Tetrabromothiophene | CAS Number 3958-03-0

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Used for the synthesis of thiophene and fused thiophene derivatives in application of OFETs and OPVs." /><link rel="apple-touch-icon" sizes="180x180" href="//www.ossila.com/cdn/shop/t/303/assets/apple-touch-icon.png?v=47689890648139992551729065668"> <link rel="icon" type="image/png" sizes="32x32" href="//www.ossila.com/cdn/shop/t/303/assets/favicon-32x32.png?v=170914528706734454101729065668"> <link rel="icon" type="image/png" sizes="16x16" href="//www.ossila.com/cdn/shop/t/303/assets/favicon-16x16.png?v=162550173345868048431729065668"> <link rel="manifest" href="//www.ossila.com/cdn/shop/t/303/assets/site.webmanifest?v=100969836723433583841729065669"> <link rel="mask-icon" href="//www.ossila.com/cdn/shop/t/303/assets/safari-pinned-tab.svg?v=95647162979764929801729065669" color="#39499c"> <meta name="msapplication-TileColor" content="#418fde"> <meta name="theme-color" content="#ffffff"> <link rel="canonical" href="https://www.ossila.com/products/tetrabromothiophene" />  <link rel="stylesheet" href="//www.ossila.com/cdn/shop/t/303/assets/main-style.css?v=129786468726129743101731684242">  <script>var shopifyMoneyFormat = '${{amount}}';</script> <script defer src="//www.ossila.com/cdn/shop/t/303/assets/main.js?v=120109391065215852831729088283"></script>  <meta property="og:type" content="product" /> <meta property="og:title" content="Tetrabromothiophene" /> <meta property="og:image" content="http://www.ossila.com/cdn/shop/files/Tetrabromothiophene-chemical-structure.png?v=1718725228&width=1024" /> <meta property="og:image:secure_url" content="https://www.ossila.com/cdn/shop/files/Tetrabromothiophene-chemical-structure.png?v=1718725228&width=1024" /> <meta property="og:price:amount" content="169.00" /> <meta property="og:price:currency" content="$ USD" /> <meta property="og:description" content="Tetrabromothiophene, a fully brominated thiophene. Used for the synthesis of thiophene and fused thiophene derivatives in application of OFETs and OPVs." /> <meta property="og:url" content="https://www.ossila.com/products/tetrabromothiophene" /> <meta property="og:site_name" content="Ossila" /> <meta name="twitter:site" content="@ossilascience"> <meta name="twitter:card" content="product"> <meta name="twitter:title" content="Tetrabromothiophene"> <meta name="twitter:description" content="A fully brominated thiophene and a useful building block Used for the synthesis of thiophene and fused thiophene derivatives in application of OFETs and OPVs. Specifications | MSDS | Literature and Reviews Tetrabromothiophene (CAS number 3958-03-0) is a fully brominated thiophene. Fully functionalised around the thiophene ring, tetrabromothiophene is used for the construction of further conjugated semiconductors as thiophene, fused thiophene or poly-fused thiophene structures in application of organic electronics, i.e. polymer solar cells and organic field-effect transistors. Fused thieno[3,2-b:4,5-b’]diindoles can be prepared with tetrabromothiophene as the starting material. Tetrabromothiophene is also an intermediate for the preparation of 3,4-dibromothiophene. Derived from tetrabromothiophene, TPTn and TPTEn, both bearing one tetraphenylthiophene-core and either peripheral alkoxyl chains or 3,4,5-trialkoxybenzoate groups, form square, rectangular or hexagonal columnar phases depending on the mesogenic core structures and the chain length of aliphatic tails. 