1-Bromo-4-tert-Butylbenzene: Charting a Chemical’s Journey from Discovery to Future Potential

Historical Development

Back in the early twentieth century, the breakthrough in synthetic organic chemistry set the foundation for a suite of new chemicals. 1-Bromo-4-tert-butylbenzene grew out of this scientific ferment. Researchers originally sought more reliable routes for targeted halogenation and alkylation of benzene rings as part of the drive to build more effective pharmaceutical intermediates and specialty chemicals. Textbook pioneers like Friedel, Crafts, and their successors discovered simple yet robust protocols for introducing substituents onto aromatic rings. The allure of bromine as a leaving group and the stability of the tert-butyl moiety paved the way for the synthesis of this compound, whose reactivity and selectivity gave chemists practical leverage over more stubborn substrates. Its story brings to light the ambition of early chemical industry to push boundaries, not just meet existing demand but to probe new realms of synthesis and reactivity.

Product Overview

As a versatile aromatic halide, 1-Bromo-4-tert-butylbenzene enters the scene as a white to off-white crystalline powder. With its bromine atom locked at the para position relative to a bulky tert-butyl group, this substance draws attention among bench chemists for cross-coupling and building block applications. The manageable production scale means that research labs and manufacturers of advanced materials can source it in reliable quantities, contributing to everything from fine chemical synthesis to electron-rich molecular scaffolding in electronics. This adaptability traces back to a molecule that balances stability and synthetic utility, featuring in catalogs of chemical suppliers as a mainstay for those looking to assemble complex molecular architectures.

Physical & Chemical Properties

1-Bromo-4-tert-butylbenzene stands out for its molecular formula C10H13Br, weighing in at around 213.12 g/mol. It flaunts a melting point just above room temperature—between 48°C and 52°C—making it solid under typical lab conditions, yet amenable to melting for rapid purification or reaction. The boiling point hovers around 255°C, allowing for a decent handling range before thermal breakdown. Immiscibility in water makes direct aqueous manipulation tricky, yet its robust solubility in organic solvents like ether, chloroform, and dichloromethane suits the demands of most synthetic procedures. The electronegative bromine atom attached to the benzene core increases its reactivity towards nucleophiles and organometallic reagents, opening up tandem and cascade transformations. Its low reactivity to oxidation under standard conditions makes it shelf-stable, an attribute that busy chemists appreciate.

Technical Specifications & Labeling

Product purity regularly exceeds 98% for research-grade material, confirmed by proton NMR, GC-MS, and HPLC analysis. Labelling follows rigorous international norms. Each bottle states precise composition, net mass, batch number, and date of manufacture. The chemical’s hazard classification appears clearly: the GHS pictogram for acute toxicity and skin irritation stands out, with additional risk phrases reflecting flammability and environmental hazards. Barcode integration streamlines digital inventory management. Storage recommendations point to a cool, dry, well-ventilated spot, sealed tightly and isolated from oxidizers and strong bases. Each container includes supplier traceability and emergency spill instructions, which conveys confidence to safety officers and users alike.

Preparation Method

Most syntheses build upon classic aromatic bromination. The go-to route starts from 4-tert-butylbenzene, blending solid bromine with catalytic iron filings or using NBS in organic solvents like carbon tetrachloride. Vigorous stirring ensures smooth, regioselective substitution at the para position, owing to the activating chunkiness of the tert-butyl group. Quenching with sodium bisulfite neutralizes excess bromine, followed by standard aqueous workup. Extraction into ether, drying over magnesium sulfate, and distillation or crystallization tightens product purity. Big-picture, the method reflects the legacy of empirical tinkering—trial, error, then reliable reproducibility.

Chemical Reactions & Modifications

Researchers favor the bromine atom as a springboard for further chemical transformation. Cross-coupling reactions—Suzuki, Heck, and Stille—thrive on this substrate, making it a common handle for introducing functional groups via palladium catalysis. Its tert-butyl substituent shields the ring from unwanted side reactions, yet doesn’t block regioselective attack. Lithium-halogen exchange, Grignard formation, and even direct nucleophilic aromatic substitution further widen its modification scope. In advanced material science, these features turn 1-Bromo-4-tert-butylbenzene into a chameleon—tailored, tweaked, and pushed into high-value targets, spanning organometallic ligands to fragrant intermediates in specialty chemicals.

