3111-37-3

Basic information

• Product Name: 3-Bromo-5-ethoxy-4-hydroxybenzaldehyde
• Synonyms: OTAVA-BB BB7018801966;TIMTEC-BB SBB006978;ART-CHEM-BB B000259;AKOS B000259;5-BROMO-3-ETHOXY-4-HYDROXYBENZALDEHYDE;3-BROMO-5-ETHOXY-4-HYDROXYBENZALDEHYDE;3-bromo-4-hydroxy-5-ethoxybenzaldehyde
• CAS NO: 3111-37-3
• Molecular Formula: C₉H₉BrO₃
• Molecular Weight: 245.07
• Product Categories: Aldehydes;Phenyls & Phenyl-Het;Phenyls & Phenyl-Het
• Mol File: 3111-37-3.mol
• Article Data: 6

Chemical Properties

• Melting Point: 141-143°C
• Boiling Point: 303.8°C at 760mmHg
• Flash Point: 137.5°C
• Appearance: /
• Density: 1.568g/cm³
• Vapor Pressure: 0.000506mmHg at 25°C
• Refractive Index: 1.606
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 6.39±0.23(Predicted)
• Sensitive: Air Sensitive
• CAS DataBase Reference: 3-Bromo-5-ethoxy-4-hydroxybenzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Bromo-5-ethoxy-4-hydroxybenzaldehyde(3111-37-3)
• EPA Substance Registry System: 3-Bromo-5-ethoxy-4-hydroxybenzaldehyde(3111-37-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 3111-37-3(Hazardous Substances Data)

Usage

General Description

3-Bromo-5-ethoxy-4-hydroxybenzaldehyde is a chemical compound with the molecular formula C9H9BrO3. This organic compound belongs to the family of bromobenzenes and has an aromatic ring, with bromine, ethoxy, and hydroxy substituents, along with a formyl group attached to it. It appears as a solid substance and is a relatively stable compound. However, specific characteristics like boiling point, melting point, or toxicity are not readily available. As with many chemical substances, careful handling and storage are required. It is typically used in various industrial and scientific processes, including the syntheses of other complex compounds. Its properties make it useful in laboratory research, chemical synthesis and in pharmaceutical research.

InChI:InChI=1/C9H9BrO3/c1-2-13-8-4-6(5-11)3-7(10)9(8)12/h3-5,12H,2H2,1H3

Upstream product

• 1567388-59-3 C₉H₁₁BrO₂ 
• 121-32-4 4-hydroxy-3-ethoxybenzaldehyde 

Downstream Products

• 81805-97-2 5-bromo-3-ethoxy-4-methoxybenzaldehyde 
• 384859-47-6 3-bromo-5-ethoxy-4-(3-nitro-benzyloxy)-benzaldehyde 
• 914094-48-7 4-[4-(3-amino-benzyloxy)-3-bromo-5-ethoxy-phenyl]-2-methyl-5-oxo-7-propyl-1,4,5,6,7,8-hexahydro-quinoline-3-carbonitrile 

Relevant articles and documents

Benzyl substituted aniline compound and use thereof

The invention provides a benzyl-substituted aniline compound represented by a formula I shown in a drawing or pharmaceutically acceptable salts thereof, wherein R1 is independently selected from -COOH, -CONH2, H, -COOR5 (R5 is methyl or ethyl), -CN, -OH and -NH2COCH3, R2 and R3 are independently selected from C6-C10 aryl, C3-C6 cyclane and C1-C3 saturated alkyl or unsaturated alkyl respectively, and R4 is independently selected from -H, ethyl and acetyl. The compound and the pharmaceutically acceptable salts thereof, provided by the invention, can be used as farnesyltransferase inhibitors or can be used for preparing drugs for preventing or treating diseases related to farnesyltransferase, thereby having good medicine preparation prospects.

Practical Ligand-Free Copper-Catalysed Short-Chain Alkoxylation of Unactivated Aryl Bromides

An efficient and practical short-chain alkoxylation of unactivated aryl bromides has been developed with special attention focussed on the applicability of the reaction. Sodium alkoxide is used as the nucleophile, and the corresponding alcohol as the solvent. The reaction requires neither precious metals nor organic ligands. It uses a catalytic system consisting of copper(I) bromide as a catalyst, the corresponding alkyl formate as a noncontaminating cocatalyst, and lithium chloride as an additive. A wide range of substrates and test cases highlight the synthetic utility of the approach. Considering the commercial accessibility and affordability of the feedstocks, this protocol shows promise as a new alternative for the sustainable preparation of aryl alkyl ethers.

Efficient Co(OAc)2-catalyzed aerobic oxidation of EWG-substituted 4-cresols to access 4-hydroxybenzaldehydes

We reported an efficient ligand-free Co(OAc)2·4H 2O/NaOH/O2/ethylene glycol reaction system that enables selective aerobic oxidation of a wide range of substrates covering 2,6-di-EWG-, 2,3,6-tri-EWG-, 2-EWG-, and 2-EWG-6-EDG-substituted 4-cresols into the corresponding 4-hydroxybenzaldehydes. Based on the experimental investigations and well-defined p-benzoquinone methides, a plausible reaction mechanism was proposed. Considering the simplicity of the procedure and importance of the products, the methodology was expected to become a favorable and practical tool in related benzylic C(sp3)-H functionalization chemistry.