1,3,5-Tris(bromomethyl)benzene - ≥98% , CAS No.18226-42-1

CAS: 18226-42-1 Cat. No.: T134331 Molecular Weight: 356.88 Beilstein Registry Number: 5(4)1027 EC Number: 629-248-3 PubChem CID: 530258

GRADE & PURITY ≥98%

Synonyms

1,3,5-Tris(bromomethyl)benzene, 97% | tris-(Bromomethyl)benzene | EN300-218677 | A25100 | AKOS015836010 | FT-0657474 | 1,3,5-(Tribromomethyl)benzene | 1,3,5-tri(bromomethyl)benzene | J-400091 | PS-9989 | Q27467934 | Benzene, 1,3,5-tris(bromomethyl)- | alp

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

1,3,5-Tris(bromomethyl)benzene has three bromo substituents around an aromatic ring that can be used as a cross-linker. It is mainly utilized in the synthesis of ligands and dendrimeric monomers.

A monomer for synthesizing dendrimers and light emitting oligomers.

Used in a synthesis of the trifluoroacetamide derivative of triaza[33]cyclophane

Specifications

Synonyms

1, 3, 5-Tris(bromomethyl)benzene, 97% | tris-(Bromomethyl)benzene | EN300-218677 | A25100 | AKOS015836010 | FT-0657474 | 1, 3, 5-(Tribromomethyl)benzene | 1, 3, 5-tri(bromomethyl)benzene | J-400091 | PS-9989 | Q27467934 | Benzene, 1, 3, 5-tris(bromomethyl)- | alp

Specifications & Purity

≥98%

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504759159
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504759159
• Canonical Smiles: C1=C(C=C(C=C1CBr)CBr)CBr
• IUPAC Name: 1,3,5-tris(bromomethyl)benzene
• InChIKey: GHITVUOBZBZMND-UHFFFAOYSA-N
• INCHI: 1S/C9H9Br3/c10-4-7-1-8(5-11)3-9(2-7)6-12/h1-3H,4-6H2
• Isomeric SMILES: C1=C(C=C(C=C1CBr)CBr)CBr
• PubChem CID: 530258
• Molecular Weight: 356.88
• Beilstein: 5(4)1027
• Reaxy-Rn: 1867329

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Benzyl halides

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Benzyl halides
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzyl bromides
• Alternative Parents: Organobromides Hydrocarbon derivatives Alkyl bromides
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Benzyl bromide - Hydrocarbon derivative - Organobromide - Organohalogen compound - Alkyl halide - Alkyl bromide - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as benzyl bromides. These are organic compounds containing a benzene skeleton substituted with a bromomethyl group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Melt Point(°C): 97.0 - 101.0 °C
• Molecular Weight: 356.880 g/mol
• XLogP3: 3.600
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 355.823 Da
• Monoisotopic Mass: 353.825 Da
• Topological Polar Surface Area: 0.000 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 91.200
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Xuemei Li, Yang Shen, Fangyu Jin, Jingbo Zhang, Yanyan Yang, Xiaoshu Qu.  (2023)  Synthesis of magnetic-responsive imidazole-based poly (ionic liquid)s as a recycle adsorbent for simultaneously removing iodine molecules and iodide ions.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2023.126210]

2. Qiyu Meng, Meng Rong, Huifang Xing, Jiemiao Yu, Yupei Wang, Xuetuan Wei, Ru-An Chi, Congmei Chen, Huizhou Liu, Liangrong Yang.  (2023)  One-step synthesis of boronic acid-functionalized hypercrosslinked polymers for efficient separation of 1,2,4-butanetriol.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2023.123436]

3. Yang Li, Liguo Wang, Yan Cao, Shuang Xu, Peng He, Huiquan Li, Hui Liu.  (2021)  Tris-imidazolinium-based porous poly(ionic liquid)s as an efficient catalyst for decarboxylation of cyclic carbonate to epoxide.  RSC Advances,  11  (23): (14193-14202).  [PMID:35423901] [10.1039/D1RA01039E]

4. Changxiang Guo, Dong Liu, Jinjia Wei, Fei Chen.  (2021)  Polymerized Ionic Networks Solid Electrolyte with High Ionic Conductivity for Lithium Batteries.  INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH,      [PMID:] [10.1021/acs.iecr.0c05519]

5. Kan Li, Jing-jing Li, Ni Zhao, Ying Ma, Bin Di.  (2020)  Removal of Tetracycline in Sewage and Dairy Products with High-Stable MOF.  MOLECULES,  25  (6): (1312).  [PMID:32183050] [10.3390/molecules25061312]

6. Kan Li, Jing-jing Li, Ni Zhao, Ting-ting Xie, Bin Di, Li-li Xu.  (2019)  Thioether-based recyclable metal–organic frameworks for selective and efficient removal of Hg2+ from water.  DALTON TRANSACTIONS,  48  (48): (17800-17809).  [PMID:31769766] [10.1039/C9DT03714D]

7. Hongxu Chen, Fangbo Zhao, Zhiguo Li, Jingyun Ge, Caixu Wang, Liu Yang.  (2024)  A novel loose nanofiltration membrane constructed by 1, 2-bis (N-aminoethyl imidazoline) ethane as an aqueous monomer for precise dye/salt separation.  DESALINATION,      [PMID:] [10.1016/j.desal.2024.117955]

8. Minsi Shi, Dingyang Chen, Xinyue Zhao, Yuyang Tian, Rui Zhao.  (2024)  Converting nonporous cationic polymeric networks to cationic porous aromatic frameworks for enhanced 99TcO4−/ReO4− elimination.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2024.128194]