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variantData[43580379955416] = { stockStatus: '', noStockStatus: '', additionalInfo: '', }; variantData[43580379988184] = { stockStatus: '', noStockStatus: '', additionalInfo: '', }; variantData[43580380020952] = { stockStatus: '', noStockStatus: '', additionalInfo: '', }; </script> <div id="product-title-bar"> <div> <h1 class="margin-bottom-0">Tetrabromothiophene</h1><p class="no-margin text-muted">CAS Number 3958-03-0</p><p class="margin-bottom-0 text-left"><a href="/collections/building-blocks">Chemistry Building Blocks</a>, <a href="/collections/heterocyclic-building-blocks">Heterocyclic Building Blocks</a>, <a href="/collections/materials">Materials</a>, <a href="/collections/monomers">Monomers</a></p></div> <div id="product-downloads"><a href="https://downloads.ossila.com/msds/tetrabromothiophene.pdf" target="_blank" rel="noopener noreferrer"> MSDS <img width="10" height="12.891" src="//www.ossila.com/cdn/shop/t/303/assets/product-downloads-msds.svg?v=110835251789389989421729065669" alt="Tetrabromothiophene MSDS"/> </a></div> </div> <hr> <div class="row"><div class="col-xs-12 col-sm-4"> <div class="text-center product-height"><a target='_blank' href="//www.ossila.com/cdn/shop/files/Tetrabromothiophene-chemical-structure.png?v=1718725228"> <img id="product-image" fetchpriority="high" src="//www.ossila.com/cdn/shop/files/Tetrabromothiophene-chemical-structure.png?v=1718725228&width=240" alt="Tetrabromothiophene CAS 3958-03-0" width="240" height="240" /> </a></div></div><div class="col-xs-12 col-sm-8"> <form id="add-item-form" action="/pages/contact-us" data-contact="/pages/contact-us" data-cart="/cart/add" method="get"><div class="product-options-1"> <select id="product-select" name="id" class="form-control product-select hidden"><option value="43580379955416" data-variant="{"id":43580379955416,"title":"50 g","option1":"50 g","option2":null,"option3":null,"sku":"B1281-50g","requires_shipping":true,"taxable":true,"featured_image":null,"available":true,"name":"Tetrabromothiophene - 50 g","public_title":"50 g","options":["50 g"],"price":16900,"weight":500,"compare_at_price":null,"inventory_quantity":0,"inventory_management":null,"inventory_policy":"deny","barcode":"","requires_selling_plan":false,"selling_plan_allocations":[]}"selected="selected"> 50 g </option><option value="43580379988184" data-variant="{"id":43580379988184,"title":"100 g","option1":"100 g","option2":null,"option3":null,"sku":"B1281-100g","requires_shipping":true,"taxable":true,"featured_image":null,"available":true,"name":"Tetrabromothiophene - 100 g","public_title":"100 g","options":["100 g"],"price":26000,"weight":500,"compare_at_price":null,"inventory_quantity":0,"inventory_management":null,"inventory_policy":"deny","barcode":"","requires_selling_plan":false,"selling_plan_allocations":[]}"> 100 g </option><option value="43580380020952" data-variant="{"id":43580380020952,"title":"250 g","option1":"250 g","option2":null,"option3":null,"sku":"B1281-250g","requires_shipping":true,"taxable":true,"featured_image":null,"available":true,"name":"Tetrabromothiophene - 250 g","public_title":"250 g","options":["250 g"],"price":52000,"weight":500,"compare_at_price":null,"inventory_quantity":0,"inventory_management":null,"inventory_policy":"deny","barcode":"","requires_selling_plan":false,"selling_plan_allocations":[]}"> 250 g </option></select> </div><div id="sku-label" class="text-muted"> Product Code <span id="sku">B1281-50g </span> </div><div id="stock-status-label"></div> <div id="additional-info"></div><div id="price-container" data-nosnippet="true"> <span id="price-label" class="text-muted">Price</span> <span id="currency-compare-span"></span> <span id="currency-price-span"> $169</span> <span class="localise text-muted"><span data-region="GB"> ex. VAT</span></span> <a href="#" id="click-to-shop-in" class="text-muted display-none click-shop-in">(click to shop in <span id='suggested-currency-product'></span>)</a> </div><div class="row button-row no-margin-top"><div class="col-xs-6 col-sm-3 col-sm-offset-1 button-col quantity-container"> <label class="text-muted text-bottom" aria-label="quantity">Qty.