90909-58-3

Basic information

• Product Name: 2-chloro-6H-benzo[c]chromen-6-one
• CAS NO: 90909-58-3
• Molecular Formula: C₁₃H₇ClO₂
• Molecular Weight: 230.6465
• Mol File: 90909-58-3.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 387.8°C at 760 mmHg
• Flash Point: 210.8°C
• Density: 1.393g/cm³
• Vapor Pressure: 3.2E-06mmHg at 25°C
• Refractive Index: 1.65
• CAS DataBase Reference: 2-chloro-6H-benzo[c]chromen-6-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-chloro-6H-benzo[c]chromen-6-one(90909-58-3)
• EPA Substance Registry System: 2-chloro-6H-benzo[c]chromen-6-one(90909-58-3)

Safety Data

• Hazardous Substances Data: 90909-58-3(Hazardous Substances Data)

Upstream product

• 1184761-62-3 2-(5-chloro-2-methoxyphenyl)benzaldehyde 
• 1181344-87-5 2-(5-chloro-2-methoxyphenyl)benzoic acid 
• 6630-33-7 ortho-bromobenzaldehyde 
• 89694-48-4 5-chloro-2-methoxyphenyl boronic acid 
• 73178-79-7 3'-chloro-[1,1'-biphenyl]-2-carboxylic acid 
• 65-85-0 benzoic acid 
• 352535-83-2 5-chloro-2-fluorophenylboronic acid 
• 609-67-6 2-Iodobenzoyl chloride 
• 106-48-9 4-chloro-phenol 
• 610-97-9 o-iodo-methyl-benzoic acid 
• 773134-22-8 C₁₄H₁₁ClO₂ 
• 63503-60-6 3-chlorophenylboronic acid 
• 607-12-5 5-chloro-biphenyl-2-ol 
• 201230-82-2 carbon monoxide 

Downstream Products

• 114508-05-3 5-chloro-2-(4-nitro-benzoyloxy)-2'-(4-nitro-benzoyloxymethyl)-biphenyl 
• 119338-10-2 2-chloro-6,6-diphenyl-6H-benzo[c]chromene 

Relevant articles and documents

Cerium Ammonium Nitrate-Mediated Access to Biaryl Lactones: Substrate Scopes and Mechanism Studies

Herein we described an access to biaryl lactones from ortho-aryl benzoic acids via intramolecular O-H/C-H oxidative coupling with the commonly used cerium ammonium nitrate (CAN) as the one-electron oxidant under a thermal condition. The radical interrupting experiment suggested a radical process, while the kinetic isotope effect (KIE) showed that the C-H cleavage likely was not involved in the rate-determining step. Competitive reactions, especially the strikingly different ρ values of Hammett equations, indicated that the reaction rate was more sensitive to the electronic properties on the aryl moiety rather than the carboxylic moiety, which corresponded to the first single electron transfer (SET) step. In addition, the quite negative ρ values (-4.7) of the aryl moiety unveiled the remarkable electrophilic nature of the second intramolecular radical addition process, which was also consistent with product yields and regioselectivity. Moreover, control experiments disclosed that the single electron in the third step was also transferred to CeIV instead of molecular oxygen. Besides, the possible role of co-solvents trifluoroethanol (TFE) and its influences on the CeIV species were discussed. This work elucidated the possible mechanism by proposing the step that had more effects on the total reaction rate and the species that was responsible for the last single electron transfer.

3, 4-benzocoumarin derivative as well as preparation method and application thereof

The general formula of the 3, 4-benzocoumarin derivative is shown as a formula I, and definitions of substituent groups are shown in the specification in detail. The 3, 4-benzocoumarin derivative witha novel structure provided by the invention is simple in preparation method, nontoxic and harmless, has blue fluorescence, and can be used as a potential organic functional material. The structure ofthe compound has modifiability, and has high optical stability and thermal stability.

Microwave-assisted cyclization under mildly basic conditions: Synthesis of 6 h -benzo [c] chromen-6-ones and their 7,8,9,10-tetrahydro analogues

Aryl 2-bromobenzoates and aryl 2-bromocyclohex-1-enecarboxylates are cyclized by microwave irradiation in dimethylformamide in the presence of K2CO3 to give the corresponding 6H-benzo[c]chromen-6-ones and their 7,8,9,10-tetrahydro analogues, respectively, in 50-72% yields. Aryl 3-bromoacrylates are also converted into 2H-chromen-2-ones under the employed conditions.