1-(bromomethyl)-4-methylbenzene
C8H9Br
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Identification
- CAS Number
- 104-81-4
- EC Number
- 203-240-6
- UN Number
- 3417
- PubChem CID
- 7721
Physical-chemical properties
- Molecular Formula
- C8H9Br
- Molar Mass
- 185.06 g/mol
- IUPAC Name
- 1-(bromomethyl)-4-methylbenzene
Chemical Identifiers
- InChI
- InChI=1S/C8H9Br/c1-7-2-4-8(6-9)5-3-7/h2-5H,6H2,1H3
- InChI Key
- WZRKSPFYXUXINF-UHFFFAOYSA-N
Overview
1-(Bromomethyl)-4-methylbenzene (CAS 104-81-4) is an aromatic organobromine compound with reactive halomethyl functionality used in organic synthesis applications. This benzyl bromide derivative, also known by its molecular formula C8H9Br, represents an important class of halogenated aromatic compounds widely utilized in chemical manufacturing and research applications. With a molecular weight of 185.06 g/mol, this substance features a methyl-substituted benzene ring bearing a bromomethyl substituent, which provides excellent reactivity for nucleophilic substitution reactions and serves as a versatile building block in organic synthesis. The compound exhibits typical properties of benzyl halides, including high reactivity toward nucleophiles due to the electron-withdrawing nature of the aromatic system combined with the labile carbon-bromine bond. This reactivity profile makes it particularly valuable in pharmaceutical intermediate synthesis and fine chemical production. While classified under ADR class 6.1, indicating toxicity concerns, proper handling protocols ensure safe industrial use. Primary applications include pharmaceutical intermediate synthesis, where it serves as an alkylating agent and building block for complex molecular structures. The chemical industry also employs this compound in the production of specialty chemicals and advanced materials, particularly in processes requiring selective benzylation reactions. Its reactivity pattern differs notably from related compounds such as 4-nitroaniline and 4-nitrophenol, which feature different functional groups and correspondingly distinct applications in chemical synthesis. The compound finds additional use in research and development applications, particularly in academic and industrial laboratories focused on organic synthesis methodology development. OYSI maintains reliable European supply chains for 1-(bromomethyl)-4-methylbenzene, ensuring consistent availability for industrial customers across various sectors requiring high-quality organobromine compounds.
Safety & Classification
No Hazard Classification
This substance is not classified as hazardous according to CLP Regulation (EC) No 1272/2008.
Transport (ADR)
| UN Number | 3417 |
| ADR Class | 6.1 |
| Packing Group | II |
| Tunnel Code | D/E |
| Proper Shipping Name | p-Xylylbromid, flüssig* |
| Marine Pollutant | No |
Frequently Asked Questions
What is 1-(bromomethyl)-4-methylbenzene?
1-(bromomethyl)-4-methylbenzene is an organic brominated compound with the molecular formula C8H9Br and CAS number 104-81-4. This aromatic compound features a benzene ring substituted with a methyl group and a bromomethyl group in para position. With a molecular weight of 185.06 g/mol, it serves as an important intermediate in organic synthesis and pharmaceutical manufacturing.
What are the physicochemical properties of 1-(bromomethyl)-4-methylbenzene?
1-(bromomethyl)-4-methylbenzene is typically a colorless to pale yellow liquid at room temperature with a characteristic aromatic odor. The compound has limited solubility in water due to its organic nature but dissolves readily in organic solvents such as alcohols, ethers, and aromatic hydrocarbons. Its bromine content makes it denser than water and reactive toward nucleophiles.
What is 1-(bromomethyl)-4-methylbenzene used for?
1-(bromomethyl)-4-methylbenzene serves primarily as a chemical intermediate in pharmaceutical synthesis, particularly for manufacturing active pharmaceutical ingredients. It is widely used in organic synthesis reactions including nucleophilic substitutions and coupling reactions. The compound also finds applications in the production of specialty chemicals, research laboratories, and as a building block for more complex aromatic compounds.
How to handle 1-(bromomethyl)-4-methylbenzene safely?
Safe handling of 1-(bromomethyl)-4-methylbenzene requires appropriate personal protective equipment including chemical-resistant gloves, safety goggles, and protective clothing. Work should be conducted in well-ventilated areas or under fume hoods to avoid inhalation. Avoid contact with skin and eyes, and prevent vapor accumulation. Use non-sparking tools and ensure proper grounding to prevent static electricity buildup during transfer operations.
How to store 1-(bromomethyl)-4-methylbenzene correctly?
1-(bromomethyl)-4-methylbenzene should be stored in tightly sealed containers in a cool, dry, and well-ventilated area away from direct sunlight and heat sources. Keep away from strong bases, nucleophiles, and reactive metals that could cause unwanted reactions. Store in original containers with proper labeling and maintain temperatures below 25°C to ensure stability and prevent decomposition.
What to do in case of contact with 1-(bromomethyl)-4-methylbenzene?
In case of skin contact with 1-(bromomethyl)-4-methylbenzene, immediately remove contaminated clothing and wash the affected area thoroughly with soap and water for at least 15 minutes. For eye contact, flush immediately with clean water for 15 minutes and seek medical attention. If inhaled, move to fresh air immediately. In case of ingestion, do not induce vomiting and seek immediate medical attention.
How to dispose of 1-(bromomethyl)-4-methylbenzene appropriately?
Disposal of 1-(bromomethyl)-4-methylbenzene must comply with local and national hazardous waste regulations. The compound should be collected as hazardous chemical waste and disposed of through authorized waste management companies. Incineration at high temperatures in appropriate facilities is typically the preferred disposal method. Never dispose of this chemical down drains or in regular waste streams due to environmental concerns.
How to transport 1-(bromomethyl)-4-methylbenzene?
1-(bromomethyl)-4-methylbenzene is classified under ADR as Class 6.1 (Toxic substances), Packing Group II. Transportation requires appropriate UN-approved packaging and proper hazard labeling including toxic substance markings. Vehicles must comply with ADR regulations for toxic materials, including proper documentation, emergency equipment, and driver training. Ensure packages are secured and protected from damage during transit.
Is 1-(bromomethyl)-4-methylbenzene subject to specific regulations?
1-(bromomethyl)-4-methylbenzene is subject to REACH regulation in Europe, requiring registration for commercial use above certain tonnage thresholds. The compound is not listed as a Substance of Very High Concern (SVHC) under current regulations. However, handlers must comply with CLP classification requirements, workplace exposure limits, and local chemical safety regulations. Import/export may require additional permits depending on jurisdiction.
Where to buy 1-(bromomethyl)-4-methylbenzene in Europe?
1-(bromomethyl)-4-methylbenzene is available through OYSI, a European distributor specializing in technical chemicals and pharmaceutical intermediates. OYSI provides reliable supply across Europe with proper documentation, quality certificates, and regulatory compliance. As an established chemical distributor, OYSI ensures product quality and maintains appropriate storage and handling protocols for this specialized organic compound.
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Data Sources
Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.