</label> <input id="quantity" type="number" name="quantity" min="1" value="1" class="item-quantity" /> </div><div class="col-xs-6 col-sm-2 button-col"> <a data-toggle="modal" data-target="#choose-country-modal" class="access-bar-location"> <div class="currency-picker product-options-currency-btn">$ USD </div> </a> </div><div class="col-xs-12 col-sm-6 button-col text-right" id="product-action-button"> <input type="submit" id="add-to-cart-button" class="fill btn btn-ossila-green product-options-panel-button margin-bottom-small" name="Add to cart / quote" value="" /> <p class="text-muted text-small"><a class="text-muted text-regular" href="https://www.ossila.com/pages/how-to-order">How to Order</a> | <a class="text-muted text-regular" href="https://www.ossila.com/pages/worldwide-shipping">Shipping</a></p> </div> </div> </form> </div> </div> <hr class="less-height"> <div class="description"> <h2 id="product-oneliner">A fully brominated thiophene and a useful building block</h2> <p class="text-center">Used for the synthesis of thiophene and fused thiophene derivatives in application of OFETs and OPVs.</p> <hr> <p class="text-center"><a href="#Specifications">Specifications</a> | <a href="#MSDS">MSDS</a> | <a href="#Literature">Literature and Reviews</a></p> <hr> <p>Tetrabromothiophene (CAS number 3958-03-0) is a fully brominated thiophene. Fully functionalised around the thiophene ring, tetrabromothiophene is used for the construction of further conjugated semiconductors as thiophene, fused thiophene or poly-fused thiophene structures in application of organic electronics, i.e. polymer solar cells and organic field-effect transistors. Fused thieno[3,2-b:4,5-b’]diindoles can be prepared with tetrabromothiophene as the starting material. Tetrabromothiophene is also an intermediate for the preparation of 3,4-dibromothiophene.</p> <p>Derived from tetrabromothiophene, TPTn and TPTEn, both bearing one tetraphenylthiophene-core and either peripheral alkoxyl chains or 3,4,5-trialkoxybenzoate groups, form square, rectangular or hexagonal columnar phases depending on the mesogenic core structures and the chain length of aliphatic tails. Besides, TPTn and TPTEn luminescent liquid crystal molecules show obvious aggregation-induced emission (AIE) characteristics, the fluorescence emission intensity values measured in the aggregated state were hundred times higher than those values measured in benign solvents [1].</p> <h2 id="Specifications">General Information</h2> <hr> <table width="100"> <tbody> <tr> <td width="38.2%"><strong>CAS Number</strong></td> <td>3958-03-0</td> </tr> <tr> <td width="38.2%"><strong>Chemical Formula</strong></td> <td>C<sub>4</sub>Br<sub>4</sub>S</td> </tr> <tr> <td width="38.2%"><strong>Full Name</strong></td> <td>Tetrabromothiophene</td> </tr> <tr> <td width="38.2%"><strong>Molecular Weight</strong></td> <td>399.72 g/mol</td> </tr> <tr> <td width="38.2%"><strong>Synonyms</strong></td> <td>2,3,4,5-tetrabromothiophene, Perbromothiophene</td> </tr> <tr> <td width="38.2%"><strong>Classification / Family</strong></td> <td>Thiophenes, Semiconductor synthesis intermediates, Low band gap polymers, OLED, OFETs, organic photovoltaics</td> </tr> </tbody> </table> <h2>Chemical Structure</h2> <hr> <figure><a href="https://www.ossila.com/cdn/shop/files/Tetrabromothiophene-chemical-structure.png?v=1718725228" target="_blank" title="2,3,4,5-tetrabromothiophene, 3958-03-0"><img alt="Tetrabromothiophene chemical structure, CAS 3958-03-0" height="180" loading="lazy" src="https://www.ossila.com/cdn/shop/files/Tetrabromothiophene-chemical-structure.png?v=1718725228" width="240"></a> <figcaption>Tetrabromothiophene chemical structure, CAS 3958-03-0</figcaption> </figure> <h2>Product Details</h2> <hr> <table width="100"> <tbody> <tr> <td width="38.2%"><strong>Purity</strong></td> <td>>98% (<sup>1</sup>H NMR)</td> </tr> <tr> <td width="38.2%"><strong>Melting point</strong></td> <td> <em>T<sub>m </sub></em>= 115 °C</td> </tr> <tr> <td width="38.2%"><strong>Appearance</strong></td> <td>Off-white to orange/brown powder/crystals</td> </tr> </tbody> </table> <h2 id="MSDS">MSDS Documentation</h2> <hr> <p><a href="https://downloads.ossila.com/msds/tetrabromothiophene.pdf" target="_blank" title="Tetrabromothiophene MSDS Sheet"><img alt="Tetrabromothiophene" class="msds-icon" height="60" loading="lazy" msds="" src="https://www.ossila.com/cdn/shop/files/msds-sheets.jpg?width=60&height=60" width="60">Tetrabromothiophene MSDS Sheet</a></p> <h2 id="Literature">Literature and Reviews</h2> <hr> <ol> <li> <em>Luminescent liquid crystals bearing an aggregation-induced emission active tetraphenylthiophene fluorophore,</em> L. Guo et al., J. Mater. Chem. C, 7, 4828-4837 (2019); DOI: 10.1039/C9TC00448C.