Iodobenzene - ≥99% , CAS No.591-50-4

CAS: 591-50-4 Cat. No.: I104582 Peso molecular: 204.01 Beilstein Registry Number: 1446140 Número EC: 209-719-6

GRADE & PURITY ≥99%

Synonyms

I0050 | 4-iodobenzene | AMY10020 | UNII-9HK5L7YBBR | C6H5I | 3-iodobenzene | FT-0670366 | PHENYLIODIDE | phenyl-iodide | iodiobenzene | NSC9244 | NSC-9244 | BCP22486 | HSDB 7859 | DB02252 | IODOPHENYL | Iodinebenzol | AI3-16898 | DTXSID8060452 | NSC 9244

Storage

Room temperature

Shipped In

Normal

Specifications

Sinónimos

I0050 | 4-iodobenzene | AMY10020 | UNII-9HK5L7YBBR | C6H5I | 3-iodobenzene | FT-0670366 | PHENYLIODIDE | phenyl-iodide | iodiobenzene | NSC9244 | NSC-9244 | BCP22486 | HSDB 7859 | DB02252 | IODOPHENYL | Iodinebenzol | AI3-16898 | DTXSID8060452 | NSC 9244

Especificaciones y pureza

≥99%

Condiciones de almacenamiento de almacenamiento

Room temperature

Enviado en

Normal

Pureza

≥99%

Nombres e identificadores

• Pubchem Sid: 504752162
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504752162
• Sonrisas canónicas: C1=CC=C(C=C1)I
• IUPAC Name: iodobenzene
• InChIKey: SNHMUERNLJLMHN-UHFFFAOYSA-N
• INCHI: 1S/C6H5I/c7-6-4-2-1-3-5-6/h1-5H
• Isómeros SMILES: C1=CC=C(C=C1)I
• WGK Alemania: 3
• RTECS: DA3390000
• Peso molecular: 204.01
• Beilstein: 1446140
• Reaxy-Rn: 1446140
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1446140&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Clase Benzene and substituted derivatives
      • Subclass Halobenzenes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Clase: Benzene and substituted derivatives
• Subclass: Halobenzenes
• Intermediate Tree Nodes: Not available
• Direct Parent: Iodobenzenes
• Alternative Parents: Aryl iodides Organoiodides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Iodobenzene - Aryl iodide - Aryl halide - Hydrocarbon derivative - Organoiodide - Organohalogen compound - Aromatic homomonocyclic compound
• Descripción: This compound belongs to the class of organic compounds known as iodobenzenes. These are aromatic compounds containing one or more iodine atoms attached to a benzene.
• 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

Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: Soluble in ethanol, chloroform, ether, and DMSO (slightly). Insoluble in water.
• Sensibilidad: Light sensitive.
• Índice de refracción: 1.62
• Punto de inflamación (°F): 170.6 °F
• Punto de inflamación (°C): 77 °C
• Punto de ebullición (°C): 188°C
• Punto de fusión (°C): -29°C
• Peso molecular: 204.010 g/mol
• XLogP3: 3.200
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 203.944 Da
• Monoisotopic Mass: 203.944 Da
• Topological Polar Surface Area: 0.000 Ų
• Heavy Atom Count: 7
• Formal Charge: 0
• Complexity: 46.100
• 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

Referencias

1. Xu Chenzhe, Qiu Yue, Wang Zheng, Gao Zifei, Liu Cai, Sun Yanran, Zhang Haitao, Ma Juanjuan, Liu Lin, Liu Chao, Tong Zhiwei.  (2023)  Fabrication of Pd NPs/Mg–Al LDH via a facile one-step hydrothermal method as highly active and stable heterogeneous catalyst for Heck coupling reaction.  JOURNAL OF MATERIALS SCIENCE,  58  (36): (14299-14314).  [PMID:] [10.1007/s10853-023-08885-7]

2. Miaomiao Li, Ying Li, Chunping Li, Tong Xu, Yinghui Sun, Jie Bai.  (2023)  Carbon nanofibers anchored LZ-276 zeolite supported Pd-Cu bimetallic catalyst for Suzuki-Miyaura coupling reaction.  INORGANIC CHEMISTRY COMMUNICATIONS,      [PMID:] [10.1016/j.inoche.2023.111441]

3. Sun Kai, Xue Yuman, Zhang Xin, Li Xiaodong, Zhao Jun, Xu Xilin, Zhang Xiaofeng, Yang Fubiao.  (2023)  Tanshinone I alleviates steroid-induced osteonecrosis of femoral heads and promotes angiogenesis: in vivo and in vitro studies.  Journal of Orthopaedic Surgery and Research,  18  (1): (1-15).  [PMID:37391758] [10.1186/s13018-023-03934-y]

4. Yanqi Ban, Hui Wang, Zixuan Xiao, Lishui Sun, Qingyan Pan, Yingjie Zhao.  (2023)  Interfacial Synthesis of an Ultrathin Two-Dimensional Polymer Film via [2 + 2] Photocycloaddition.  MOLECULES,  28  (4): (1930).  [PMID:36838919] [10.3390/molecules28041930]

5. Mingyang Gao, Jiamin Wang, Weixiang Shang, Yuchao Chai, Weili Dai, Guangjun Wu, Naijia Guan, Landong Li.  (2022)  Zeolite-encaged palladium catalysts for heterogeneous Suzuki-Miyaura cross-coupling reactions.  CATALYSIS TODAY,      [PMID:] [10.1016/j.cattod.2022.02.011]

6. Dandan Lu, Keyang Yin, Ya Zhao, Zelin Gao, Nicolas Godbert, Hongmei Li, Hongguang Li, Jingcheng Hao.  (2021)  Facile synthesis of alkylated carbon dots with blue emission in halogenated benzene solvents.  COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS,      [PMID:] [10.1016/j.colsurfa.2020.126129]

