Methyl 4-(bromomethyl)-3-methoxybenzoate

C10H11BrO3

methyl 4-(bromomethyl)-3-methoxybenzoate

CAS70264-94-7
GHS07 Gefahrensymbol: Gesundheitsschädlich/Reizend – Ausrufezeichen
GHS05 Gefahrensymbol: Ätzend – Ätzwirkung
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
Danger

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Identification

CAS Number
70264-94-7
EC Number
410-310-1
UN Number
3261
Index Number
607-328-00-9
PubChem CID
2759828

Physical-chemical properties

Molecular Formula
C10H11BrO3
Molar Mass
259.10 g/mol
IUPAC Name
methyl 4-(bromomethyl)-3-methoxybenzoate

Chemical Identifiers

InChI
InChI=1S/C10H11BrO3/c1-13-9-5-7(10(12)14-2)3-4-8(9)6-11/h3-5H,6H2,1-2H3
InChI Key
UXSNXOMMJXTFEG-UHFFFAOYSA-N

Overview

Methyl 4-(bromomethyl)-3-methoxybenzoate (CAS 70264-94-7) is an aromatic ester compound featuring reactive bromomethyl and methoxy functional groups for synthetic applications. This specialized chemical intermediate belongs to the family of substituted benzoic acid esters, characterized by its unique combination of a bromomethyl substituent at the 4-position and a methoxy group at the 3-position on the benzene ring. The compound's molecular formula C10H11BrO3 reflects its structure containing both electrophilic and nucleophilic sites, making it particularly valuable in organic synthesis and pharmaceutical intermediate production. The presence of the bromomethyl group makes this compound highly reactive, serving as an excellent alkylating agent in various chemical transformations. The methoxy substituent provides electron-donating properties that can influence the compound's reactivity pattern and selectivity in synthetic reactions. With a molecular weight of 259.1 g/mol, this crystalline solid exhibits typical properties of halogenated aromatic compounds. Safety considerations are paramount when handling this material, as it carries significant hazard classifications including skin and eye irritation, skin sensitization, and aquatic toxicity. The compound requires careful storage and handling procedures, with appropriate personal protective equipment mandatory during use. Its classification under ADR Class 8 indicates corrosive properties that demand specialized packaging and transport protocols. Primary industrial applications include pharmaceutical intermediate synthesis, agrochemical production, and specialty chemical manufacturing where selective alkylation reactions are required. Unlike simpler compounds such as N-cyclohexylcyclohexanamine, this bromomethyl derivative offers enhanced synthetic versatility for complex molecular constructions. OYSI maintains reliable supply chains for methyl 4-(bromomethyl)-3-methoxybenzoate to support European chemical manufacturers and research institutions.

Safety & Classification

Danger
Classification:

Skin Irrit. 2; Eye Dam. 1; Skin Sens. 1; Aquatic Acute 1; Aquatic Chronic 1

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H315

Causes skin irritation.

H318

Causes serious eye damage.

H317

May cause an allergic skin reaction.

H400

Very toxic to aquatic life.

H410

Very 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:

Eye Contact

Harmful

Measures if substance gets into the eyes

First Aid Actions

  • +P305IF IN EYES:
  • +P351Rinse cautiously with water for several minutes.
  • +P338Remove contact lenses, if present and easy to do. Continue rinsing.
  • +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 Number3261
ADR Class8
Packing GroupIII
Tunnel CodeE
Proper Shipping NameMethyl-4-brommethyl-3-methoxybenzoat
Marine PollutantNo

Frequently Asked Questions

What is methyl 4-(bromomethyl)-3-methoxybenzoate?

Methyl 4-(bromomethyl)-3-methoxybenzoate is an organobromine compound with the molecular formula C10H11BrO3 and CAS number 70264-94-7. This aromatic ester features a benzene ring substituted with a bromomethyl group, a methoxy group, and a methyl ester functionality. With a molecular weight of 259.1 g/mol, it appears as a solid compound that poses significant safety concerns due to its corrosive and sensitizing properties.

What are the physicochemical properties of methyl 4-(bromomethyl)-3-methoxybenzoate?

