71095-26-6

Basic information

• Product Name: 1-(6-bromo-1,3-benzodioxol-5-yl)ethanone
• CAS NO: 71095-26-6
• Molecular Formula: C₉H₇BrO₃
• Molecular Weight: 243.0541
• Mol File: 71095-26-6.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 350.3°C at 760 mmHg
• Flash Point: 165.6°C
• Density: 1.638g/cm³
• Vapor Pressure: 4.44E-05mmHg at 25°C
• Refractive Index: 1.591
• CAS DataBase Reference: 1-(6-bromo-1,3-benzodioxol-5-yl)ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(6-bromo-1,3-benzodioxol-5-yl)ethanone(71095-26-6)
• EPA Substance Registry System: 1-(6-bromo-1,3-benzodioxol-5-yl)ethanone(71095-26-6)

Safety Data

• Hazardous Substances Data: 71095-26-6(Hazardous Substances Data)

Usage

Description

1-(6-bromo-1,3-benzodioxol-5-yl)ethanone is an organic chemical compound characterized by its molecular formula C9H7BrO3. It presents as a yellow to beige solid and is distinguished by its strong, sweet odor. 1-(6-bromo-1,3-benzodioxol-5-yl)ethanone is recognized for its significant role in the pharmaceutical and agrochemical industries, where it serves as a key intermediate in the synthesis of various drugs, pharmaceuticals, and potential therapeutic agents. Furthermore, its utility extends to the development of new chemical entities and its application as a pesticide intermediate, highlighting its multifaceted importance in the creation of novel drugs and agrochemicals with therapeutic and agricultural benefits.

Uses

Used in Pharmaceutical Industry:
1-(6-bromo-1,3-benzodioxol-5-yl)ethanone is used as a crucial intermediate in the synthesis of various drugs and pharmaceuticals for its ability to contribute to the development of new therapeutic agents.
Used in Development of New Chemical Entities:
1-(6-bromo-1,3-benzodioxol-5-yl)ethanone is utilized as a building block in the creation of new chemical entities with potential therapeutic use, showcasing its versatility and importance in the advancement of pharmaceutical research.
Used in Agrochemical Industry:
1-(6-bromo-1,3-benzodioxol-5-yl)ethanone is employed as a pesticide intermediate, indicating its potential applications in the field of agrochemicals for enhancing agricultural productivity and crop protection.

Upstream product

• 75-16-1 methylmagnesium bromide 
• 15930-53-7 6-bromo-3,4-methylenedioxybenzaldehyde 
• 71095-27-7 1-(2′-bromo-4′,5′-methylenedioxyphenyl)ethan-1-ol 

Downstream Products

• 3162-29-6 1-(benzo[d][1,3]dioxol-6-yl)ethanone 
• 79422-58-5 1-(6'-Acetyl-[5,5']bi[benzo[1,3]dioxolyl]-6-yl)-ethanone 
• 957768-42-2 (3,4-methylenedioxy-phenyl)phenylacetylene 
• 1233979-81-1 3-methyl-1-(p-tolylsulfonyl)-[1,3]dioxolo[4,5-f]indazole 
• 1233979-75-3 (Z)-N'-[1-(6-bromobenzo[d][1,3]dioxol-5-yl)ethylidene]-4-methylbenzenesulfonohydrazide 
• 41451-71-2 (+/-)-steganol 
• 41451-71-2 (+/-)-episteganol 
• 69174-44-3 Cyclohexyl-[1-{3,4,5-trimethoxy-2-[6-(2-methyl-[1,3]oxathiolan-2-yl)-benzo[1,3]dioxol-5-yl]-phenyl}-meth-(Z)-ylidene]-amine 
• 73252-70-7 dimethyl 2-<1'-(2'-bromoacetyl-4',5'-methylenedioxyphenyl)>-3,4,5-trimethoxybenzylmalonate 
• 73252-69-4 dimethyl 2-<1'-(2'-acetyl-4',5'-methylenedioxyphenyl)>-3,4,5-trimethoxybenzylmalonate 
• 69139-00-0 dimethyl 2-acetyl-4,5-methylenedioxy-4',5',6'-trimethoxy-1,1'-biphenyl-2'-β-methylenemalonate 
• 73252-63-8 2-<2''-(2''-methyl-1'',3''-dithianyl)>-4,5-methylenedioxy-4',5',6'-trimethoxy-1,1'-biphenyl-2'-carboxaldehyde 
• 41451-68-7 (+/-)-steganacin 
• 69138-99-4 dimethyl 2-<2''-(2''-methyl-1'',3''-oxathiolane)>-4,5-methylenedioxy-4',5',6'-trimethoxy-1,1'-biphenyl-2'-β-methylenemalonate 

Relevant articles and documents

α-Oxocarboxylic Acids as Three-Carbon Insertion Units for Palladium-Catalyzed Decarboxylative Cascade Synthesis of Diverse Fused Heteropolycycles

A novel palladium-catalyzed decarboxylative cascade cyclization for the assembly of diverse fused heteropolycycles by employing α-oxocarboxylic acids as three-carbon insertion units is reported. This protocol enables the synthesis of isoquinolinedione- and indolo[2,1-a]isoquinolinone-fused benzocycloheptanones in moderate to good yields by the use of different aryl iodides, including alkene-tethered 2-iodobenzamides and 2-(2-iodophenyl)-1H-indoles. Notably, the approach achieves simultaneous construction of both six- and seven-membered rings via sequential intramolecular carbopalladation, C-H activation, and decarboxylation.

Asymmetric Synthesis and Application of Chiral Spirosilabiindanes

Reported here is the development of a class of chiral spirosilabiindane scaffolds by Rh-catalyzed asymmetric double hydrosilation, for the first time. Enantiopure SPSiOL (spirosilabiindane diol), a new type of chiral building block for the preparation of various chiral ligands and catalysts, was readily prepared on greater than 10 gram scale using this protocol. The potential of this new spirosilabiindane scaffold in asymmetric catalysis was preliminarily demonstrated by development of the corresponding monodentate phosphoramidite ligands (SPSiPhos), which were used in both a Rh-catalyzed hydrogenation and a Pd-catalyzed intramolecular carboamination.

PdII-Catalyzed Oxidative Tandem aza-Wacker/Heck Cyclization for the Construction of Fused 5,6-Bicyclic N,O-Heterocycles

A PdII-catalyzed oxidative tandem cyclization was developed for the construction of fused 5,6-bicyclic N, O-heterocycles. This reaction was enabled by the combined use of a 3-methylpyridine ligand and pentafluorobenzoic acid additive. A range of heterocyclic products with different substituents could be prepared in moderate to good yields via this methodology. Several transformations, including a scaled-up preparation of product 2 a, were also carried out showing the good applicability of our methodology.