254-27-3

Basic information

• Product Name: 4H-1,3-benzodioxin
• Synonyms: 4H-1,3-benzodioxin;4H-1,3-benzodioxine
• CAS NO: 254-27-3
• Molecular Formula: C₈H₈O₂
• Molecular Weight: 136.14792
• EINECS: 205-966-9
• Mol File: 254-27-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 236.8°Cat760mmHg
• Flash Point: 101.7°C
• Appearance: /
• Density: 1.15g/cm³
• Vapor Pressure: 0.0713mmHg at 25°C
• Refractive Index: 1.538
• CAS DataBase Reference: 4H-1,3-benzodioxin(CAS DataBase Reference)
• NIST Chemistry Reference: 4H-1,3-benzodioxin(254-27-3)
• EPA Substance Registry System: 4H-1,3-benzodioxin(254-27-3)

Safety Data

• Hazardous Substances Data: 254-27-3(Hazardous Substances Data)

Usage

General Description

4H-1,3-Benzodioxin, also known as p-dioxin, is a chemical compound consisting of a six-membered heterocyclic ring with two oxygen atoms at opposite ends. It is a colorless liquid and is highly stable. 4H-1,3-Benzodioxin has a wide range of applications in the pharmaceutical and agrochemical industries due to its versatile chemical properties. It is used as a precursor in the production of various pharmaceutical drugs, including antibiotics and antiviral medications. Additionally, it is also utilized in the synthesis of pesticides and herbicides. However, 4H-1,3-Benzodioxin is classified as a hazardous substance due to its potential carcinogenic and toxicological effects, and proper care must be taken when handling and using this compound.

InChI:InChI=1/C8H8O2/c1-2-4-8-7(3-1)5-9-6-10-8/h1-4H,5-6H2

Upstream product

• 20757-83-9 [1,3,5,7,2,6]tetroxadithiocane 2,2,6,6-tetraoxide 
• 90-01-7 salicylic alcohol 
• 50-00-0 formaldehyd 
• 108-95-2 phenol 
• 6963-03-7 nitro-6 benzo (4H) dioxinne-1,3 

Downstream Products

• 90-01-7 salicylic alcohol 
• 88-89-1 2,4,6-Trinitrophenol 
• 6963-03-7 nitro-6 benzo (4H) dioxinne-1,3 
• 90050-61-6 6-bromo-4H-benzo[1,3]dioxin 
• 16607-27-5 6,8-dinitro-4H-benzo[1,3]dioxin 

Relevant articles and documents

Catalytic methylation of phenol on MgO - Surface chemistry and mechanism

Reactions of phenol and methanol catalyzed by MgO have been explored by kinetic measurements and in situ IR spectroscopy combined with computational studies of sorbed molecules. On MgO, methanol partly transforms to formaldehyde above 250 °C. Adsorbed phenol forms phenolate species, and the energetically preferred mode of adsorption leads to an almost orthogonal orientation of the aromatic ring with respect to the catalyst surface. All molecules involved adsorb preferably at the corner sites of MgO (three-co-ordinated Mg atoms). The main reaction products are anisole and o-cresol, the latter dominating above 300 °C. At very low conversions, salicylic aldehyde is observed as primary reaction product, being rapidly transformed to o-cresol. It is only observed during the initial accumulation of adsorbed species on the catalyst surface, but not under steady-state conditions on a fully covered catalyst surface. Therefore, o-cresol formation starts with the reaction between phenol and formaldehyde to salicylic alcohol, which in turn is rapidly transformed to salicylic aldehyde and subsequently to o-cresol. Salicylic aldehyde may also form via the bimolecular disproportionation of salicylic alcohol to o-cresol and aldehyde. The parallel reaction to o-cresol, not involving the formation of salicylic aldehyde as intermediate, proceeds via the reduction of salicylic alcohol to o-cresol by formaldehyde. The identified mechanism may open new synthetic approaches for the production of functionalized phenol derivatives and, even more importantly, for the defunctionalization of substituted phenols potentially available at large scale from deconstructed lignin.

Isoquinolones

Benzo[de]isoquinoline-1,3-dione of Formula or a pharmaceutically acceptable salt thereof wherein R is hydrogen or a protecting group typically used in the art for protecting alcohols and R1-R5are each independently chosen from H, Cl, Br, F, straight or branched alkyl C1-C8alkyl, C3-C8cycloalkyl, heterocycle or bridged heterocycle of 4-9 atoms containing 1-3 heteroatoms, —(CR′2)nOR6, —(CR′2)nN(R6)2, —(CR′2)nNR6COR7, —(CR′2)nNR6SO2OR7, —(CR′2)nNR6SO2N(R6)2, —(CR′2)nOSO2N(R6)2, —(CR′2)nCN, —(CR′2)n(NOR6)R7, NO2, CF3, —(CR′2)nSOmR7, —(CR′2)nSOmR7, —(CR′2)nCO2R6, —(CR′2)nCON(R6)2, Ph, and any two of R1-R5may form a substituted or unsubstituted ring of 5-7 total atoms having 0-2 heteroatoms are claimed which are selective inhibitors of bacterial DNA gyrase and DNA topoisomerase useful in antibacterial agents. Methods for their preparation and formulation as well as novel intermediates useful in the preparation of the final products are also claimed.