19477-73-7

Basic information

• Product Name: 6-BROMO-3 H-ISOBENZOFURAN-1-ONE
• Synonyms: 6-BROMO-3 H-ISOBENZOFURAN-1-ONE;6-bromo-2-benzofuran-1(3H)-one;6-Bromophthalide;6-broMo-1,3-dihydro-2-benzofuran-1-one;1(3H)-Isobenzofuranone, 6-broMo-
• CAS NO: 19477-73-7
• Molecular Formula: C₈H₅BrO₂
• Molecular Weight: 213.03
• Mol File: 19477-73-7.mol
• Article Data: 31

Chemical Properties

• Melting Point: 99.5 °C
• Boiling Point: 362.44 °C at 760 mmHg
• Flash Point: 172.998 °C
• Appearance: /
• Density: 1.743g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.625
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• CAS DataBase Reference: 6-BROMO-3 H-ISOBENZOFURAN-1-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-BROMO-3 H-ISOBENZOFURAN-1-ONE(19477-73-7)
• EPA Substance Registry System: 6-BROMO-3 H-ISOBENZOFURAN-1-ONE(19477-73-7)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 24/25
• Hazardous Substances Data: 19477-73-7(Hazardous Substances Data)

Usage

Chemical Properties

Light red crystal

InChI:InChI=1/C8H5BrO2/c9-6-2-1-5-4-11-8(10)7(5)3-6/h1-3H,4H2

Upstream product

• 171011-37-3 4-bromo-2-(hydroxymethyl)benzyl alcohol 
• 585-76-2 m-bromobenzoic acid 
• 74-95-3 1,1-dibromomethane 
• 50-00-0 formaldehyd 
• 153435-81-5 (3-bromophenyl)(morpholino)methanone 
• 220513-49-5 5-bromo-1,3-dihydroisobenzofuran 
• 87-41-2 2-benzofuran-1(3H)-one 
• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 79669-49-1 5-bromo-2-methylbenzoic acid 
• 86-90-8 4-bromophthalic anhydride 
• 610-93-5 6-nitrophthalide 
• 57319-65-0 6-aminophthalide 

Downstream Products

• 871502-88-4 5-bromo-2-bis(5-methyl-2-furyl)methylbenzoic acid 
• 908858-91-3 5-bromo-2-bis[5-(tert-butyl)-2-furyl]methylbenzoic acid 
• 4785-52-8 5-bromo-ortho-formylbenzoic acid 
• 55104-32-0 6-hydroxy isobenzofuran-1(3H)-one 
• 100655-92-3 6-bromo-1,3-dihydroisobenzofuran-1-ol 
• 168759-64-6 7-bromoisochroman-4-one 
• 670256-21-0 4-bromo-2-(hydroxymethyl)benzoic acid 

Relevant articles and documents

Visible Light-Promoted Magnesium, Iron, and Nickel Catalysis Enabling C(sp3)-H Lactonization of 2-Alkylbenzoic Acids

A mild and practical C(sp3)-H lactonization protocol has been achieved by merging photocatalysis and magnesium (iron, nickel) catalysis. A diverse range of 2-alkylbenzoic acids with a variety of substitution patterns could be transformed into the corresponding phthalide products. Based on the mechanistic experimentation and reported prior studies, a possible mechanism for the benzylic oxidative lactonization reaction was proposed with the hypothetic photoactive ternary complex formed between the 2-alkylbenzoic acid substrate, magnesium ion, and bromate anion.

Organocatalytic enantioselective synthesis of phthalans via Wittig/oxa-Michael cascade reaction

An enantioselective synthetic method for 1-substituted phthalans has been developed. The organocatalytic reaction between 1,3-dihydro-2-benzofuran-1-ols and Wittig reagents using cinchona squaramide-based organocatalyst proceeded with sequential Wittig reaction followed by an enantioselective intramolecular oxa-Michael reaction, yielding enantioenriched phthalans with moderate to good enantioselectivities.

Synthesis of 3-Unsubstituted Phthalides from Aryl Amides and Paraformaldehyde via Ruthenium(II)-Catalyzed C–H Activation

A straightforward and convenient route has been developed for the synthesis of 3-unsubstituted phthalide derivatives from aryl amides and paraformaldehyde by ruthenium(II)-catalyzed C–H activation. The reaction proceeds through tandem ortho-hydroxymethylation of aryl amide and subsequent intramolecular lactonization.