Synonyms & Product Names

This compound goes by several names, reflecting differences in nomenclature traditions and supplier lists. Para-bromo-tert-butylbenzene, 4-tert-butylbromobenzene, and p-t-butylbromobenzene all refer to the same structure. Some catalogs simply list it by its CAS number (a unique numeric identifier), easing cross-reference for procurement teams and international researchers. Such variations matter, since a mismatch in trivial names leads to tough supply chain headaches—correct labelling and standardized naming make real-world research flow without costly mistakes.

Safety & Operational Standards

Handling the substance means paying attention to personal and environmental well-being. It releases toxic fumes if burned, and can irritate eyes, skin, and airways on contact. Proper laboratory ventilation, gloves, splash-resistant goggles, and chemical-proof aprons form the baseline of protective gear. Emergency procedures instruct immediate rinsing for skin contact, and eyewash fountains are kept right at hand. Waste material—liquid or solid—enters dedicated halogenated organic waste streams, ensuring facility compliance with both local and international disposal laws. Rigorous documentation tracks storage, handling, and spillage events, setting a strong health and safety culture from bench-top to board room.

Application Area

The true value of 1-Bromo-4-tert-butylbenzene shows in its broad spectrum of users. Synthetic organic chemists leverage its dual activation pattern to build pharmacophores and crop protection agents—entry points to complexity often track back to bromoarenes like this. Material scientists push it further into organic light-emitting diodes and high-performance polymers, where the tert-butyl group enhances processability and steric stability. Its distinct aromatic signature helps in the production of advanced fragrance molecules, which must tolerate downstream process steps. Specialty firms blend it in intermediates for dyes, pigments, and surface coatings, targeting ruggedness and color stability. For me, working in a lab setting, having a reliable source to buy and verify the quality streamlines projects, especially for cross-coupling campaigns or library synthesis.

Research & Development

Recent advances showcase new ways to functionalize the molecule. Studies probe greener bromination techniques, swapping out toxic solvents for bio-based alternatives, while microfluidic reactors promise more precise control over product distribution and scalable yields. Analytical scientists keep refining detection and quantification, leaning on advances in high-resolution mass spectrometry and cryogenic NMR. Computational chemists model its reactivity in nontraditional solvents, forecasting what future generations of chemists can expect from this old workhorse. Custom derivatives morph it into ligands for catalysis, probes for diagnostics, and monomers for polymer science, with performance benchmarks pushing ever higher. Where traditional research might plateau, creative R&D keeps breathing new life into an established building block like this.

Toxicity Research

Toxicological studies flag this compound for acute hazards but stop short of persistent long-term effects. The bromine atom nudges toxicity higher than its non-halogenated cousin, yet most exposures remain contained in controlled environments. Inhalation or transdermal absorption can spark irritation, allaying the notion that even small-scale operations can skip basic safety. Lab animal tests reported dose-related organ impact at high exposures. Chronic studies remain sparse, urging those in process scale-up or long-range productivity work to double down on routine health checks and environmental monitoring. The compound’s relatively poor water solubility creates concern for local aquatic toxicity near manufacturing sites, a reminder that the reach of a chemical extends past the lab into shared air and water.

Future Prospects

Trends in fine chemical manufacturing lean on the next generation of aryl halides for both greener processes and smarter material design. The steady march of cross-coupling innovation and dispersion of organic electronics pushes 1-Bromo-4-tert-butylbenzene into new markets—perhaps as a springboard to blockbusters in pharmaceuticals or high-performance components in next-generation devices. Artificial intelligence and machine learning assist in predicting synthetic pathways or new functions, pulling on old molecules for modern problems. Commercial-scale synthesis may soon swap fossil-derived inputs for sustainable feedstocks, lowering the environmental impact per kilogram delivered. Regulatory scrutiny could climb, yet this chemical’s established dossier gives it a leg up over less-studied contenders. Its future lies in adaptation—meeting the toughest demands for cleaner chemistry, advanced materials, and smarter design, while heeding the legacy of vigilance in safety and stewardship.



What is the purity of 1-Bromo-4-Tert-Butylbenzene?

