16414-34-9

Basic information

• Product Name: 5-BROMOPROTOCATECHUALDEHYDE
• Synonyms: 3-BROMO-4,5-DIHYDROXYBENZALDEHYDE;5-BROMOPROTOCATECHUALDEHYDE;5-BROMO-3,4-DIHYDROXYBENZALDEHYDE;AKOS BBS-00004672;AKOS B029187;3,4-Dihydroxy-5-bromobenzaldehyde;Bromoprotocatechualdehyde;NSC 139675
• CAS NO: 16414-34-9
• Molecular Formula: C₇H₅BrO₃
• Molecular Weight: 217.02
• EINECS: 240-463-8
• Product Categories: Aromatic Aldehydes & Derivatives (substituted)
• Mol File: 16414-34-9.mol
• Article Data: 37

Chemical Properties

• Melting Point: 230 °C
• Boiling Point: 297.4 °C at 760mmHg
• Flash Point: 133.7 °C
• Appearance: Light yellow powder
• Density: 1.7054 (rough estimate)
• Vapor Pressure: 0.000762mmHg at 25°C
• Refractive Index: 1.4630 (estimate)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 6.09±0.23(Predicted)
• CAS DataBase Reference: 5-BROMOPROTOCATECHUALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-BROMOPROTOCATECHUALDEHYDE(16414-34-9)
• EPA Substance Registry System: 5-BROMOPROTOCATECHUALDEHYDE(16414-34-9)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36-43
• Safety Statements: 26-36/37
• HazardClass: IRRITANT
• Hazardous Substances Data: 16414-34-9(Hazardous Substances Data)

Usage

General Description

5-Bromoprotocatechualdehyde is a chemical compound with the molecular formula C7H7BrO3. It is a brominated derivative of protocatechualdehyde, which is widely used in organic synthesis as a starting material for the preparation of various compounds. The presence of a bromine atom in 5-bromoprotocatechualdehyde makes it useful in the synthesis of biologically active molecules and certain pharmaceuticals. It has also been studied for its potential application in the development of new drugs and as a reagent in organic chemistry reactions. Its unique structure and properties make it a valuable compound for medicinal and synthetic chemistry research.

InChI:InChI=1/C7H5BrO3/c8-5-1-4(3-9)2-6(10)7(5)11/h1-3,10-11H

Upstream product

• 2973-76-4 5-bromo-4-hydroxy-3-methoxybenzaldehyde 
• 121-33-5 vanillin 
• 23354-30-5 3-bromo-4-methoxy-5-hydroxybenzaldehyde 
• 621-59-0 isovanillin 
• 139-85-5 3,4-dihydroxybenzaldehyde 

Downstream Products

• 119734-73-5 (6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-1-carboxy-1-methyl-ethoxyimino]-acetylamino}-3-[(3-bromo-4,5-dihydroxy-benzoylamino)-methyl]-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 
• 52897-61-7 3-bromo-4,5-dihydroxybenzyl alcohol 
• 23354-30-5 3-bromo-4-methoxy-5-hydroxybenzaldehyde 
• 6948-30-7 5-bromoveratralaldehyde 
• 120-57-0 piperonal 
• 19522-96-4 7-bromo-benzo[1,3]dioxole-5-carbaldehyde 
• 1286210-10-3 C₂₅H₂₈O₃Si 
• 1286210-26-1 C₃₉H₄₂ClNO₆Si 
• 1286210-50-1 C₃₉H₄₀ClNO₆Si 
• 1286210-34-1 C₃₉H₄₂ClNO₆Si 
• 1286210-52-3 C₄₁H₄₄ClNO₇Si 
• 1286210-43-2 C₂₃H₂₅BrO₃Si 
• 156605-28-6 3-bromo-4,5-bis(methoxymethoxy)benzaldehyde 

Relevant articles and documents

Radical formation and coupling of hydroxycinnamic acids containing 1,2-dihydroxy substituents

Hydroxycinnamic acids involved in the deposition and cross-linking of plant cell-wall polymers do not usually contain 1,2-dihydroxy substituents, despite the presence of both 3,4-dihydroxycinnamic acid and 4,5-dihydroxy-3-methoxycinnamic acid as intermediates in the biogenesis of lignin. Since the O-methyl transferases, enzymes catalysing methylation, are targets for the genetic manipulation of lignin biosynthesis, the potential incorporation of these 1,2-dihydroxated substrates becomes increasingly significant. Using EPR spectroscopy, it was observed that 1,2-dihydroxy substituents did not have an inhibitory effect on radical formation. Increasing the extent of hydroxylation and methoxylation, resulted in an increased ease of substrate oxidation. Despite formation of the parent radicals, coupling did not proceed, under conditions that generally result in phenylpropanoid polymerisation. It is postulated that intermolecular radical-coupling reactions are inhibited due to rapid conversion to the o-quinone. In contrast, when methoxylated at C3, as in 4,5-dihydroxy-3-methoxycinnamic acid, radical coupling proceeds with the major product resulting from 8-O-3 radical coupling and formation of a substituted 2,3-dihydro-1,4-dioxin ring.

Bromophenol-pyrazoline compound as well as synthesis method and application thereof (by machine translation)

The invention relates to a compound, in particular to a bromophenol-pyrazoline compound as well as a synthesis method and application thereof. The bromophenol-pyrazoline compound has the following structural general formula: The bromophenol-pyrazoline compound provided by the invention has high-efficiency main protease MPro Activity can be inhibited, and the replication of coronavirus can be disturbed in cells, so that the compound has the efficacy of treating coronavirus pneumonia, and has wide application prospects in preparation of medicines for treating coronavirus pneumonia. (by machine translation)

Selective ether bond breaking method of aryl alkyl ether

The invention discloses a selective aryl alkyl ether cracking method, which comprises that aryl alkyl ether, aluminum iodide and an additive are subjected to a selective ether bond cleavage reaction in an organic solvent at a temperature of -20 DEG C to a reflux temperature to generate phenol and derivatives thereof. The method is mild in condition and simple and convenient to operate, is suitablefor cracking aryl alkyl ether containing o-hydroxyl and o-carbonyl and acetal ether, and can also be used for removing tertiary carbon hydroxyl protecting groups with higher steric hindrance, such astriphenylmethyl, tertiary butyl and the like.