2-bromo-5-hydroxy-4-methoxybenzaldehyde

C8H7BrO3

CAS2973-59-3
GHS07 Gefahrensymbol: Gesundheitsschädlich/Reizend – Ausrufezeichen
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
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Identification

CAS Number
2973-59-3
EC Number
426-540-0
UN Number
3077
Index Number
605-024-00-0
PubChem CID
616068

Physical-chemical properties

Molecular Formula
C8H7BrO3
Molar Mass
231.04 g/mol
IUPAC Name
2-bromo-5-hydroxy-4-methoxybenzaldehyde

Chemical Identifiers

InChI
InChI=1S/C8H7BrO3/c1-12-8-3-6(9)5(4-10)2-7(8)11/h2-4,11H,1H3
InChI Key
AHYSXUDLJOFNAB-UHFFFAOYSA-N

Overview

2-bromo-5-hydroxy-4-methoxybenzaldehyde (CAS 2973-59-3) is a halogenated aromatic aldehyde featuring both hydroxyl and methoxy substituents on the benzene ring. This specialized organic compound belongs to the family of substituted benzaldehydes, characterized by its unique combination of functional groups that impart distinctive chemical reactivity. The molecular structure contains a bromine atom at the ortho position relative to the aldehyde group, along with hydroxyl and methoxy substituents that influence its solubility and reactivity profile. With a molecular weight of 231.04 g/mol and formula C8H7BrO3, this compound exhibits properties typical of both phenolic compounds and aromatic aldehydes. From a safety perspective, 2-bromo-5-hydroxy-4-methoxybenzaldehyde is classified as a skin sensitizer (Skin Sens. 1) and presents chronic aquatic toxicity concerns (Aquatic Chronic 2), requiring appropriate handling precautions including personal protective equipment and environmental considerations during storage and use. The compound carries GHS07 and GHS09 pictograms with a "Warning" signal word, indicating moderate hazard levels that necessitate proper industrial hygiene practices. In industrial applications, this compound serves primarily as an intermediate in organic synthesis, particularly in the pharmaceutical and agrochemical sectors where its multiple functional groups enable diverse chemical transformations. It finds use in the development of bioactive molecules and as a building block for more complex aromatic systems. Similar to other specialized intermediates like 2,4-dihydroxy-N-(2-methoxyphenyl)benzamide, it plays a crucial role in medicinal chemistry research and fine chemical manufacturing. OYSI maintains reliable supply chains for 2-bromo-5-hydroxy-4-methoxybenzaldehyde to support European industrial customers requiring consistent quality and technical expertise.

Safety & Classification

Warning
Classification:

Skin Sens. 1; Aquatic Chronic 2

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H317

May cause an allergic skin reaction.

H411

Toxic to aquatic life with long lasting effects.

Classification according to CLP Regulation (EC) No 1272/2008. The complete list of hazard and precautionary statements can be found in the Safety Data Sheet (SDS).

First Aid Measures

Skin Contact

Irritant

Measures if substance contacts the skin

First Aid Actions

  • +P302IF ON SKIN:
  • +P352Wash with plenty of water.
  • +P361Take off immediately all contaminated clothing.
  • +P313Get medical advice/attention.

Related hazard statements:

General Measures

Emergency 112 | Poison Control: +49 30 19240 (DE), +33 1 45 42 59 59 (FR), +31 30 274 88 88 (NL)

First aid measures are based on CLP classification and associated P-statements. They do not replace the Safety Data Sheet (SDS). In case of emergency, always consult the full SDS and a physician.

Transport (ADR)

UN Number3077
ADR Class9
Packing GroupIII
Tunnel Code-
Proper Shipping Name2-Brom-5-hydroxy-4-methoxybenzaldehyd
Marine PollutantNo

Frequently Asked Questions

What is 2-bromo-5-hydroxy-4-methoxybenzaldehyde?

2-bromo-5-hydroxy-4-methoxybenzaldehyde is an organic chemical compound with the molecular formula C8H7BrO3 and CAS number 2973-59-3. This aromatic aldehyde features a benzene ring substituted with bromine, hydroxyl, methoxy, and aldehyde functional groups. With a molecular weight of 231.04 g/mol, it belongs to the class of halogenated phenolic aldehydes and is primarily used as an intermediate in organic synthesis and pharmaceutical manufacturing.

What are the physicochemical properties of 2-bromo-5-hydroxy-4-methoxybenzaldehyde?