Understanding the Numbers

A bottle of 1-Bromo-4-Tert-Butylbenzene on a researcher’s shelf shows a percentage—typically between 97% and 99%. That number means more than just a grade on a report card. In synthetic chemistry, impurities get in the way, tangle up product isolation, and sometimes throw off reactions. Chemists rely on the purity marker to trust their results and build on them. If the bottle says “98%,” that means for every 100 grams, 98 grams is the compound itself, and 2 grams is whatever else tagged along during production.

Why Purity Isn’t Just a Number

During grad school, I watched experienced chemists triple-check reagents before starting a sensitive synthesis. Nobody blindly trusts a label because purity changes the game. A contaminated sample can flood a reaction with unexpected by-products, causing headaches for days. I remember working through a multi-step synthesis and hitting a wall because an impure batch derailed an intermediate step. An extra percent of impurity can break chromatography, produce inconsistent findings, and sometimes send you back to square one.

Outside academic labs, in pharmaceutical and industrial settings, standards grow tougher. Regulatory guidelines, such as those from the United States Pharmacopeia (USP), often demand higher purity for compounds involved in drug manufacturing. For research, “analytical” or “reagent” grade—around 97–99%—holds up for most uses. Anything lower, and risk grows for background noise or reaction failure.

What Affects Purity?

Sourcing plays a big role. Manufacturers—Sigma-Aldrich, TCI, Alfa Aesar—state exact purity on certificates of analysis. Each batch gets tested for physical appearance, melting point, GC, or HPLC analysis. Solvents, glassware, even humidity, can introduce impurities during synthesis. Storage matters too—moisture and air can slowly react with sensitive chemicals, forming trace side products that accumulate over months.

I’ve seen researchers run their own TLC or GC-MS checks even on high-purity batches because not every impurity gets flagged by one standard test. No one likes surprises in the middle of a complex reaction.

Living with Less-Than-Perfect

Perfect purity costs money. For less critical uses, 97% might be good enough—like in a teaching lab or for exploratory reactions where a little noise won’t ruin the lesson. For pharmaceutical intermediates, that “good enough” bar climbs much higher, sometimes above 99.5%. It’s a balance: higher purity cuts troubleshooting, but prices climb fast.

Cleaning up goes beyond suppliers. Techniques—column chromatography, recrystallization, and distillation—push impurities out. Learning to recognize when extra cleaning pays off opens doors to smoother work and reliable results.

Building Trust and Solutions

My best advice: never take purity for granted. Labs can set up quality checks like melting point measurement, TLC, or simple spectroscopy for reassurance. If in doubt about a supplier or an old bottle, small-scale pilot reactions offer clues before committing valuable reagents. Routine checks stop bad batches from causing costly setbacks.

Industry-wide, more transparency about impurity profiles would help everyone. Suppliers could share not just a blanket “98%,” but also common impurity identities. This data helps users pick the right batch for the job and avoid surprises.

What are the storage conditions for this compound?

Chemicals Need Respect, Not Just Rules

Ask anyone who has spent time in a lab or warehouse full of chemicals, and you’ll hear the same thing: storage mistakes create more problems than bad measurements or broken glassware. Understanding the right way to store a compound isn’t simply a matter of checking a box; safe keeping prevents accidents, maintains product quality, and keeps the environment secure from leaks or contamination. Over the years, I’ve watched a few close calls turn into real problems, all because someone thought rules could slide “just for this shipment.”

Temperature Control Shapes Shelf Life

Heat can do a lot of unkind things to chemicals. Even a few days above a recommended temperature leaves sensitive compounds useless or, in some cases, dangerous. Take peroxides, for example – a bit too warm, and they break down, creating gases that aren’t welcome in a sealed bottle. On the flip side, some solutions separate or crystallize in the cold, which also spells trouble. Refrigerators with reliable temperature logs make it easier to dodge this problem. Thermometers, data loggers, and recorded checks can prevent surprises when someone pulls out a bottle after a long weekend.

Humidity Wears Down More Than Labels

Air laden with moisture chips away at packaging seals and invites mold or corrosion. For compounds that react to water, this steady leak-in can start reactions that destroy quality or produce new, unknown products. Desiccators, silica gel packets, and scalpels for fast opening help guard against humidity's quiet effects. Old warehouses with rusty pipes can ruin an entire batch if nobody notices the leak dripping into the storage bay for a week. Dry storage rooms and good airflow go a long way, but sometimes small things — like swapping cardboard for plastic bins — end up saving the day.