Methyl 4-(bromomethyl)-3-methoxybenzoate is typically a white to off-white crystalline solid at room temperature. The compound contains both polar (ester, methoxy) and nonpolar (aromatic ring) regions, making it moderately soluble in organic solvents like alcohols and ethers but poorly soluble in water. Its bromine content contributes to its relatively high molecular weight and density compared to similar non-halogenated compounds.

What is methyl 4-(bromomethyl)-3-methoxybenzoate used for?

Methyl 4-(bromomethyl)-3-methoxybenzoate serves primarily as an intermediate in pharmaceutical and fine chemical synthesis. The reactive bromomethyl group makes it valuable for nucleophilic substitution reactions, allowing chemists to introduce various functional groups. It is commonly used in the preparation of bioactive compounds, pharmaceutical intermediates, and specialty chemicals where selective functionalization of aromatic systems is required in research and manufacturing processes.

How to handle methyl 4-(bromomethyl)-3-methoxybenzoate safely?

Methyl 4-(bromomethyl)-3-methoxybenzoate requires careful handling due to its corrosive and sensitizing properties. Always wear appropriate PPE including chemical-resistant gloves, safety goggles, and protective clothing when handling this substance. Work in well-ventilated areas or under fume hoods to avoid inhalation. The compound can cause severe eye damage and skin irritation, so avoid direct contact. Use proper laboratory techniques and ensure emergency eyewash stations are accessible.

How to store methyl 4-(bromomethyl)-3-methoxybenzoate correctly?

Methyl 4-(bromomethyl)-3-methoxybenzoate should be stored in a cool, dry, well-ventilated area away from heat sources and direct sunlight. Keep containers tightly sealed to prevent moisture absorption and degradation. Store separately from strong bases, nucleophiles, and reducing agents due to the reactive bromomethyl group. Ensure storage areas have appropriate spill containment measures and are accessible only to trained personnel familiar with handling hazardous chemicals.

What to do in case of contact with methyl 4-(bromomethyl)-3-methoxybenzoate?

Skin contact with methyl 4-(bromomethyl)-3-methoxybenzoate requires immediate removal of contaminated clothing and thorough washing with soap and water for at least 15 minutes. For eye contact, flush immediately with clean water for at least 15 minutes and seek medical attention due to potential serious eye damage. If inhaled, move to fresh air immediately. Remove contaminated clothing and wash before reuse. Seek medical attention if irritation persists or symptoms develop.

How to dispose of methyl 4-(bromomethyl)-3-methoxybenzoate appropriately?

Methyl 4-(bromomethyl)-3-methoxybenzoate must be disposed of as hazardous waste through licensed waste disposal companies. Do not pour down drains or dispose of in regular waste due to its environmental hazard classification (Aquatic Acute 1, Aquatic Chronic 1). Collect waste in properly labeled containers and arrange disposal according to local and national regulations. Small quantities may be suitable for controlled incineration at appropriate high-temperature facilities with emission controls.

How to transport methyl 4-(bromomethyl)-3-methoxybenzoate?

Methyl 4-(bromomethyl)-3-methoxybenzoate is classified as ADR Class 8 (corrosive substances), Packing Group III for transportation purposes. This classification requires appropriate corrosive-resistant packaging and proper hazard labeling during shipment. Transport containers must meet UN specification requirements and display appropriate hazard diamonds. Shipping documentation must include proper shipping names, hazard classifications, and emergency response information. Only trained personnel should handle transportation arrangements.

Is methyl 4-(bromomethyl)-3-methoxybenzoate subject to specific regulations?

Methyl 4-(bromomethyl)-3-methoxybenzoate falls under REACH regulation in Europe and requires compliance with CLP classification requirements. While not currently listed as an SVHC (Substance of Very High Concern), its hazardous properties require proper classification, labeling, and safety data sheet provision. Users must follow occupational exposure limits and implement appropriate risk management measures. The compound's environmental hazard classification may trigger additional reporting requirements under local environmental regulations.

Where to buy methyl 4-(bromomethyl)-3-methoxybenzoate in Europe?

Methyl 4-(bromomethyl)-3-methoxybenzoate is available through OYSI, a specialized European distributor of technical chemicals and pharmaceutical intermediates. OYSI provides this compound with full regulatory compliance, including proper documentation, safety data sheets, and certificates of analysis. As experienced chemical distributors, OYSI ensures proper packaging, handling, and delivery throughout Europe while maintaining the highest quality standards for research and industrial applications.

Data Sources

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