64169-34-2

Basic information

• Product Name: 5-Bromophthalide
• Synonyms: 5-BROMO-1(3H)-ISOBENZOFURANONE;5-BROMO-3H-ISOBENZOFURANONE;5-BROMO-2-BENZOFURAN-(3H)-ONE;5-BROMOPHTHALIDE;5-Bromo-1-isobenzofuranone;5-Bromophthalide99%MIN.;5-Bromophthalide,98%;5-bromo-3H-isobenzofuran-1-one
• CAS NO: 64169-34-2
• Molecular Formula: C₈H₅BrO₂
• Molecular Weight: 213.03
• EINECS: 447-190-5
• Product Categories: Phthalides;INTERMEDIATESOFCITALOPRAM;Miscellaneous Reagents;Aromatics
• Mol File: 64169-34-2.mol
• Article Data: 37

Chemical Properties

• Melting Point: 162-166 °C(lit.)
• Boiling Point: 377.7 °C at 760 mmHg
• Flash Point: 182.2 °C
• Appearance: Beige to light yellow/Crystalline Powder
• Density: 1.742 g/cm³
• Vapor Pressure: 6.63E-06mmHg at 25°C
• Refractive Index: 1.625
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: Soluble in acetone.
• CAS DataBase Reference: 5-Bromophthalide(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Bromophthalide(64169-34-2)
• EPA Substance Registry System: 5-Bromophthalide(64169-34-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26
• WGK Germany: 2
• RTECS: EJ9940000
• Hazardous Substances Data: 64169-34-2(Hazardous Substances Data)

Usage

Chemical Properties

5-Bromophthalide is white to Pale Yellow Crystalline Solid

Uses

Different sources of media describe the Uses of 64169-34-2 differently. You can refer to the following data:
1. 5-Bromophthalide is an important organic intermediate. It can be used in agrochemical, pharmaceutical and dyestuff field. It is a key intermediate of citalopram.
2. 5-Bromophthalide is a useful synthetic intermediate

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

Upstream product

• 65399-05-5 5-amino-3H-isobenzofuran-1-one 
• 68837-59-2 4-bromo-2-methylbenzoic acid 
• 632340-57-9 4-bromo-2-(bromomethyl)benzoic acid 
• 888030-82-8 (5-bromo-3H-isobenzofuran-1-ylidene)-isopropyl-amine 
• 86-90-8 4-bromophthalic anhydride 
• 1467-79-4 NCNMe₂ 
• 85-44-9 phthalic anhydride 
• 6968-28-1 4-bromophthalic acid 
• 6941-75-9 5-Bromoisoindoline-1,3-dione 
• 6245-57-4 4-methoxy-2-methylbenzoic acid 
• 220513-49-5 5-bromo-1,3-dihydroisobenzofuran 
• 50-00-0 formaldehyd 
• 127580-92-1 (4-bromophenyl)(morpholino)methanone 
• 69189-19-1 4-bromo-1,2-bis-bromomethyl-benzene 

Downstream Products

• 888030-76-0 4-bromo-2-hydroxymethyl-N-propyl-benzamide 
• 888030-77-1 4-bromo-2-hydroxymethyl-N-(4-methoxy-benzyl)-benzamide 
• 864866-47-7 5-bromo-2-(propan-2-yl)-2,3-dihydro-1H-isoindol-1-one 
• 888030-75-9 N-isopropyl-4-bromo-2-hydroxymethylbenzamide 
• 888030-78-2 4-bromo-N-tert-butyl-2-hydroxymethyl-benzamide 
• 888030-79-3 4-bromo-2-(hydroxymethyl)-N-methylbenzamide 
• 64169-66-0 5-bromo-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran 
• 64169-65-9 4-bromo-(2-hydroxymethyl)-phenyl-(4'-fluorophenyl)methanol 
• 488148-10-3 4-(4-(dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzobromide 
• 862081-37-6 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isobenzofuran-1(3H)-one 
• 862081-38-7 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isobenzofuran-1(3H)-one 
• 64169-64-8 4-bromo-4'-fluoro-2-(hydroxymethyl)benzophenone 
• 945740-86-3 5-benzyl-3H-isobenzofuran-1-one 
• 1026263-04-6 {3-[5-bromo-1-phenyl-1,3-dihydro-isobenzofuran-1-yl]-propyl}-dimethyl-amine 

Relevant articles and documents

N-Heterocyclic Carbene Catalyzed Ester Synthesis from Organic Halides through Incorporation of Oxygen Atoms from Air

Oxygenation reactions with molecular oxygen (O2) as the oxygen source provides a green and straightforward strategy for the construction of O-containing compounds. Demonstrated here is a novel N-heterocyclic carbene (NHC) catalyzed oxidative transformation of simple and readily available organic halides into valuable esters through the incorporation of O-atoms from O2. Mechanistic studies prove that the deoxy Breslow intermediate generated in situ is oxidized to a Breslow intermediate for further transformation by this oxidative protocol. This method broadens the field of NHC catalysis and promotes oxygenation reactions with O2.

Squaramide-catalyzed asymmetric intramolecular oxa-michael reaction of α,β-unsaturated carbonyls containing benzyl alcohol: Construction of chiral 1-substituted phthalans

Organocatalytic enantioselective intramolecular oxa-Michael reactions of benzyl alcohol bearing α,β-unsaturated carbonyls as Michael acceptors are presented herein. Using cinchona squaramide-based organocatalyst, enones as well as α,βunsaturated esters containing benzyl alcohol provided their corresponding 1,3-dihydroisobenzofuranyl-1-methylene ketones and 1,3-dihydroisobenzofuranyl-1-methylene esters in excellent yields with high enantioselectivities. In addition, enantioenriched 1,3-dihydroisobenzofuranyl-1-methylene ketone could be obtained from the Wittig/oxa-Michael reaction cascade of 1,3-dihydro-2-benzofuran-1-ol.

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.