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Phenoxyallene, also known as 2-phenoxy-1,3-butadiene, is an organic compound with the chemical formula C10H10O. It is a colorless liquid that is insoluble in water but soluble in organic solvents. Phenoxyallene is a conjugated diene, which means it has alternating double and single bonds in its structure, and it is also an aryl ether due to the presence of a phenoxy group. phenoxyallene is used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals, such as herbicides and insecticides. It is synthesized through the reaction of allyl chloride with phenol in the presence of a base. Due to its reactivity, phenoxyallene can undergo various chemical transformations, such as Diels-Alder reactions, making it a valuable building block in organic chemistry.

1595-40-0

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1595-40-0 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 1595-40-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,5,9 and 5 respectively; the second part has 2 digits, 4 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 1595-40:
(6*1)+(5*5)+(4*9)+(3*5)+(2*4)+(1*0)=90
90 % 10 = 0
So 1595-40-0 is a valid CAS Registry Number.

1595-40-0Relevant academic research and scientific papers

Enantioselective Palladium-Catalyzed Hydrophosphinylation of Allenes with Phosphine Oxides: Access to Chiral Allylic Phosphine Oxides

Wang, Jun,Yang, Zhiping

supporting information, p. 27288 - 27292 (2021/11/17)

A Pd-catalyzed hydrophosphinylation of alkyl and aryl-oxyallenes with phosphine oxides has been developed for the efficient and rapid construction of a family of chiral allylic phosphine oxides with a diverse range of functional groups. This methodology was further applied in the facile construction of chiral 2H-chromene and later stage functionalization of cholesterol.

Copper-Catalyzed Difunctionalization of Allenes with Sulfonyl Iodides Leading to (E)-α-Iodomethyl Vinylsulfones

Lu, Ning,Zhang, Zhiguo,Ma, Nana,Wu, Conghui,Zhang, Guisheng,Liu, Qingfeng,Liu, Tongxin

, p. 4318 - 4322 (2018/07/29)

A highly regioselective iodosulfonylation of allenes in the presence of CuI and 1,10-phenanthroline has been developed for the synthesis of various useful (E)-α-iodomethyl vinylsulfones in moderate to excellent yields. This practical reaction is fast, operationally simple, and in particular, proceeds under very mild conditions to afford the target products with high regio- and stereoselectivity. The selectivity was illustrated by a conceptual DFT analysis.

Pd-Catalyzed Hydroamination of Alkoxyallenes with Azole Heterocycles: Examples and Mechanistic Proposal

Bernar, Ivan,Fiser, Béla,Blanco-Ania, Daniel,Gómez-Bengoa, Enrique,Rutjes, Floris P. J. T.

supporting information, p. 4211 - 4214 (2017/08/23)

Palladium-catalyzed regio- and enantioselective addition of azole heterocycles to alkoxyallenes was developed (up to 92% yields and up to 94% ee). DFT calculations suggest a new Pd(0)-driven mechanistic pathway proceeding through protonation of the Pd-coo

Gold(I)-Catalyzed Dearomative [2+2]-Cycloaddition of Indoles with Activated Allenes: A Combined Experimental-Computational Study

Ocello, Riccardo,De Nisi, Assunta,Jia, Minqiang,Yang, Qing-Qing,Monari, Magda,Giacinto, Pietro,Bottoni, Andrea,Miscione, Gian Pietro,Bandini, Marco

supporting information, p. 18445 - 18453 (2015/12/24)

The gold-catalyzed synthesis of methylidene 2,3-cyclobutane-indoles is documented through a combined experimental/computational investigation. Besides optimizing the racemic synthesis of the tricyclic indole compounds, the enantioselective variant is pres

Gold(I)-catalyzed hydroindolylation of allenyl ethers

Kona, Chandrababu Naidu,Shinde, Mahesh H.,Ramana, Chepuri V.

supporting information, p. 5358 - 5362 (2015/05/20)

The gold(I)-catalyzed reaction/rearrangement of allenyl ethers has been investigated in the presence of indoles. Either hydroindolylation or alkylation of an indole with the pendant group of allenyl ether has been observed. The reaction outcome seems to b

Site-selective and regioselective Diels-Alder reaction of allenyl aryl ethers

Moghaddam, Firouz Matloubi,Kiamehr, Mostafa

experimental part, p. 1333 - 1337 (2011/09/16)

The site-selectivity and regioselectivity of Diels-Alder reactions of allenyl aryl ethers with cyclopentadiene and acrolein were studied. While cyclopentadiene (as an electron-rich diene) only reacted with the external double bond of allenyl aryl ethers t

Microwave promoted rapid isomerisation of propargyl ethers into allenyl ethers

Moghaddam, Firouz Matloubi,Emami, Rahdar

, p. 4073 - 4077 (2007/10/03)

Aryl or alkyl propargyl ethers have been isomerized efficiently with good to excellent yield into corresponding allenyl ethers in the presence of potassium tert-butoxide under the microwave irradiation.

CINETIQUE ET MECANISME DE LA REACTION DE PROTOTROPIE DES COMPOSIES PROPARGYLIQUES, ALLENIQUES ET PROPYNYLIQUES PORTANT UN HETEROATOME (COLONNE Vb ET VIb)

Pourcelot, G.,Cadiot, P.,Georgoulis, C.

, p. 2123 - 2128 (2007/10/02)

A detailed kinetic study of the prototropic rearrangement of the system RMCH2-CCHRM-CH=C=CH2RM-CC-CH3 where M=NR, O, S, Se is presented.Using deuterated substrates the nature of the reactive intermediates and, in the case of M=S, the activatio

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