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 a reactive bromomethyl functional group and methoxy substitution. This specialized chemical intermediate belongs to the class of substituted benzoate esters, characterized by its unique combination of functional groups that make it particularly valuable in organic synthesis applications. The compound's molecular structure (C10H11BrO3) incorporates a benzoate core with strategic substitutions: a bromomethyl group at the 4-position and a methoxy group at the 3-position, alongside the methyl ester functionality. This arrangement provides multiple reactive sites for chemical transformations, making it an important building block in pharmaceutical and fine chemical manufacturing. The presence of the bromomethyl group makes this compound highly reactive, which contributes to its classification under several hazard categories. It exhibits skin and eye irritation properties, requires careful handling protocols, and is classified as corrosive (ADR Class 8) for transportation purposes. The GHS hazard pictograms (GHS05, GHS07, GHS09) reflect its potential for causing serious eye damage, skin irritation, and environmental hazards, particularly to aquatic life. Unlike simpler compounds such as N-cyclohexylcyclohexanamine, this brominated benzoate requires specialized storage conditions and enhanced safety measures due to its reactive nature. Primary industrial applications include pharmaceutical intermediate synthesis, where the bromomethyl functionality serves as an excellent leaving group for nucleophilic substitution reactions. The compound is also utilized in the production of specialty polymers and as a precursor for more complex aromatic compounds in fine chemical manufacturing. OYSI maintains reliable supply chains for methyl 4-(bromomethyl)-3-methoxybenzoate to serve European industrial customers with consistent quality and regulatory compliance.

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 chemical features a benzoate ester structure with a bromomethyl substituent and a methoxy group. With a molecular weight of 259.1 g/mol, it belongs to the class of aromatic esters and is commonly used as an intermediate in organic synthesis and pharmaceutical manufacturing.

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

Methyl 4-(bromomethyl)-3-methoxybenzoate appears as a solid compound at room temperature with characteristic properties of aromatic esters. The presence of the bromine atom and methoxy group influences its solubility profile, typically showing good solubility in organic solvents like alcohols and ethers but limited water solubility. Its molecular structure contributes to its stability under normal conditions while maintaining reactivity at the bromomethyl position.

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

Methyl 4-(bromomethyl)-3-methoxybenzoate serves primarily as a synthetic intermediate in pharmaceutical and fine chemical manufacturing. The compound is valuable in organic synthesis due to its reactive bromomethyl group, which enables nucleophilic substitution reactions. It finds applications in the production of pharmaceutical active ingredients, specialty chemicals, and research compounds where selective bromination and esterification are required for molecular construction.

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

Methyl 4-(bromomethyl)-3-methoxybenzoate requires careful handling due to its skin irritant, eye damaging, and sensitizing properties. Essential protective equipment includes chemical-resistant gloves, safety goggles, and protective clothing. Work in well-ventilated areas or under fume hoods to minimize exposure. Avoid skin and eye contact, and prevent inhalation of dust or vapors. The compound carries a 'Danger' signal word and requires adherence to strict safety protocols during use.

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

Methyl 4-(bromomethyl)-3-methoxybenzoate should be stored in tightly closed containers in a cool, dry, well-ventilated area away from incompatible materials. Keep away from heat sources, direct sunlight, and moisture to prevent degradation. Due to its aquatic toxicity classification, ensure proper containment to prevent environmental release. Store separately from strong bases and reducing agents that may react with the bromomethyl group, and maintain appropriate temperature conditions as specified by the supplier.

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

Immediate action is crucial upon contact with methyl 4-(bromomethyl)-3-methoxybenzoate due to its irritant and potentially eye-damaging properties. For skin contact, immediately wash with plenty of water for at least 15 minutes and remove contaminated clothing. In case of eye contact, rinse thoroughly with water for at least 15 minutes and seek immediate medical attention. If inhaled, move to fresh air. Remove contaminated clothing and wash before reuse. Always consult a physician if irritation persists.

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

Methyl 4-(bromomethyl)-3-methoxybenzoate must be disposed of as hazardous waste in accordance with local and international environmental regulations. Due to its aquatic toxicity classification, prevent release to water systems and soil. Contact licensed waste disposal companies specializing in organohalogen compounds. Incineration at high temperatures in approved facilities is typically the preferred method. Small quantities may require collection in designated hazardous waste containers following applicable waste codes and classification requirements.

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

Methyl 4-(bromomethyl)-3-methoxybenzoate is classified under ADR Class 8 (Corrosive substances), Packing Group III for transportation purposes. Packages must comply with appropriate packing instructions and bear proper hazard labels including corrosive substance markings. Transport vehicles require ADR compliance, and drivers need appropriate training certifications. Proper documentation including transport documents and emergency response information must accompany shipments. Ensure packages are secured and protected from damage during transit.

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

Methyl 4-(bromomethyl)-3-methoxybenzoate is subject to REACH regulation requiring registration for manufacture or import above one tonne per year. CLP regulation mandates proper classification and labeling with GHS pictograms GHS05, GHS07, and GHS09. The compound is not currently listed as an SVHC substance. Users must comply with workplace exposure limits, environmental discharge restrictions due to its aquatic toxicity, and proper waste management protocols under various national and EU environmental directives.

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 to pharmaceutical, fine chemical, and research industries across Europe with appropriate documentation including safety data sheets and certificates of analysis. As a professional chemical distributor, OYSI ensures compliance with European regulations and maintains high-quality standards for specialty organic compounds like this bromomethyl benzoate derivative.

Data Sources

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