Light Exposure: A Slow Saboteur

Sunlight can turn some chemicals into new, untested compounds. I have seen amber bottles on the windowsill fade and become brittle, with the contents losing their punch or turning dangerous. Shielding light-sensitive chemicals isn’t just about keeping a door closed. Blackout curtains, amber glass, and storage away from direct light give vital protection. People tend to forget that even indoor bulbs give off wavelengths that build up damage over time. A good rule: if the bottle warns against light, trust the label over your instincts.

Separation to Minimize Risk

Acids next to bases is an accident waiting to happen. That’s a lesson plenty have learned the hard way. Certain flammable compounds kept near oxidizers ramp up the risk if there’s a spill. Color-coded storage, physical barriers, and clear labeling cut down on mix-ups. Even tired eyes at the end of a long shift can spot a blue label in the acid row and catch a mistake. Grouping materials with similar hazards together promotes order and safety, and clear signage helps everyone skip guesswork.

Keeping Eyes Open and Training Strong

Periodic training keeps storage rules at the front of everyone’s mind. Scheduled audits cut complacency before it starts. I’ve seen plenty of spaces devolve into chaos when new trainees didn’t get the storage rundown or missed updates after a new shipment arrived. Simple steps — up-to-date safety data sheets on the wall, reminder tags, and easy-to-use checklists — ensure that everyone knows what should be stored where and why it matters. Respect for these lessons means fewer emergencies and safer days for everyone nearby.

Is a certificate of analysis (COA) available for this product?

Putting Trust to the Test

People buy nutritional supplements, food ingredients, even pet treats, wanting something safe and effective. Sometimes the outside of a product looks polished—colorful labels, catchy slogans. But packaging never tells the whole story about what's inside. Here’s where the Certificate of Analysis (COA) comes into play. I remember standing in a supplement aisle, reading tiny print, and only feeling a bit reassured once I saw “COA available upon request.” In a world filled with recalls, contamination scares, and mislabeling, trust relies on these documents.

Real Information, Not Empty Promises

A COA isn’t just another piece of paper. It’s a detailed lab report. The document shows exactly what a product contains—active ingredients, contaminants like heavy metals or pesticides, and sometimes even allergens. This kind of transparency is life-saving for anyone with allergies or sensitivities. The risk of unlabeled allergens winding up in a product made headlines last year, when several athletes were suspended due to contaminated protein powders. In each case, the absence of proper documentation left buyers in the dark.

Where Things Go Wrong Without a COA

A few years ago, there was a spike in counterfeit pharmaceuticals in the US; dozens of pharmacies sold “brand name” pills that turned out to be sugar and filler. Law enforcement traced shipments back to online sellers that never provided COAs. Consumers only realized months too late, after treatment failed. The lesson feels obvious: it’s easier for sellers to cut corners and harder for anyone to catch problems if there’s no standardized lab data attached.

How to Read a COA

The right COA isn’t written in confusing codes and scientific jargon. Reliable companies make sure customers—and not just scientists—can see important numbers and words spelled out. When I look at a COA, I scan for things like purity percentage, breakdown of active ingredients, and any flagged contaminants. If a company won’t explain the report or makes it hard to find, I walk away. That’s happened more times than I’d like, especially with trendy supplements or imported goods.

Solutions for the Future

Retailers have a responsibility to demand legitimate COAs before stocking their shelves. Some states have started to require this already, particularly for cannabis and hemp-derived products. The FDA and other regulators should do more audits and crack down on those who fake these reports. On the digital side, blockchain is popping up as a new way to make COAs tamper-proof and easily traceable. This kind of technology makes me hopeful; fewer loopholes mean more accountability.

At the end of the day, whatever you’re buying—be it a vitamin, herbal powder, or a treat for your dog—the best advice stays the same. Always check for that COA. Any company worth your trust should be ready to share it, explain it, and stand by what it says.

What is the molecular weight of 1-Bromo-4-Tert-Butylbenzene?

Connecting Chemistry To Everyday Life

I remember standing in the lab as a student, weighing out chemicals with the precision scale, realizing pretty quick that these numbers weren’t just abstract math, but dictated how every experiment shaped up. Take 1-Bromo-4-Tert-Butylbenzene—a mouthful, sure, but this molecule pops up in organic synthesis projects and quality control tests more than you’d expect. Its molecular weight, 227.12 grams per mole, actually matters far outside classrooms or research facilities.

