37674-72-9

Basic information

• Product Name: 6-CHLOROCHROMAN-4-ONE
• Synonyms: TIMTEC-BB SBB003732;BUTTPARK 35\07-32;6-CHLORO-2,3-DIHYDRO-4H-CHROMEN-4-ONE;6-CHLOROCHROMAN-4-ONE;6-CHLOROCHROMANONE;6-CHLORO-4-CHROMANONE;4H-1-Benzopyran-4-one, 6-chloro-2,3-dihydro-;6-Chloro-4-chromanone (6-Chlorochroman-4-one)
• CAS NO: 37674-72-9
• Molecular Formula: C₉H₇ClO₂
• Molecular Weight: 182.6
• EINECS: 253-611-1
• Product Categories: Benzopyrans;BenzopyransHeterocyclic Building Blocks;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks
• Mol File: 37674-72-9.mol
• Article Data: 19

Chemical Properties

• Melting Point: 97-102 °C(lit.)
• Boiling Point: 322 °C at 760 mmHg
• Flash Point: 149.7 °C
• Appearance: /
• Density: 1.345 g/cm³
• Vapor Pressure: 0.000492mmHg at 25°C
• Refractive Index: 1.578
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Soluble in solvents.
• BRN: 124218
• CAS DataBase Reference: 6-CHLOROCHROMAN-4-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-CHLOROCHROMAN-4-ONE(37674-72-9)
• EPA Substance Registry System: 6-CHLOROCHROMAN-4-ONE(37674-72-9)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38-20/21/22
• Safety Statements: 26-36-24/25
• WGK Germany: 2
• Hazardous Substances Data: 37674-72-9(Hazardous Substances Data)

Usage

Chemical Properties

White solid

Uses

6-Chlorochroman-4-one is used as chemical, organic intermediates for pharmaceuticals.

InChI:InChI=1/C9H7ClO2/c10-7-2-3-8-6(5-7)1-4-9(11)12-8/h2-3,5H,1,4H2

Upstream product

• 3284-79-5 3-(4-chlorophenoxy)propionic acid 
• 706-12-7 γ-bromopropargyl p-chlorophenyl ether 
• 74187-51-2 6-chloro-4-cyano-4-<(trimethylsilyl)oxy>-4H-2,3-dihydrobenzopyran 
• 38373-81-8 5'-chloro-2'-hydroxy-3-dimethylaminopropiophenone hydrochloride 
• 117543-38-1 4,6-dichlorochromene 
• 117543-26-7 1-Chloro-4-(3-chloro-prop-2-ynyloxy)-benzene 
• 1450-74-4 5-chloro-2-hydroxyacetophenone 
• 19130-39-3 1-chloro-4-(prop-2-yn-1-yloxy)benzene 
• 106-48-9 4-chloro-phenol 
• 46125-42-2 3-(4-chlorophenoxy)propanenitrile 
• 108-43-0 3-monochlorophenol 
• 46119-02-2 β-(m-Chlorophenoxy)propionitril 
• 7170-50-5 3-(3-chloro-phenoxy)-propionic acid 
• 106-41-2 4-bromo-phenol 

Downstream Products

• 112685-93-5 3-benzylaminomethyl-6-chloro-chroman-4-one 
• 5755-04-4 7-Chlor-2,3-dihydro-4H-<1.4>benzoxazepin-5-on 
• 79791-45-0 (S)-6-chloro-2,3-dihydro-<(1-phenylethyl)imino>-4H-1-benzopyran 
• 175205-58-0 4,6-dichloro-2H-benzopyran-3-carbaldehyde 
• 178808-89-4 (6-Chloro-10H-9-oxa-4-aza-phenanthren-2-yl)-(2-hydroxy-phenyl)-methanone 
• 178808-90-7 (6-Chloro-10H-9-oxa-4-aza-phenanthren-2-yl)-(2-hydroxy-5-methyl-phenyl)-methanone 
• 178808-91-8 (5-Chloro-2-hydroxy-phenyl)-(6-chloro-10H-9-oxa-4-aza-phenanthren-2-yl)-methanone 
• 178808-92-9 (5-Bromo-2-hydroxy-phenyl)-(6-chloro-10H-9-oxa-4-aza-phenanthren-2-yl)-methanone 
• 178808-93-0 (5-Chloro-2-hydroxy-4-methyl-phenyl)-(6-chloro-10H-9-oxa-4-aza-phenanthren-2-yl)-methanone 
• 93669-83-1 7-benzoyl-5-chloro-2,3-dihydrobenzofuran-3-carboxylic acid 
• 93669-88-6 5-chloro-7-(4-chlorobenzoyl)-2,3-dihydro-1-benzofuran-3-carboxylic acid 

Relevant articles and documents

A Novel and Convenient Mercury(II) Mediated Synthesis of Chroman-4-ones

A simple route to chroman-4-ones from γ-bromopropynyl aryl ethers (1) using mercury(II) trifluoroacetate as a catalyst is described.

Synthesis and antimicrobial activity of 2-(4-phenyl-2h-chromen-3-yl)-1h-benzo[d]imidazole

A new series of 4-phenyl-2H-chromene-3-benzimidazoles (8a-o) were synthesized by the condensation of 4-phenyl-2H-chromene-3- carbaldehyde with o-phenylene diamines. The products were purified through column chromatography and structures of these compounds were characterized by IR, 1H & 13C NMR and mass spectral data. All the final compounds were screened for their antimicrobial activity and their efficacy were matched with ciprofloxacin. Five compounds (8b, 8d, 8i, 8l and 8o) were found to be most effective compounds of this series and with activities improved than ciprofloxacin under the tested conditions.

Synthesis and anti-inflammatory activity of 2-oxo-2H-chromenyl and 2H-chromenyl-5-oxo-2,5-dihydrofuran-3-carboxylates

Cycloaddition reaction of 4-chloro-2-oxo-2H-chromene-3-carbaldehydes (3a-g) and 4-chloro-2H-chromene-3-carbaldehydes (7a-h) with activated alkynes (4a-b) provided the 2-oxo-2H-chromenyl-5-oxo-2,5-dihydrofuran-3-carboxylates (5a-n) and 2H-chromenyl-5-oxo-2,5-dihydrofuran-3-carboxylates (8a-p). All the prepared compounds were screened for anti-inflammatory activity. In vitro anti-inflammatory activity data demonstrated that the compounds 5g, 5i, 5k-l and 8f are effective among the tested compounds against TNF-α (1.108 ± 0.002, 0.423 ± 0.022, 0.047 ± 0.001, 0.070 ± 0.002 and 0.142 ± 0.001 μM) in comparison with standard compound Prednisolone (0.033 ± 0.002 μM). Based on in vitro results, three compounds (5i, 5k and 8f) have been selected for in vivo experiments and these compounds are identified as better compounds with respect to anti-inflammatory activity in LPS induced mice model. Compound 5i was identified as potent and showed significant reduction in TNF-α and IL-6.