| SKU | Size | Availability | Price | Qty |
|---|---|---|---|---|
| B108900-25g | 25g | 3 | $20.90 | |
| B108900-100g | 100g | 5 | $75.90 | |
| B108900-500g | 500g | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $96.90 |
| Synonyms | DTXCID804661 | J-514846 | C5O | para-methylphenyl bromide | NCGC00090876-01 | CAS-106-38-7 | 1-Bromo-4-methylbenzene | 1-bromo-4-methyl-benzene | FT-0617928 | B0661 | Q27272425 | 1-Methyl-4-bromobenzene | EINECS 203-391-8 | p-Tolyl bromide | Toluene, p-br |
|---|---|
| Specifications & Purity | ≥99% |
| Shipped In | Normal |
| Product Description | 4-Bromotoluene is a p-substituted aryl bromide. 4-Bromotoluene undergoes C-O coupling reaction with 2,4-dimethylphenol catalyzed by the CuI/K2CO3/phen system. Complexes [Cu(phen)(1-(2,4-dimethylphenoxy)-4-methylbenzene)]+, {H[Cu(phen)(2,4-dimethylphenoxy)]}+ and [Cu(2,4-dimethylphenoxy)2]- were reported as intermediates during the reaction by in situ electrospray ionization mass spectrometry (ESI-MS) analysis. Suzuki coupling reaction of 4-bromotoluene and non-fluorescent phenylboronic acid (PBA) in the presence of palladium (II) acetate as a catalyst has been studied. Palladium catalyzed C-N cross-coupling reaction of 4-bromotoluene with piperidine in a microstructured continuous reactor has been described.4-Bromotoluene has been reported to undergo Heck reaction with styrene in the presence of in situ generated palladium complexes of phosphine-functionalized N-heterocyclic carbene ligands. |
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
|---|
| Pubchem Sid | 488180569 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488180569 |
| IUPAC Name | 1-bromo-4-methylbenzene |
| INCHI | InChI=1S/C7H7Br/c1-6-2-4-7(8)5-3-6/h2-5H,1H3 |
| InChi Key | ZBTMRBYMKUEVEU-UHFFFAOYSA-N |
| Canonical SMILES | CC1=CC=C(C=C1)Br |
| Isomeric SMILES | CC1=CC=C(C=C1)Br |
| WGK Germany | 3 |
| RTECS | XS7965600 |
| PubChem CID | 7805 |
| Molecular Weight | 171.03 |
| Beilstein | 1903636 |
| Reaxy-Rn | 1903636 |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 I2412068 | Certificate of Analysis | Sep 26, 2024 | B108900 |
| G2404137 | Certificate of Analysis | Apr 27, 2024 | B108900 |
| G2404138 | Certificate of Analysis | Apr 27, 2024 | B108900 |
| H2428039 | Certificate of Analysis | Apr 27, 2024 | B108900 |
| E2207016 | Certificate of Analysis | Feb 06, 2024 | B108900 |
| E2207017 | Certificate of Analysis | Feb 06, 2024 | B108900 |
| E2207021 | Certificate of Analysis | Feb 06, 2024 | B108900 |
| E2207022 | Certificate of Analysis | Feb 06, 2024 | B108900 |
| A1818028 | Certificate of Analysis | May 09, 2023 | B108900 |
| B2310341 | Certificate of Analysis | Feb 16, 2023 | B108900 |
| B2310343 | Certificate of Analysis | Feb 16, 2023 | B108900 |
| L2017144 | Certificate of Analysis | Oct 17, 2022 | B108900 |
| L2017143 | Certificate of Analysis | Oct 17, 2022 | B108900 |
| L2017142 | Certificate of Analysis | Oct 17, 2022 | B108900 |
| Pictogram(s) | GHS07 |
|---|---|
| Signal | Warning |
| Hazard Statements | H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation H302:Harmful if swallowed |
| Precautionary Statements | P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P271:Use only outdoors or in a well-ventilated area. P270:Do not eat, drink or smoke when using this product. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P362+P364:Take off contaminated clothing and wash it before reuse. P330:Rinse mouth. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P301+P317:IF SWALLOWED: Get medical help. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help. P319:Get medical help if you feel unwell. |
