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HS Code |
407147 |
| Product Name | 1,3-Dibromo-7-Tert-Butylpyrene |
| Chemical Formula | C20H16Br2 |
| Molecular Weight | 431.15 g/mol |
| Cas Number | 1445951-47-2 |
| Appearance | Light yellow solid |
| Purity | Typically >98% |
| Solubility | Slightly soluble in organic solvents (e.g., dichloromethane, chloroform) |
| Storage Conditions | Store in a cool, dry place, protected from light |
| Synonyms | 7-tert-Butyl-1,3-dibromopyrene |
| Smiles | CC(C)(C)c1ccc2cc3ccc(Br)c(Br)c3cc2c1 |
| Inchi | InChI=1S/C20H16Br2/c1-20(2,3)15-7-8-16-12-18-14(10-17(15)16)6-5-13(21)11-19(18)22-9-4-12/h5-12H,1-3H3 |
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Chemistry has never really stood still. Once you get to know what 1,3-Dibromo-7-Tert-Butylpyrene brings to the table, it’s easy to appreciate what makes this molecule different. Quite often, research labs and industries working on advanced organic synthesis focus on pyrene and its derivates. They want stability, reactivity, and some unique steric or electronic effects — all playing into why a molecule like this draws attention. You come across the name, and your first thought might be: pyrene with bells and whistles — but what’s so useful about this combination?
The chemical structure says a lot. Start with a pyrene core, a name that crops up in materials chemistry and fluorescent dyes. Now fit bromine atoms at the 1 and 3 positions, and a tert-butyl group at position 7. Adding each group means researchers get a bit more control: reactivity from the halogens, plus some bulk and protection from the tert-butyl. This kind of design opens up more than just one door. You can look at aryl substitution, cross-coupling, or even push the molecule into applications related to organic semiconductors or photonics.
Many compounds get lost in a catalog because their advantages blend into the background. 1,3-Dibromo-7-Tert-Butylpyrene takes the base structure of pyrene, tacks on bromines where you want them, and drops in a bulky tert-butyl at a strategic spot. The molecular formula stands as C20H16Br2, which almost reads like a code for precision. Researchers see the purity, the defined melting point, the crystalline habit — and the expected reactivity. It isn’t just about high purity, although that matters. The choice of bromines ensures good leaving groups, so if your next reaction needs Suzuki, Stille, or Sonogashira couplings, this is a ready partner. The tert-butyl at the 7-position isn’t just for show. It stops other reactions from creeping too close, can block certain positions, and sometimes improves solubility or directs the way crystals form.
From a hands-on point of view, this compound has a reliable, repeatable synthesis. That reliability means less time spent babysitting your starting material. When you’ve spent weekends chasing elusive intermediates, you learn to value materials that just do what they’re supposed to, batch after batch.
People sometimes overlook the impact of small structural tweaks. You start with pyrene — known for its rigid, fluorescent, and planar nature. Once bromines get added, the door opens on a range of halogenated transformations. The tert-butyl group, thanks to its size, acts a bit like a molecular umbrella. Instead of uncontrolled reactivity, you get more direction. In practice, chemists find themselves running fewer side reactions and pulling cleaner products from their mixtures. That means less time at the column and more time focusing on what matters: the chemistry.
This chemical won’t just appeal to academic curiosity. In the world of organic electronics, any way to control substitution patterns or electronic properties is like striking gold. You get to tune the way the pi-system behaves, nudge emission properties, or alter the way thin films assemble. People developing OLEDs, solar cells, or sensing devices all look for small changes that pay off big. Sometimes, adding a tert-butyl group means avoiding unwanted aggregation; other times, it makes a compound more soluble in organic solvents without losing stability. Less time wasted on solubility issues translates to more time refining your device or sensor.
If you’ve done organic synthesis yourself, it helps to work backwards. Start by picturing your finished molecule. It’s rare that a straight chain of reactions will get you there — more often, you need handles and stops along the way. 1,3-Dibromo-7-Tert-Butylpyrene delivers exactly that. The bromines at 1 and 3 positions create sites for functionalization, letting you introduce nearly any aromatic or alkyne group you want. For anyone building molecular wires, sensors, or conjugated polymers, this reliability saves headaches later.
Beyond synthesis, there’s the world of materials. Pyrene derivatives regularly find a home in optoelectronic devices. The rigid core helps electrons move, and with proper substitution, you can fine-tune the emission wavelength or push charge transport properties up a notch. No one wants a molecule that aggregates in all the wrong ways — so, bulky groups like tert-butyl control this tendency without losing the backbone’s electronic behavior.
I’ve seen groups use 1,3-dibromo compounds as intermediates when constructing more exotic polycyclic systems. The tert-butyl variant lets them shape the outcome, directing formation and isolation of specific products, so the synthetic route doesn't become a tangled mess. Researchers in academia and commercial R&D settings both know how a single substitution can save entire weeks of unnecessary purifications.
Pyrene on its own offers classic polycyclic aromatic hydrocarbon properties: robust fluorescence, planarity, and decent electron mobility. Substitute at the 1,3 positions with bromines, and you give the molecule teeth — it can now play in all sorts of cross-coupling games. Compare 1,3-Dibromo-7-Tert-Butylpyrene to plain 1,3-dibromopyrene, and the differences are clear. The tert-butyl group does more than just bulk up the molecule. It serves as a protective shield — not just against unwanted reactivity, but against stacking and aggregation. That change pays off in both the lab and device fabrication stages.
Think about storage and purity. Some bromopyrene derivatives develop impurity issues or crystallize poorly over time. The tert-butyl group offers a surprising benefit: it improves shelf life under reasonable conditions. The molecule stays stable, and that means less worrying about decomposition or weird color changes after a few months of storage. That small edge can make or break a synthetic sequence, especially when the next steps are expensive or finicky.