Why Precision Matters in Scientific Calculation

Missing the correct molecular weight throws off real-world outcomes, from reaction yields in pharma labs to pollution tracking in environmental science. That single decimal place—227.12—signals much more than a catalog entry. Anyone who’s measured out a reagent knows accuracy in weights underpins safety, cost, and the success of the work. Extra grams or a little less, and you waste money, risk unintended side products, or scramble to fix the mess.

On its own, 1-Bromo-4-Tert-Butylbenzene seems pretty specialized, but walk into any chemical storage and there’s always the need to know weights for calculating molar ratios. It’s the difference between a reaction going to completion and one going sideways. In industrial chemistry, mistakes hit supply chains and profits. At home, people working on chemistry hobby projects depend on these calculations to keep their experiments safe.

The Elemental Math: A Closer Look

Getting to 227.12 isn’t mysterious. There’s a logical build-up: the molecule contains one bromine atom, a benzene ring, and a tert-butyl group. Adding: Carbon (12.01 x 10), Hydrogen (1.008 x 13), Bromine at 79.90. Punch those into the calculator, and it lands on 227.12. The fact that this number comes from the weighted contributions of each atom reminds me of how every decision in science needs good data. Any slip up—like misreading a periodic table—and math doesn’t add up.

Real-World Impacts and Risks

One time in my early working days, a mixing error due to confusion about chemical mass set a project back by weeks. That was a lesson in double-checking—down to the last digit. Labs have accident logs pointing to measurement mistakes as root causes. Beyond inconvenience, errors can mean real hazards: unknown side reactions, exposure risks, environmental release. Toxicology and risk assessment hinge on these correct numbers when determining handling protocols or release limits.

Across industries, standardized molecular weights feed into software for chemical ordering, cost analysis, and logistics. One faulty input, and orders show up short or in surplus. Companies lose money or leave stocks unused on shelves. Consistency in numbers means everyone works from the same page—from student up to senior scientist.

Better Tools, Smarter Habits

Reliable digital tools have made molecular weight calculations less error-prone, but it still comes down to verifying information and building habits of checking sources. Microgram precision balances, clear chemical labels, and readable reference tables all keep people on track. I learned early to never trust a single printout or website alone—cross-checking builds confidence and helps spot typos.

Chemistry lives in the details. The molecular weight of 1-Bromo-4-Tert-Butylbenzene—227.12 grams per mole—carries weight wherever accuracy and safe chemical practices matter.

What are the applications or uses of this chemical?

Why Sodium Hypochlorite Matters

Sodium hypochlorite, better known as bleach, plays a big role in everyday life. Walk into any grocery store and you’ll find bottles stacked high on the cleaning aisle. This chemical lends real, practical value to our lives, reaching far beyond household chores. At home, sodium hypochlorite cleans and disinfects—cutting through grime and killing germs on kitchen counters and bathroom tiles. With kids tracking in mud every day, a mop and some bleach make short work of germs hiding on the floors. In my own house, when the flu starts going around the school, wiping doorknobs and light switches gives me peace of mind. Public health agencies have backed its effectiveness, showing that bleach eliminates harmful microorganisms, including viruses and bacteria. The Centers for Disease Control and Prevention recommends it as part of cleaning routines during outbreaks. Having a way to fight invisible threats without fancy equipment levels the playing field for families everywhere.

Keeping Our Water Safe

We owe safe drinking water to chemicals like sodium hypochlorite. Most city water utilities count on it to treat water and keep diseases such as cholera and typhoid in check. The chemical reacts with microorganisms, wiping them out before tap water reaches our homes. In rural communities where tap access isn’t a given, even a small jug of bleach can help purify well water or rainwater. Simple guidelines from trusted groups like the World Health Organization instruct people on how much bleach to add without risking health. This use saves lives, especially after natural disasters when water systems break down. During floods that hit my region a few years ago, emergency services handed out bleach with instructions; neighbors lined up for bottles to use in makeshift water stations. Without this one tool, safe water would have felt impossible.

