4-Bromobenzo[de]isochromene-1,3-dione

Basic Information

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CAS Number

21563-29-1

Molecular Formula

C12H5BrO3

Molecular Weight

277.07 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Melting Point

217-219°C

Boiling Point

467.2°C at 760 mmHg

SMILES

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C1=CC2=C3C(=C1)C(=O)OC(=O)C3=C(C=C2)Br

InChI

InChI=1S/C12H5BrO3/c13-8-5-4-6-2-1-3-7-9(6)10(8)12(15)16-11(7)14/h1-5H

InChIKey

TZUREPOYENXNME-UHFFFAOYSA-N

LogP

2.9129000000000005

Topological Polar Surface Area

43.370000000000005 Å²

Hydrogen Bond Donor/Acceptor

0 / 3

Complexity

341

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Hazard Class

Class IRRITANT Class IRRITANT

Synonyms & References

English

2-bromo-1,8-naphthalic anhydride
21563-29-1
SY032690
4-Bromo-1H,3H-naphtho[1,8-cd]pyran-1,3-dione
12-bromo-3-oxatricyclo[7.3.1.0,5,13]trideca-1(13),5,7,9,11-pentaene-2,4-dione
DS-7438
6-bromo-3-oxatricyclo[7.3.1.05,13]trideca-1(12),5,7,9(13),10-pentaene-2,4-dione
D97432
AKOS024462891
EN300-11686124
SCHEMBL322393
4-bromo-1H,3H-benzo[de]isochromene-1,3-dione
bromonaphtalic anhydride
4-Bromobenzo[de]isochromene-1,3-dione
CS-0120040
2-Bromonaphthalene-1,8-dicarboxylic Anhydride
MFCD01013787
4-Bromo-1,8-naphthalic anhydride
2-Bromnaphthalin-1,8-dicarbonsaeure
2-Brom-naphthalin-1,8-dicarbonsaeure-anhydrid
2-bromo-naphthalene-1,8-dicarboxylic acid-anhydride
2-bromonaphthalic anhydride
4-Bromo-1,8-naphthal
4-BROMO-1,8-NAPHTHALENEDICARBOXYLIC ANHYDRIDE
4-Bromonaphthalene-1,8-dicarboxylic anhydride
6-BROMO-BENZO[DE]ISOCHROMENE-1,3-DIONE
8-bromo-1,8-naphthalic anhydride
bromo-1,8 naphthalic a

MDL Number

MFCD00006927

Customs Code

2942000000

FAQ

What are the physical and chemical properties of 4-Bromobenzo[de]isochromene-1,3-dione (CAS: 21563-29-1)?

4-Bromobenzo[de]isochromene-1,3-dione is a white crystalline solid with a molecular weight of approximately 253.03 g/mol. It is slightly soluble in water but more soluble in organic solvents like ethanol and acetone. The compound is reactive towards nucleophiles and can undergo substitution reactions. It has a melting point of around 190-192°C and a density of about 1.47 g/cm³.

How is 4-Bromobenzo[de]isochromene-1,3-dione (CAS: 21563-29-1) typically synthesized?

4-Bromobenzo[de]isochromene-1,3-dione can be synthesized through a multistep process involving bromination of a chromene derivative, followed by isomerization and condensation steps. Common catalysts include Lewis acids, and the overall yield and selectivity can be improved by optimizing reaction conditions such as temperature and solvent choice.

What industries use 4-Bromobenzo[de]isochromene-1,3-dione (CAS: 21563-29-1)?

4-Bromobenzo[de]isochromene-1,3-dione is primarily used in the pharmaceutical and organic semiconductor industries. It serves as a key intermediate in the synthesis of various drugs and can also be used in the development of organic electronic materials for applications such as organic light-emitting diodes (OLEDs) and photovoltaic devices.

What precautions should be taken when handling 4-Bromobenzo[de]isochromene-1,3-dione (CAS: 21563-29-1)?

When handling 4-Bromobenzo[de]isochromene-1,3-dione, it is essential to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work must be conducted in a well-ventilated area or a fume hood to minimize exposure to fumes. Spills should be cleaned up promptly with appropriate absorbents, and appropriate safety data sheets (SDS) should be consulted for detailed handling and disposal instructions.