| WGK Germany | 3 |
| RTECS | XS7965600 |
| Reaxy-Rn | 1903636 |
| 1. Lijing Zhang, Jiaqi Han, Yuchao Wang, Wenbo Yang, Shengyang Tao. (2022) Pd/Mg(OH)2/MgO–ZrO2 Nanocomposite Systems for Highly Efficient Suzuki–Miyaura Coupling Reaction at Room Temperature: Implications for Low-Carbon Green Organic Synthesis. ACS Applied Nano Materials, 5 (6): (8059–8069). [PMID:] [10.1021/acsanm.2c01179] |
| 2. Jie Deng, Wanying Lei, Junwei Fu, Huile Jin, Quanlong Xu, Shun Wang. (2022) Enhanced Selective Photooxidation of Toluene to Benzaldehyde over Co3O4-Modified BiOBr/AgBr S-Scheme Heterojunction. Solar RRL, 6 (8): (2200279). [PMID:] [10.1002/solr.202200279] |
| 3. Wei Wang, Jiancun Gao, Yujing Li, Shengnan Wang, Chenguang Shi, Xiong Dai, Tianmeng Jiang, Guangming Sun. (2022) Thermal hazard assessment of cyclohexane-type liquid crystal monomer from the Grignard cross-coupling reaction by different calorimeters. THERMOCHIMICA ACTA, 714 (179225). [PMID:] [10.1016/j.tca.2022.179225] |
| 4. Wei Wang, Jiancun Gao, Chenguang Shi, Shengnan Wang, Yujing Li, Xiong Dai, Tianmeng Jiang. (2022) Thermal Hazards of Synthesizing a Grignard Reagent under Different Dosing Rates. International Journal of Chemical Engineering, 2022 (6776179). [PMID:] [10.1155/2022/6776179] |
| 5. Chunfeng Mao, Kai Yin, Chenghan Yang, Guomeng Dong, Guokai Tian, Yiwei Zhang, Yuming Zhou. (2022) Fe-based MOFs@Pd@COFs with spatial confinement effect and electron transfer synergy of highly dispersed Pd nanoparticles for Suzuki-Miyaura coupling reaction. JOURNAL OF COLLOID AND INTERFACE SCIENCE, 608 (809). [PMID:34785458] [10.1016/j.jcis.2021.10.055] |
| 6. Xue Li, Yuan-Yuan Cui, Cheng-Xiong Yang. (2021) Covalent coupling fabrication of microporous organic network bonded capillary columns for gas chromatographic separation. TALANTA, 224 (121914). [PMID:33379116] [10.1016/j.talanta.2020.121914] |
| 7. Qinrui Fu, Yuan Meng, Zilin Fang, Quanqin Hu, Liang Xu, Wenhua Gao, Xiaochun Huang, Qiao Xue, Ya-Ping Sun, Fushen Lu. (2017) Boron Nitride Nanosheet-Anchored Pd–Fe Core–Shell Nanoparticles as Highly Efficient Catalysts for Suzuki–Miyaura Coupling Reactions. ACS Applied Materials & Interfaces, 9 (3): (2469–2476). [PMID:28051299] [10.1021/acsami.6b13570] |
| 8. Yuanyuan Feng, Mian Wu, Faqiong Zhao, Baizhao Zeng. (2016) Facile fabrication of ionic liquid doped polycarbazole coating for the headspace solid-phase microextraction of some environmental pollutants. TALANTA, 148 (356). [PMID:26653460] [10.1016/j.talanta.2015.11.013] |
| 9. Mingxi Chen, Zhe Zhang, Lingzhi Li, Yu Liu, Wei Wang, Jianping Gao. (2014) Fast synthesis of Ag–Pd@reduced graphene oxide bimetallic nanoparticles and their applications as carbon–carbon coupling catalysts. RSC Advances, 4 (58): (30914-30922). [PMID:] [10.1039/C4RA05186F] |
| 1. Naoya Kishikawa,Kimiko Kubo,Sherin Farouk Hammad,Mokhtar Mohamed Mabrouk,Ahmed Habib,Hamed Elfatatry,Kaname Ohyama,Kenichiro Nakashima,Naotaka Kuroda. (2009-09-01) Fluorogenic derivatization of aryl halides based on the formation of biphenyl by Suzuki coupling reaction with phenylboronic acid.. Journal of chromatography. A, 1216 ((40)): (6873-6876). [PMID:19717162] |
| 2. Ved Vati Singh,Ajai Kumar Singh. (2014-11-20) Tetragonal Cu2Se nanoflakes: synthesis using selenated propylamine as Se source and activation of Suzuki and Sonogashira cross coupling reactions.. Dalton transactions (Cambridge, England : 2003), 44 ((2)): (725-732). [PMID:25408175] |