Healthcare and Clean Hospitals

Walk the halls of any hospital and you’ll spot carts loaded with disinfectant bottles. Sodium hypochlorite solutions break the chain of infection on hospital surfaces, keeping patients and staff safer during outbreaks. Hospitals rely on bleach to clean up blood spills and sanitize equipment that comes into contact with body fluids. Medical staff trust it because studies confirm its power against stubborn germs, including norovirus and C. difficile spores. Healthcare workers can’t risk weak solutions—using the right concentration stops dangerous bugs that antibiotics can’t touch. The medical world still debates new disinfectants, but bleach remains a go-to choice, proving itself over decades.

Industry and Environmental Impact

Factories use this chemical in more than just cleaning. Paper mills rely on sodium hypochlorite to whiten pulp, creating those crisp sheets we print and write on. Textile plants depend on its bleaching ability to ready fabric for dyeing. Even the food industry applies it, using diluted solutions to wash fruits and vegetables, making them safer for shoppers. Poor handling and runoff have drawn criticism, though. Regulatory agencies like the Environmental Protection Agency monitor its use and disposal, making sure companies reduce environmental damage. As green chemistry gains support, researchers look for alternatives and ways to break down leftover bleach safely. I’ve seen local workshops teaching how to neutralize bleach before it gets poured down drains, a simple fix that keeps rivers cleaner.

Managing Risks

Sodium hypochlorite supports health, industry, and sanitation, but it carries risks if handled wrong. Too much exposure can harm skin, eyes, and even lungs. Mixing it with other cleaners like ammonia creates toxic gases. Clear labeling and community training matter here; these keep families and workers out of harm’s way. Schools and clinics in my area now offer short safety guides—these easy, image-rich pamphlets walk through do’s and don’ts without scientific jargon.

Truth be told, few chemicals deliver so much benefit with such simple usage. Safe practices and responsible disposal can help maximize the good this chemical brings to our modern world.

1-Bromo-4-Tert-Butylbenzene
1-Bromo-4-Tert-Butylbenzene
1-Bromo-4-Tert-Butylbenzene
Names
Preferred IUPAC name 1-bromo-4-(tert-butyl)benzene
Other names 4-tert-Butylbromobenzene
p-Bromo-tert-butylbenzene
1-Bromo-4-(tert-butyl)benzene
4-Bromo-tert-butylbenzene
Benzene, 1-bromo-4-(1,1-dimethylethyl)-
Pronunciation /ˈwʌnˌbroʊmoʊˌfɔrˈtɝːtˌbjuːtəlˌbɛnˌziːn/
Identifiers
CAS Number 98-51-1
Beilstein Reference 1209377
ChEBI CHEBI:34388
ChEMBL CHEMBL107012
ChemSpider 208911
DrugBank DB14161
ECHA InfoCard 11e54a9b-cc9c-4de1-af44-796d87536bbf
EC Number 611-099-6
Gmelin Reference 136765
KEGG C19699
MeSH C10H13Br
PubChem CID 69702
RTECS number CR8575000
UNII 2WBD29T3EU
UN number NA1993
Properties
Chemical formula C10H13Br
Molar mass 213.12 g/mol
Appearance Colorless liquid
Odor Aromatic
Density 1.077 g/mL at 25 °C (lit.)
Solubility in water Insoluble
log P 4.8
Vapor pressure 0.017 mmHg (25°C)
Acidity (pKa) Estimated pKa of 1-Bromo-4-Tert-Butylbenzene: "43
Magnetic susceptibility (χ) -73.0e-6 cm^3/mol
Refractive index (nD) 1.520
Viscosity 1.22 cP (25°C)
Dipole moment 2.20 D
Thermochemistry
Std molar entropy (S⦵298) 351.6 J·mol⁻¹·K⁻¹
Std enthalpy of formation (ΔfH⦵298) -120.1 kJ/mol
Std enthalpy of combustion (ΔcH⦵298) -6707.6 kJ/mol
Hazards
GHS labelling GHS02, GHS07
Pictograms GHS07
Signal word Warning
Hazard statements H315, H319, H335
Precautionary statements P261, P264, P271, P273, P280, P301+P312, P305+P351+P338, P312, P337+P313, P403+P233, P501
Flash point > 87 °C
NIOSH CY8575000
PEL (Permissible) Not established
REL (Recommended) 10 ppm
Related compounds
Related compounds 1-Bromobenzene
4-Tert-Butylbenzene
1-Chloro-4-tert-butylbenzene
1-Iodo-4-tert-butylbenzene
1-Bromo-3-tert-butylbenzene