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2,1-Benzoxazol-3-yl(phenyl)methanone, also known as 2-benzoxazolyl phenyl ketone, is an organic compound with the chemical formula C15H9NO2. It is a derivative of benzoxazole, a heterocyclic aromatic ring system consisting of a benzene ring fused to an oxazole ring. 2,1-benzoxazol-3-yl(phenyl)methanone features a phenyl group (C6H5) attached to the benzoxazole core through a methylene (-CH2-) linker, and a carbonyl group (C=O) at the end of the phenyl group. 2,1-Benzoxazol-3-yl(phenyl)methanone is a white crystalline solid with a melting point of approximately 90-92°C. It is used as an intermediate in the synthesis of various pharmaceuticals, agrochemicals, and other specialty chemicals due to its unique structure and reactivity. The compound is typically synthesized through various chemical reactions, such as the condensation of salicylaldehyde with phenacyl bromide or the Friedel-Crafts acylation of benzoxazole with acetyl chloride.

837-63-8

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837-63-8 Usage

Physical appearance

White to off-white crystalline powder.

Usage

Fluorescent probe for detecting hydroxyl radicals in biological and environmental systems.

Additional use

Spin trap for detecting free radicals.

Role

Precursor for the synthesis of various pharmaceutical and agrochemical compounds.

Application fields

Chemistry, biochemistry, and pharmaceutical research.

Safety precautions

Potential skin and eye irritation; harmful if swallowed or inhaled.

Check Digit Verification of cas no

The CAS Registry Mumber 837-63-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 8,3 and 7 respectively; the second part has 2 digits, 6 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 837-63:
(5*8)+(4*3)+(3*7)+(2*6)+(1*3)=88
88 % 10 = 8
So 837-63-8 is a valid CAS Registry Number.

837-63-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,1-benzoxazol-3-yl(phenyl)methanone

1.2 Other means of identification

Product number -
Other names benzo[c]isoxazol-3-yl(phenyl)methanone

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:837-63-8 SDS

837-63-8Relevant academic research and scientific papers

Electrochemically Enabled Selenium Catalytic Synthesis of 2,1-Benzoxazoles fromo-Nitrophenylacetylenes

Wang, Lin-Wei,Feng, Yu-Feng,Lin, Hong-Min,Tang, Hai-Tao,Pan, Ying-Ming

, p. 16121 - 16127 (2021/03/09)

The study reported an electrochemically mediated method for the preparation of 2,1-benzoxazoles fromo-nitrophenylacetylenes. Different from the traditional electrochemical reduction of nitro to nitroso, the nitro group directly underwent a cyclization rea

One-Pot Synthesis of Indole Derivatives from the Reaction of Nitroalkynes and Alkynes via a Mercury-Carbene Intermediate

Zheng, Min,Chen, Kai,Zhu, Shifa

, p. 4173 - 4182 (2017/09/13)

The cyclization of nitroalkyne catalyzed by Hg(OTf) 2 to produce the corresponding benzo[ c ]isoxazole in excellent yields with high selectivity is reported. On the basis of this strategy, a one-pot method to synthesize indole derivatives has been developed. In this transformation, two Hg-carbene intermediates are proposed to be involved..

Sequential Silver-Catalyzed Oxidative Cyclization Reactions of Unprotected 2-Alkynylanilines to Anthranils

Arcadi, Antonio,Chiarini, Marco,Del Vecchio, Luana,Marinelli, Fabio,Michelet, Véronique

, p. 2214 - 2222 (2017/05/01)

The full details of the original Ag-catalyzed domino oxidative cyclization reactions of unprotected 2-alkynylanilines with Oxone are described. The influences of several parameters including the substrate features, oxidant, reaction conditions, and catalyst on the reaction outcome were explored. A plausible mechanism is provided for the unusual silver-catalyzed oxidative cyclization reactions of 2-alkynylanilines to anthranils.

Silver- versus gold-catalyzed sequential oxidative cyclization of unprotected 2-alkynylanilines with oxone

Arcadi,Chiarini,Vecchio, L. Del,Marinelli,Michelet

supporting information, p. 1458 - 1461 (2016/01/25)

Unprecedented domino oxidative cyclization reactions of unprotected 2-alkynylanilines to give functionalized 4H-benzo[d][1,3]oxazin-4-one or benzisoxazole derivatives in moderate to good yields are achieved by silver vs. gold selective catalysis. The search for the optimal reaction conditions revealed the divergent catalytic activity of NaAuCl4·H2O and AgNO3.

Synthesis of α-diketones from alkylaryl- and diarylalkynes using mercuric salts

Jung, Michael E.,Deng, Gang

supporting information, p. 2142 - 2145 (2014/05/06)

Both alkylarylalkynes and diarylalkynes 1 are converted into the α-diketones 2 in good yield by the use of mercuric salts, e.g., mercuric nitrate hydrate or mercuric triflate, in the presence of water. Other mercuric salts, e.g., sulfate, chloride, acetate, or trifluoroacetate, do not provide the diketone product. A possible mechanism is proposed.

Production of 3-Benzoyl-2,1-benzisoxazoles, 2-Phenyl-4H-3,1-benzoxazin-4-ones, and Novel Quinolinone Derivatives from 2-Phenylquinolin-4(1H)-ones and Sodium Dichloroisocyanurate

Staskun, Benjamin,Es, Theodorus van

, p. 511 - 516 (2007/10/02)

A simple synthesis of certain 3-benzoyl-2,1-benzisoxazoles 6 is accomplished via treatment of the corresponding 2-phenylquinolin-4(1H)-one 1 with sodium dichloroisocyanurate 2 in methanolic aq. alkali; the isomeric 2-phenyl-4H-3,1-benzoxazin-4-one 7 is al

Novel Production of 3-Benzoyl-2,1-benzisoxazoles from 2-Phenyl-quinolin-4(1H)-ones

Staskun, Benjamin,Es, Theodorus van,Billing, David G.,Boeyens, Jan C. A.

, p. 927 - 928 (2007/10/02)

2-Phenylquinolin-4(1H)-ones 1a and 1b react with sodium dichloroisocyanurate 2 in methanolic aqueous sodium hydroxide, to afford, after acidification, 3-benzoyl-2,1-benzisoxazoles 3a and 3b (ca. 30percent).

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