2-bromo-5-hydroxy-4-methoxybenzaldehyde is a solid compound at room temperature with a molecular weight of 231.04 g/mol. As an aromatic aldehyde containing phenolic and methoxy groups, it typically exhibits limited water solubility but good solubility in organic solvents such as ethanol, methanol, and acetone. The presence of the aldehyde group gives it characteristic odor properties, while the bromine substitution affects its reactivity and physical characteristics.

What is 2-bromo-5-hydroxy-4-methoxybenzaldehyde used for?

2-bromo-5-hydroxy-4-methoxybenzaldehyde serves primarily as a chemical intermediate in organic synthesis and pharmaceutical manufacturing. It is commonly used in the production of more complex organic molecules, particularly in the synthesis of pharmaceutical compounds, agrochemicals, and specialty chemicals. Its unique substitution pattern makes it valuable for creating specific molecular frameworks in medicinal chemistry and fine chemical production, where the bromine atom can undergo various coupling reactions.

How to handle 2-bromo-5-hydroxy-4-methoxybenzaldehyde safely?

2-bromo-5-hydroxy-4-methoxybenzaldehyde requires careful handling due to its skin sensitization properties (Skin Sens. 1). Always wear appropriate personal protective equipment including chemical-resistant gloves, safety goggles, and protective clothing. Work in well-ventilated areas or under fume hoods to avoid inhalation. Prevent skin and eye contact, and wash hands thoroughly after handling. Follow good laboratory practices and ensure emergency eyewash and shower facilities are readily accessible.

How to store 2-bromo-5-hydroxy-4-methoxybenzaldehyde correctly?

2-bromo-5-hydroxy-4-methoxybenzaldehyde should be stored in tightly sealed containers in a cool, dry, and well-ventilated area away from heat sources and direct sunlight. Keep containers away from incompatible materials such as strong oxidizing agents and bases. Store in original containers with proper labeling, and maintain temperatures according to supplier specifications. Ensure storage areas have appropriate spill containment measures and restricted access to authorized personnel only.

What to do in case of contact with 2-bromo-5-hydroxy-4-methoxybenzaldehyde?

Skin contact with 2-bromo-5-hydroxy-4-methoxybenzaldehyde requires immediate removal of contaminated clothing and thorough washing of affected skin with soap and water for at least 15 minutes. For eye contact, flush immediately with clean water for 15 minutes while holding eyelids open. If inhaled, move to fresh air immediately. Remove contaminated clothing and wash before reuse. Seek medical attention if irritation persists or if sensitization symptoms develop. Do not induce vomiting if ingested.

How to dispose of 2-bromo-5-hydroxy-4-methoxybenzaldehyde properly?

2-bromo-5-hydroxy-4-methoxybenzaldehyde must be disposed of according to local, national, and international waste regulations as it poses environmental hazards (Aquatic Chronic 2). Contact licensed waste disposal companies for proper treatment and disposal. Do not discharge to sewers, waterways, or soil. Small laboratory quantities may require specialized incineration at high temperatures with appropriate emission controls. Always consult safety data sheets and regulatory authorities for specific disposal requirements in your jurisdiction.

How to transport 2-bromo-5-hydroxy-4-methoxybenzaldehyde?

2-bromo-5-hydroxy-4-methoxybenzaldehyde is classified as ADR Class 9 (Miscellaneous dangerous substances), Packing Group III for transport purposes. It must be packaged in appropriate containers meeting UN specification requirements and properly labeled with hazard markings. Transport vehicles must carry appropriate documentation including transport documents and emergency response information. Drivers should be trained in handling hazardous materials, and transport must comply with ADR/RID regulations for international shipments.

Is 2-bromo-5-hydroxy-4-methoxybenzaldehyde subject to specific regulations?

2-bromo-5-hydroxy-4-methoxybenzaldehyde is regulated under various European and international frameworks including REACH registration requirements and CLP classification as a skin sensitizer and aquatic hazard. It carries Warning signal word with GHS07 and GHS09 pictograms. The substance is not currently listed as SVHC (Substance of Very High Concern). Users must comply with occupational exposure limits, environmental discharge restrictions, and proper hazard communication requirements including safety data sheet provision.

Where to buy 2-bromo-5-hydroxy-4-methoxybenzaldehyde in Europe?

2-bromo-5-hydroxy-4-methoxybenzaldehyde is available through OYSI, a specialized European distributor of chemical products. OYSI provides high-quality chemicals with proper documentation including certificates of analysis and safety data sheets compliant with European regulations. As a European distributor, OYSI ensures reliable supply chains, regulatory compliance, and technical support for customers across various industries requiring this specialized chemical intermediate for their manufacturing and research applications.

Data Sources

Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.