| 3. Ihor Kulai,Nathalie Saffon-Merceron,Zoia Voitenko,Stéphane Mazières,Mathias Destarac. (2017-08-31) Alkyl Triarylstannanecarbodithioates: Synthesis, Crystal Structures, and Efficiency in RAFT Polymerization.. Chemistry (Weinheim an der Bergstrasse, Germany), 23 ((63)): (16066-16077). [PMID:28853188] |
| 4. Lukas J Goossen,Felix Rudolphi,Christoph Oppel,Nuria Rodríguez. (2008-03-11) Synthesis of ketones from alpha-oxocarboxylates and aryl bromides by Cu/Pd-catalyzed decarboxylative cross-coupling.. Angewandte Chemie (International ed. in English), 47 ((16)): (3043-3045). [PMID:18327865] |
| 5. Hong-Jie Chen,I-Jui Hsu,Mei-Chun Tseng,Shin-Guang Shyu. (2014-06-18) Possible intermediates of Cu(phen)-catalyzed C-O cross-coupling of phenol with an aryl bromide by in situ ESI-MS and EPR studies.. Dalton transactions (Cambridge, England : 2003), 43 ((29)): (11410-11417). [PMID:24935814] |
| 6. Lijing Zhang, Jiaqi Han, Yuchao Wang, Wenbo Yang, Shengyang Tao. (2022) Pd/Mg(OH)2/MgO–ZrO2 Nanocomposite Systems for Highly Efficient Suzuki–Miyaura Coupling Reaction at Room Temperature: Implications for Low-Carbon Green Organic Synthesis. ACS Applied Nano Materials, 5 (6): (8059–8069). [PMID:] [10.1021/acsanm.2c01179] |
| 7. Jie Deng, Wanying Lei, Junwei Fu, Huile Jin, Quanlong Xu, Shun Wang. (2022) Enhanced Selective Photooxidation of Toluene to Benzaldehyde over Co3O4-Modified BiOBr/AgBr S-Scheme Heterojunction. Solar RRL, 6 (8): (2200279). [PMID:] [10.1002/solr.202200279] |
| 8. Wei Wang, Jiancun Gao, Yujing Li, Shengnan Wang, Chenguang Shi, Xiong Dai, Tianmeng Jiang, Guangming Sun. (2022) Thermal hazard assessment of cyclohexane-type liquid crystal monomer from the Grignard cross-coupling reaction by different calorimeters. THERMOCHIMICA ACTA, 714 (179225). [PMID:] [10.1016/j.tca.2022.179225] |
| 9. Wei Wang, Jiancun Gao, Chenguang Shi, Shengnan Wang, Yujing Li, Xiong Dai, Tianmeng Jiang. (2022) Thermal Hazards of Synthesizing a Grignard Reagent under Different Dosing Rates. International Journal of Chemical Engineering, 2022 (6776179). [PMID:] [10.1155/2022/6776179] |
| 10. Chunfeng Mao, Kai Yin, Chenghan Yang, Guomeng Dong, Guokai Tian, Yiwei Zhang, Yuming Zhou. (2022) Fe-based MOFs@Pd@COFs with spatial confinement effect and electron transfer synergy of highly dispersed Pd nanoparticles for Suzuki-Miyaura coupling reaction. JOURNAL OF COLLOID AND INTERFACE SCIENCE, 608 (809). [PMID:34785458] [10.1016/j.jcis.2021.10.055] |
| 11. Xue Li, Yuan-Yuan Cui, Cheng-Xiong Yang. (2021) Covalent coupling fabrication of microporous organic network bonded capillary columns for gas chromatographic separation. TALANTA, 224 (121914). [PMID:33379116] [10.1016/j.talanta.2020.121914] |
| 12. Qinrui Fu, Yuan Meng, Zilin Fang, Quanqin Hu, Liang Xu, Wenhua Gao, Xiaochun Huang, Qiao Xue, Ya-Ping Sun, Fushen Lu. (2017) Boron Nitride Nanosheet-Anchored Pd–Fe Core–Shell Nanoparticles as Highly Efficient Catalysts for Suzuki–Miyaura Coupling Reactions. ACS Applied Materials & Interfaces, 9 (3): (2469–2476). [PMID:28051299] [10.1021/acsami.6b13570] |
| 13. Yuanyuan Feng, Mian Wu, Faqiong Zhao, Baizhao Zeng. (2016) Facile fabrication of ionic liquid doped polycarbazole coating for the headspace solid-phase microextraction of some environmental pollutants. TALANTA, 148 (356). [PMID:26653460] [10.1016/j.talanta.2015.11.013] |
| 14. Mingxi Chen, Zhe Zhang, Lingzhi Li, Yu Liu, Wei Wang, Jianping Gao. (2014) Fast synthesis of Ag–Pd@reduced graphene oxide bimetallic nanoparticles and their applications as carbon–carbon coupling catalysts. RSC Advances, 4 (58): (30914-30922). [PMID:] [10.1039/C4RA05186F] |