People drawn to complex organic synthesis know the frustration of unpredictable reactions. One batch goes smoothly, another yields a pile of byproducts. That’s when a well-designed intermediate like 1,3-Dibromo-7-Tert-Butylpyrene shines. The molecule’s design means fewer surprises. Each functional group plays its role. Lab teams running high-stakes or sensitive coupling reactions value the predictability. More to the point, a reliable intermediate means you can aim higher with your final target — more ambitious structures, less fear of getting stuck midway.
From a green chemistry point of view, easy purification counts a lot. You spend less solvent, handle less waste, and keep columns shorter. The tert-butyl group, besides blocking reactivity, can help push the target away from persistent byproducts. Cuts down on time, resources, and headaches. In an era that favors both efficiency and sustainability, every small boost matters.
Scientific publications trace a clear path. Researchers exploring pyrene derivatives for energy and sensing technologies find that small structural changes impact performance. It’s well-documented that adding electron-withdrawing halogens to the pyrene core, especially with specific positioning, allows greater functional versatility. The literature also spells out how tert-butyl groups prevent unwanted molecular stacking. In OLED device research, for example, pyrene derivatives with bulky substitutions yield thinner layers with greater fluorescence efficiency.
In photochemistry, brominated pyrenes demonstrate greater versatility due to cross-coupling compatibility. This effect remains central as chemists build more complex, target-specific conjugated molecular systems. Having access to a dibromo-tert-butyl structure eliminates lengthy workarounds, so the research pipeline runs smoother. Grant proposals and project timelines benefit from such reliability, as the likelihood of uncontrollable side reactions goes way down.
Every new building block also comes with its hurdles. 1,3-Dibromo-7-Tert-Butylpyrene solves certain long-standing problems, like erratic reactivity or crystallization issues, but there’s always more to optimize. Some users mention cost or limited commercial supply. Custom molecules, particularly with less common substitutions, tend to cost more. There’s no quick fix, but increased demand for pyrene-based intermediates signals that scaling up should help prices drop over time.
On the safety front, brominated aromatics need mindful handling. Labs should emphasize local ventilation, proper gloves, and knowledgeable waste management. It’s a challenge that persists across all halogenated organics, not unique to this compound. Increased safety education — daily reminders, not just training seminars — goes a long way. Institutions can work with suppliers and regulatory agencies to ensure researchers and users understand best practices and risks.
Waste management also matters a lot. Halogenated byproducts add to disposal costs and environmental burdens. Some groups look to alternative reagents, milder conditions, or greener cross-coupling catalysts, not only for improved yields but also for a lower footprint. Sharing protocols and case studies between labs helps everyone: a more efficient or margin-friendly step in one location can become a wider standard elsewhere.
It’s easy to lose sight of chemistry’s end goals. Ultimately, every thoughtful tweak to a molecule drives progress in downstream applications. 1,3-Dibromo-7-Tert-Butylpyrene puts that into sharp focus, with proven benefits across optoelectronics, organic photonics, and advanced chemical research. Graduate students cutting their teeth on synthetic work get a smoother experience, less wasted time, and a better learning environment. Experienced chemists see the direct results: more consistent yields, easier purification, and access to a broader family of compounds. Companies keen on commercializing organic electronics gain a stable, tunable building block, decreasing the R&D lag between proof-of-concept and prototype.
I’ve seen how other pyrene compounds, lacking the tert-butyl group, gave researchers extra grief — sometimes with intractable crystallization, sometimes reacting too aggressively. Even in robust hands, unpredictable intermediates cost money and time. After switching to a tert-butyl-modified version, project teams found themselves shaving weeks off synthetic routes and stacking up cleaner data for publications or patents. It’s also telling when the same compound keeps showing up in references and product lines; people return to what works.
All this boils down to one question: How can future products keep pace with the needs of cutting-edge organic synthesis and materials science? The answer, in part, lies in listening to the field. Chemists will always want customized substitution patterns, improved environmental profiles, and cost-efficient supply. Suppliers and synthesizers have to weigh what makes certain modifications like tert-butyl so effective — considering not only the chemistry but also the day-to-day chore of handling chemicals, managing waste, and hitting deadlines.
Collaboration helps. Consortia between academic groups, small companies, and larger chemical suppliers can streamline routes to new analogs, lower costs, and improve access. Feedback loops — real feedback from synthetic chemists — keep product offerings fine-tuned. The synthesis and distribution community moves quickly when chemists share what makes or breaks their work.
From my experience, even small process tweaks or shared “best practices” around compounds like 1,3-Dibromo-7-Tert-Butylpyrene have ripple effects. A better purification protocol, a recommended source for starting materials, a safer workup: these matter as much as the final chemical yield. If the community can keep building those habits, the promise of smart, reliable, and versatile intermediates will only grow.
Working with pyrene compounds goes beyond just memorizing catalog numbers and melting points. People in the lab know every shortcut counts, every day not spent debugging a reaction is a gift. 1,3-Dibromo-7-Tert-Butylpyrene is more than a substitution experiment; it reflects years of hard lessons in synthesis, patience in figuring out how sterics and electronics interact, and a drive to make chemistry more efficient and predictable. The molecule stands as a benchmark not just in how pyrenes can be adapted for new uses, but in how the research community keeps making progress one substitution at a time.
With every purified batch, every published result, and every working prototype in the hands of industry or academia, this compound proves why thoughtful design matters. It reminds everyone — from the newest bench chemist to the most seasoned project leader — that the right building block can mean the difference between spinning wheels and real scientific progress.