9. Miaomiao He, Yuxuan Chen, Guangyuan Chen, Wenhao Li, Mingxing Zhang, Chao Zhang, Hao Zhang, Xingyi Long, Kui Tang, Tao Duan, Lin Zhu.  (2024)  Efficient removal of perrhenate/pertechnetate by a pyridinium-based porous polymer.  ENVIRONMENTAL POLLUTION,      [PMID:38944180] [10.1016/j.envpol.2024.124442]

10. Su Yafei, Peng Huawen, Liu Xufei, Li Jiapeng, Zhao Qiang.  (2024)  High performance, pH-resistant membranes for efficient lithium recovery from spent batteries.  Nature Communications,  15  (1): (1-9).  [PMID:39604329] [10.1038/s41467-024-54503-8]

11. Chen Kaiwang, Du Qing, Cao Qiufen, Du Chao, Feng Shangwei, Pan Yutong, Liang Yue, Wang Lei, Chen Jiangshan, Ma Dongge.  (2024)  Ligand Engineering Achieves Suppression of Temperature Quenching in Pure Green Perovskite Nanocrystals for Efficient and Thermostable Electroluminescence.  Nano-Micro Letters,  17  (1): (1-14).  [PMID:39604744] [10.1007/s40820-024-01564-5]

12. Yuxin Yuan, Quanlan Liao, Tianxiang Zhao.  (2024)  Synthesis of UiO-66-NH2@PILs core-shell composites for CO2 conversion into cyclic carbonates via synergistic catalysis under solvent- and additive-free conditions.  COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS,      [PMID:] [10.1016/j.colsurfa.2024.135492]

13. Zhaoyang Qi, Shiquan Zhong, Huiyun Su, Changshen Ye, Limei Ren, Ting Qiu, Jie Chen.  (2024)  Tuning the cross-linked structure of basic poly(ionic liquid) to develop an efficient catalyst for the conversion of vinyl carbonate to dimethyl carbonate.  CHINESE JOURNAL OF CHEMICAL ENGINEERING,      [PMID:] [10.1016/j.cjche.2024.05.007]

14. Cong Liu, Yanli Dong, Junmin Wang, Qianqian Wang, Chun Wang, Qiuhua Wu.  (2025)  Magnetically recyclable hyper-cross-linked porous polymer as adsorbent combined with LC/MS for effective enrichment and detection of some endocrine disruptors in shrimp samples.  JOURNAL OF FOOD COMPOSITION AND ANALYSIS,      [PMID:] [10.1016/j.jfca.2025.107983]

15. Zilin Zhao, Wangxi Fang, Youcai Chen, Shoujian Gao, Yuzhang Zhu, Jian Jin.  (2025)  Polytertiary amine nanofiltration membranes with exceptional alkali resistance for lignin/lye separation.  JOURNAL OF MEMBRANE SCIENCE,      [PMID:] [10.1016/j.memsci.2025.124652]

16. Ziyi Yin, Yanli Dong, Zhi Li, Qianqian Wang, Qiuhua Wu.  (2025)  Constructing natural flavonoid based hyper crosslinked polymer combined to HPLC/MS for accurate determination of phenolic endocrine disruptors in chicken and fish meat.  Food Chemistry-X,      [PMID:40989098] [10.1016/j.fochx.2025.102983]

17. Yafei Sang, Xiaolong Jia, Pengpeng Wu, Xiangquan Yan, Xiaotao Kuang, Quan Feng, Jiahao Qiao, Min Chen, Jian Zhang, Xiuli Yan, Tao Chang.  (2025)  One pot synthesis rich in bromine anion ionic porous organic polymer for CO2 catalytic conversion.  NEW JOURNAL OF CHEMISTRY,      [PMID:] [10.1039/D4NJ04877F]

18. Yimeng Shi, Wenmu Feng, Jing Wang, Ziwen Dai, Dongpu Hu, Wuqi Cai, He Wen, Wenbo Yu, Sha Liang, Jiakuan Yang, Shushan Yuan.  (2025)  Interfacial polymerization of poly(quaternary ammonium) membranes with extreme acid stability for phosphorus recovery from phosphogypsum leachate.  JOURNAL OF MEMBRANE SCIENCE,      [PMID:] [10.1016/j.memsci.2025.124370]

19. Miaoxuan Wu, Jingjie Su, Zihao Xia, Hansheng Chen, Jiang Zhou, Huawei Hu, Wenduo Chen, Chen Xie, Shenghua Liu.  (2025)  Tuning Solid Additive Side-Chain Length to Optimize Acceptor Stacking Morphology for Over 20% Efficiency in Organic Solar Cells†.  CHINESE JOURNAL OF CHEMISTRY,  44  (1): (119-128).  [PMID:] [10.1002/cjoc.70332]

20. Yike Chen, Wenju Shi, Meitong Liu, Zhihong Huang, Jianshe Hu, Zhangpei Chen.  (2026)  A Crown Ether-Based Covalent Organic Polymer Composite Membrane and Its Application in Molecular Separation.  Membranes,  16  (2): (56).  [PMID:41745498] [10.3390/membranes16020056]

21. Jiaye Cai, Yuxin Yang, Huawen Peng, Qiang Zhao.  (2026)  Rapid fabrication of poly(quaternary ammonium) membranes with enhanced permeance and acid stability for cation separation.  JOURNAL OF MEMBRANE SCIENCE,      [PMID:] [10.1016/j.memsci.2026.125443]