenoxy-isopropyl)-amine 
• 103-39-9 N-(phenoxyisopropyl)ethanolamine 
• 35205-54-0 1-methyl-2-phenoxyethylamine 
• 25976-74-3 2-(1-phenoxypropan-2-ylidene)thiosemicarbazide 
• 100251-78-3 isopropyl-(β-phenoxy-isopropyl)-amine 
• 100522-20-1 butyl-(β-phenoxy-isopropyl)-amine 
• 100054-51-1 N,N-dimethyl-1-phenoxypropan-2-amine 
• 75251-35-3 1-Phenoxy-2-propanon-diethylacetal 
• 66022-28-4 methyl-(β-phenoxy-isopropyl)-amine 
• 59182-23-9 N-benzyl-1-methyl-2-phenoxy ethylamine 
• 10203-49-3 6-phenoxy-benzocyclohepten-7-one 
• 170123-97-4 3-Oxo-2-phenoxy-butyraldehyde 

Relevant articles and documents

2-Chloro-1-(chloromethyl)ethyl Methoxymethyl Ether as a Reagent for Acetonylation of Alcohols and Phenol

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Catalytic Activity of Various Salts in the Reaction of 2,3-Epoxypropyl Phenyl Ether and Carbon Dioxide under Atmospheric Pressure

Reaction of 2,3-epoxypropyl phenyl ether (1) with carbon dioxide was carried out under atmospheric pressure in N-methylpyrrolidinone (NMP) at 100 deg C in the presence of 5 mol percent of various salts to obtain a five-membered cyclic carbonate, 4-(phenoxymethyl)-1,3-dioxolan-2-one (2), selectively.Only halide salts showed high catalytic activity, and the order of intrinsic activity was found to be as follows: chloride > bromide > iodide which is the order of nucleophilicity of the anion.Furthermore, the order of the activity was found to be lithium salt > sodium salt > benzyltrimethylammonium salt, which is in accord with the order of Lewis acidity of the cation.Kinetic analyses show that the reaction rate can be represented by -d/dt=k, where the carbon dioxide pressure shows no effect on the reaction rate.The reaction proceeds via nucleophilic attack of halide to oxirane to form β-haloalkoxide 4 which reacts with CO2 followed by cyclization.The presence of key intermediate 4 was indirectly proved by the reaction of 1 with 1 equiv of LiBr in the absence of CO2 at 100 deg C for 2.5 h in NMP which leads to 1-phenoxy-2-propanone (6) in 20percent yield as the rearrangement product of 4.

Oxidation of alcohols using an oxoammonium salt bearing the nitrate anion

A methodology for the oxidation of alcohols to the corresponding carbonyl compounds is reported using a sub-stoichiometric quantity of an oxoammonium salt bearing the nitrate counterion. The approach proves successful for the oxidation of a range of alcohol substrates including those bearing an oxygen atom β to the site of oxidation or an α-trifluoromethyl moiety. The mechanism of the reaction has been probed and also gives an insight into the previously reported nitric acid mediated oxidation of alcohols.

Synthesis and Catalytic Properties of Metal- N-Heterocyclic-Carbene-Decorated Covalent Organic Framework

We demonstrate herein that the N-heterocyclic-carbene (NHC)-metal complex (NHC-M)-involved covalent organic framework (COF) can be prepared by the direct polymerization of the NHC-M monomer with its counterpart under solvothermal conditions. The NHC-M-COF with different counterions is readily achieved via solid-state anion exchange. The obtained NHC-AuX-COF (X = Cl- and SbF6-) can be a highly active reusable catalyst to separately promote the carboxylation of the terminal alkyne with CO2 and alkyne hydration under mild conditions.