142819-94-1

Basic information

• Product Name: 1-[2-(prop-2-en-1-yloxy)phenyl]propan-1-one
• Synonyms: 1-[2-(Allyloxy)phenyl]propan-1-one; 1-propanone, 1-[2-(2-propen-1-yloxy)phenyl]-
• CAS NO: 142819-94-1
• Molecular Formula: C₁₂H₁₄O₂
• Molecular Weight: 190.2384
• EINECS: 604-312-3
• Mol File: 142819-94-1.mol

Chemical Properties

• Boiling Point: 288.7°C at 760 mmHg
• Flash Point: 120.3°C
• Density: 1.003g/cm³
• Vapor Pressure: 0.00231mmHg at 25°C
• Refractive Index: 1.508
• CAS DataBase Reference: 1-[2-(prop-2-en-1-yloxy)phenyl]propan-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[2-(prop-2-en-1-yloxy)phenyl]propan-1-one(142819-94-1)
• EPA Substance Registry System: 1-[2-(prop-2-en-1-yloxy)phenyl]propan-1-one(142819-94-1)

Safety Data

• Hazardous Substances Data: 142819-94-1(Hazardous Substances Data)

Usage

Type of compound

Aliphatic ketone

Functional groups

Phenyl and propenyl groups

Usage

Commonly used in the synthesis of organic compounds

Potential applications

Pharmaceutical and materials science

Identified as

Potential intermediate in the synthesis of various bioactive compounds

Chemical structure

Contains a carbonyl group (C=O) and a vinyl ether group (C=C-O-)

Reactivity

Versatile building block in organic chemistry due to its functional groups and molecular structure

Upstream product

• 610-99-1 1-(2-Hydroxy-phenyl)-propan-1-on 
• 106-95-6 allyl bromide 

Downstream Products

• 142819-92-9 1-(2-allyloxyphenyl)-2-diazopropan-1-one 
• 35888-91-6 1-(3-allyl-2-hydroxyphenyl)propan-1-one 

Relevant articles and documents

Chemoselectivity and stereoselectivity of cyclisation of α-diazocarbonyls leading to oxygen and sulfur heterocycles catalysed by chiral rhodium copper catalysts

Good levels of enantioselectivity have been achieved in intramiolecular C-H insertion reactions of α-diazocarbonyl compounds leading to six-membered oxygen heterocycles (chromanones) through the use of chiral rhodium(II) carboxylates as catalysts.Competition between C-H insertion and sigmatropic rearrangement, the latter leading to five-membered oxygen heterocycles (furanones), was observed with precursors containing a proximal O-allyl side chain.Whereas rhodium carboxylates produced C-H insertion products predominantly, a copper catalyst produced sigmatropic rearrangement products exclusively.A precursor with S-allyl side chain exhibited cyclisation via sigmatropic rearrangement with both copper and rhodium catalyst.

Asymmetric Synthesis of Substituted Chromanones via C-H Insertion Reactions of α-Diazoketones Catalysed by Homochiral Rhodium(II) Carboxylates

High levels of regio-, stereo- and enantio-selectivity are achieved in the asymmetric synthesis of six-membered oxygen heterocycles via intramolecular C-H insertion reactions of α-diazoketones catalysed by chiral rhodium(II) carboxylates.

A New Rhodium(II) Phosphate Catalyst for Diazocarbonyl Reactions Including Asymmetric Synthesis

A new homochiral Rh(II) complex, Rh22*5H2O, where (+)phosH represents (S)-(+)-1,1'-binaphthyl-2,2'-diyl hydrogen phosphate, has been prepared and used as a catalyst for reactions of diazocarbonyl compounds leading to enantioselective 2,3-s

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