15930-53-7

Basic information

• Product Name: 2-Bromo-4,5-methylenedioxybenzaldehyde
• Synonyms: 6-BROMOPIPERONAL;6-BROMO-BENZO[1,3]DIOXOLE-4-CARBALDEHYDE;6-BROMO-BENZO[1,3]DIOXOLE-5-CARBALDEHYDE;6-BROMO-1,3-BENZODIOXOLE-5-CARBOXALDEHYDE;6-BROMO-1,3-BENZODIOXOLE-5-CARBALDEHYDE;6-BROMO-3,4-METHYLENEDIOXYBENZALDEHYDE;BROMOPIPERONAL;TIMTEC-BB SBB001594
• CAS NO: 15930-53-7
• Molecular Formula: C₈H₅BrO₃
• Molecular Weight: 229.03
• Product Categories: Aromatic Aldehydes & Derivatives (substituted);Aldehydes;Building Blocks;C8;Carbonyl Compounds;Chemical Synthesis;Halogenated Heterocycles;Heterocyclic Building Blocks;O-Containing;Organic Building Blocks;Others
• Mol File: 15930-53-7.mol
• Article Data: 51

Chemical Properties

• Melting Point: 128-132 °C(lit.)
• Boiling Point: 309.2°Cat760mmHg
• Flash Point: 140.8°C
• Appearance: White to light yellow/Powder
• Density: 1.782
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.4730 (estimate)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: Soluble in DMSO, methanol
• Sensitive: Air Sensitive
• CAS DataBase Reference: 2-Bromo-4,5-methylenedioxybenzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromo-4,5-methylenedioxybenzaldehyde(15930-53-7)
• EPA Substance Registry System: 2-Bromo-4,5-methylenedioxybenzaldehyde(15930-53-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26
• WGK Germany: 3
• RTECS: TO1576250
• HazardClass: IRRITANT
• Hazardous Substances Data: 15930-53-7(Hazardous Substances Data)

Usage

Description

2-Bromo-4,5-methylenedioxybenzaldehyde is an organic compound characterized by its white to light yellow powder form. It is a derivative of benzaldehyde, featuring a bromine atom at the 2nd position and two methoxy groups at the 4th and 5th positions on the benzene ring.

Uses

Used in Pharmaceutical Industry:
2-Bromo-4,5-methylenedioxybenzaldehyde is used as an intermediate in the synthesis of various pharmaceutical compounds. Its unique chemical structure allows it to be a key component in the development of new drugs targeting specific receptors or enzymes.
Used in Chemical Synthesis:
In the field of organic chemistry, 2-Bromo-4,5-methylenedioxybenzaldehyde serves as a valuable building block for the creation of more complex molecules. Its reactive sites, including the aldehyde group and the bromine atom, can be further functionalized to produce a wide range of chemical products.
Used in Research and Development:
Due to its unique structure and reactivity, 2-Bromo-4,5-methylenedioxybenzaldehyde is also utilized in research and development for the study of chemical reactions, mechanisms, and the development of new synthetic methods.

InChI:InChI=1/C8H5BrO3/c9-6-1-5(3-10)8-7(2-6)11-4-12-8/h1-3H,4H2

Upstream product

• 128-08-5 N-Bromosuccinimide 
• 120-57-0 piperonal 
• 67-66-3 chloroform 
• 136-72-1 piperic acid 
• 74-97-5 chlorobromomethane 
• 4815-99-0 2-bromo-4,5-dihydroxybenzoaldehyde 
• 75-15-0 carbon disulfide 
• 7726-95-6 bromine 
• 7553-56-2 iodine 
• 64-19-7 acetic acid 
• 6642-34-8 6-bromopiperonyl alcohol 
• 495-76-1 piperonol 
• 274-09-9 Methylenedioxybenzene 
• 20850-43-5 5-(chloromethyl)-1,3-benzodioxole 

Downstream Products

• 27452-00-2 6-bromo-3,4-methylenedioxycinnamic acid 
• 2132-80-1 4,4'-Dimethoxybiphenyl 
• 875854-00-5 6-(4-methoxyphenyl)benzo[d][1,3]dioxole-5-carbaldehyde 
• 854237-02-8 methyl 3-(1-formyl-3,4-methylenedioxy)benzoate 
• 131410-40-7 3t-(6-bromo-benzo[1,3]dioxol-5-yl)-2-(2-nitro-phenyl)-acrylic acid 
• 58532-35-7 2-(6-formyl-benzo[1,3]dioxol-5-yl)-benzoic acid methyl ester 
• 5025-53-6 5-bromo-6-methylbenzo[d][1,3]dioxole 
• 65417-74-5 2-bromo-4,5-(methylenedioxy)benzaldehyde oxime 

Relevant articles and documents

Synthesis and Biological Evaluation of Benzo[d][1,3]Dioxol-5-yl Chalcones as Antiproliferating Agents

A series of chalcone derivatives were designed, synthesized, and evaluated for their cytotoxic potential. These molecules have showed promising cytotoxic activity with IC50 values ranging from 5.24 to 63.12 μm. Among them, conjugates 16k, 16m a

DNA binding ligands with in vivo efficacy in murine models of bacterial infection: Optimization of internal aromatic amino acids

DNA binding ligands with potent antimicrobial activity against Gram-positive bacteria were further optimized by variation of the internal aromatic amino acids. This modification led to compounds with improved in vivo efficacy in lethal murine models of peritonitis (methicillin-resistant S. aureus, MRSA) and lung infection (S. pneumoniae).

Total synthesis of enantiopure (+)-γ-lycorane using highly efficient Pd-catalyzed asymmetric allylic alkylation

A highly efficient short total synthesis of (+)-γ-lycorane (>99% ee, 41% overall yield) was achieved by using the asymmetric allylic alkylation in the key step catalyzed by palladium complexes with novel chiral biphenol-based monodentate phosphoramidite l

New method for promoting photosensitive oxidation to remove 1, 2-mercaptoethanol acetal protecting group by utilizing visible light irradiation

The invention discloses a new method for removing a 1, 2-mercaptoethanol acetal protecting group, and belongs to the field of organic synthetic chemistry. The method comprises the following steps of:under a room-temperature open system, adding a substrate 2-substituted-1, 3-oxo-thio-cyclopentane and a catalytic amount of a photosensitizer Eosin Y into a proper amount of acetonitrile; and performing irradiating with a blue LED lamp for 3 hours while stirring to obtain the corresponding aldehyde compound with favorable yield. The method has the advantages of mild operation conditions, greenness, environmental protection, no harsh water and oxygen removal operation and device, realization of the reaction at room temperature, high substrate conversion rate, simple and easy post-treatment, andprovides a good method for removing the 1, 2-mercaptoethanol acetal protecting group at present.

Visible light photoredox catalyzed deprotection of 1,3-oxathiolanes

An efficient visible light photoredox catalyzed aerobic deprotection of 1,3-oxathiolanes using organic dye Eosin Y as a photocatalyst is disclosed. The deprotection procedure features the use of a metal-free catalyst, mild conditions, a broad range of substrate scope, and good functional group tolerance. 35 examples were tested under the standard conditions and most of them afforded the deprotected products in modest to high yields.