</li> <li> <em>Regioselective Palladium(0)-Catalyzed Cross-Coupling Reactions and Metal-Halide Exchange Reactions of Tetrabromothiophene: Optimization, Scope and Limitations,</em> Đ. Tùng et al., Adv. Synth. Catal., 25 (10), 1595-1609 (2009); DOI: 10.1002/adsc.200900044.</li> <li> <em>Photodissociation dynamics of halogenated aromatic molecules: the case of core-ionized tetrabromothiophene,</em> L. Pihlava et al., Phys. Chem. Chem. Phys., 23, 21249-21261 (2021); DOI: 10.1039/D1CP03097C.</li> </ol> <div class="expandable" id="Literature-and-Reviews"> <ol start="4"> <li> <em>Measurement and correlation of the solubility of 2,3,4,5-tetrabromothiophene in different solvents,</em> K. Wang et al., J. Chem. Thermodyn., 55, 50-55 (2012); DOI: 10.1016/j.jct.2012.06.005.</li> <li> <em>Composition tuning of a mixture of thienothiophene-based polymer (PTB7) and PC70BM using a novel additive, tetrabromothiophene (Br-ADD),</em> G. Kim et al., Org. Electron., 15 (11), 3268-3273 (2014); DOI: 10.1016/j.orgel.2014.07.038.</li> <li> <em>Halogen dance reactions—A review,</em> M. Schnürch et al., Chem. Soc. Rev., 36, 1046-1057 (2007); DOI: 10.1039/B607701N.</li> <li> <em>A Star-Shaped Supercrowded 2,3,4,5-Tetraferrocenylthiophene: Synthesis, Solid-State Structure, and Electrochemistry,</em> A. Hildebrandt et al., Organometallics, 29, 4900–4905 (2010); DOI: 10.1021/om1001099.</li> <li> <em>Efficient synthesis of thieno[3,2-b:4,5-b′]diindoles and benzothieno[3,2-b]indoles by Pd-catalyzed site-selective C–C and C–N coupling reactions,</em> T. Hung et al., Org. Biomol. Chem., 10, 9041-9044 (2012); DOI: 10.1039/C2OB26489G.</li> <li> <em><em>Synthesis of Dibenzothiophenes and Carbazoles by Sequential ‘Tetra-Fold Heck/6 <em>π</em></em></em><em>-Electrocyclization/Dehydrogenation’ Reactions of Tetrabromothiophene and Tetrabromo-N-methylpyrrole,</em> S.-M. Toguem et al., Adv. Synth. Catal., 354, 1819 – 1826 (2012); DOI: 10.1002/adsc.201200057</li> </ol> </div> <button class="anchor expand-link" data-expand-target="Literature-and-Reviews" data-toggle-text="Hide Literature and Reviews" type="button">View Literature and Reviews</button> </div> </main> </div>  <aside id="sidebar-left" class="col-sm-3 col-md-2 col-sm-pull-9 col-md-pull-8 no-padding sidebar"> <div class="col-xs-12 no-padding"> <section> <div id="sidebar-trust-ossila"> <a href="/pages/about"> <div class="alert-sidebar alert-sidebar-title"> The Ossila Guarantee </div> <div class="alert-sidebar alert-sidebar-content text-left"> <div id="alert-sidebar-clipboard-box-guarantee" class="alert-sidebar-product-or-guide-box alert-sidebar-clipboard-box"> <ul><li>Worldwide Shipping</li><li>Fast Secure Dispatch</li><li>Quality Assured</li><li>Clear Upfront Pricing</li><li>Large Order Discounts</li><li>Expert Support</li></ul> <p class="text-small hyperlink-style">Read more...</p> </div> <div class="alert-sidebar-clipboard-image"><img width="35" height="35" src="//www.ossila.com/cdn/shop/t/303/assets/sidebar-blue-tick.svg?v=17164661526435590041729065669" alt="The Ossila Guarantee" loading="lazy" /></div> </div> </a> </div> </section> </div> <div class="col-xs-12 no-padding"> <section> <div id="sidebar-testimonials"> <a href="/pages/awards-and-testimonials"> <div class="alert-sidebar alert-sidebar-title"> Trusted Worldwide </div> <div class="alert-sidebar alert-sidebar-content text-left"> <div id="alert-sidebar-clipboard-box-social-proof" class="alert-sidebar-product-or-guide-box alert-sidebar-clipboard-box">  <img loading="lazy" width="189.328" height="75.719" src=" https://www.ossila.com/cdn/shop/files/university-of-sheffield-logo.png?13750222770390781753" alt="Testimonial by Professor Steve Armes FRS" /> </div> <div id="alert-sidebar-clipboard-box-social-proof-text"> <p><span class="sidebar-testimonials-quote-marks">"</span><i>We recently purchased an Ossila Spin Coater. 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Tetrabromothiophene | CAS Number 3958-03-0 | Ossila