7. Jinqiang Tan, Huamei Zhu, Shasha Cao, Sisi Chen, Yuanfu Tian, Dachuan Ding, Xuan Zheng, Chuanqun Hu, Tao Hu, Chonggang Wu.  (2020)  Preparation and catalytic properties of poly(methyl methacrylate)-supported Pd0 obtained from room-temperature, dark reduction of ionic aggregates of the unstable Pd2+ solution ionomer.  RSC Advances,  10  (70): (43175-43186).  [PMID:35514939] [10.1039/D0RA08653C]

8. Jin Li, Ying Song, Yanna Wang, Hui Zhang.  (2020)  Ultrafine PdCu Nanoclusters by Ultrasonic-Assisted Reduction on the LDHs/rGO Hybrid with Significantly Enhanced Heck Reactivity.  ACS Applied Materials & Interfaces,      [PMID:33108171] [10.1021/acsami.0c09106]

9. Kunlin Liu, Jiuzhou Wang, Ting Yang, Hong Wang, Chengyang Wang, Mingming Chen.  (2020)  An “in situ templating” strategy towards mesoporous carbon for high-rate supercapacitor and high-adsorption capacity on dye macromolecules.  CARBON,      [PMID:] [10.1016/j.carbon.2020.03.050]

10. Tao Ma, Feng Liang.  (2020)  Au–Pd Nanostars with Low Pd Content: Controllable Preparation and Remarkable Performance in Catalysis.  Journal of Physical Chemistry C,      [PMID:] [10.1021/acs.jpcc.0c00031]

11. Jin Li, Ying Song, Yajuan Wang, Hui Zhang.  (2019)  Enhanced Heck reaction on flower-like Co(Mg or Ni)Al layered double hydroxide supported ultrafine PdCo alloy nanocluster catalysts: the promotional effect of Co.  DALTON TRANSACTIONS,  48  (48): (17741-17751).  [PMID:31746876] [10.1039/C9DT03663F]

12. Pei Yin, Tao Wang, Yuan Yang, Weidong Yin, Shaoxiong Zhang, Zengming Yang, Chunxuan Qi, Hengchang Ma.  (2019)  Positive charge-dependent cell targeted staining and DNA detection.  NEW JOURNAL OF CHEMISTRY,  43  (46): (18251-18258).  [PMID:] [10.1039/C9NJ03993G]

13. Yuanyuan Zhang, Guangming Zhu, Biqin Dong, Jiaoning Tang, Jide Li, Guanghui Yang, Shuxian Hong, Feng Xing.  (2019)  One-Step Generation of Multistimuli-Responsive Microcapsules via the Multilevel Interfacial Assembly of Polymeric Complexes.  ACS Applied Materials & Interfaces,      [PMID:31652048] [10.1021/acsami.9b15863]

14. Zheng Deng, Xinsheng Peng, Yu-Jia Zeng.  (2019)  Ferrocenecarboxylic acid: a functional modulator for UiO-66 synthesis and incorporation of Pd nanoparticles.  CRYSTENGCOMM,  21  (11): (1772-1779).  [PMID:] [10.1039/C9CE00067D]

15. Hengchang Ma, Manyi Yang, Shaoxiong Zhang, Pei Yin, Tao Wang, Yuan Yang, Ziqiang Lei, Yucheng Ma, Yanfang Qin, Zengming Yang.  (2018)  Two aggregation-induced emission (AIE)-active reaction-type probes: for real-time detecting and imaging of superoxide anions.  ANALYST,  144  (2): (536-542).  [PMID:30406221] [10.1039/C8AN01811A]

16. Jin Li, Yajuan Wang, Shunwang Jiang, Hui Zhang.  (2018)  Facile synthesis of magnetic recyclable palladium-gold alloy nanoclusters catalysts PdAur/Fe3O4@LDH and its catalytic applications in Heck reaction.  JOURNAL OF ORGANOMETALLIC CHEMISTRY,      [PMID:] [10.1016/j.jorganchem.2018.10.007]

17. Li Jiali, Kong Xianggui, Jiang Meihong, Lei Xiaodong.  (2018)  Uniformly dispersed Pd nanoparticles anchored Co(OH)2/Cu(OH)2 hierarchical nanotube array as high active structured catalyst for Suzuki–Miyaura coupling reactions.  JOURNAL OF MATERIALS SCIENCE,  53  (24): (16263-16275).  [PMID:] [10.1007/s10853-018-2781-7]

18. Rui Yu, Rui Liu, Jie Deng, Maofei Ran, Ning Wang, Wei Chu, Zhiwei He, Zheng Du, Chengfa Jiang, Wenjing Sun.  (2018)  Pd nanoparticles immobilized on carbon nanotubes with a polyaniline coaxial coating for the Heck reaction: coating thickness as the key factor influencing the efficiency and stability of the catalyst.  Catalysis Science & Technology,  8  (5): (1423-1434).  [PMID:] [10.1039/C7CY02588B]

19. Yanna Wang, Liguang Dou, Hui Zhang.  (2017)  Nanosheet Array-Like Palladium-Catalysts Pdx/rGO@CoAl-LDH via Lattice Atomic-Confined in Situ Reduction for Highly Efficient Heck Coupling Reaction.  ACS Applied Materials & Interfaces,      [PMID:29028354] [10.1021/acsami.7b11695]

20. Hengchang Ma, Manyi Yang, Caili Zhang, Yucheng Ma, Yanfang Qin, Ziqiang Lei, Lu Chang, Lei Lei, Tao Wang, Yuan Yang.  (2017)  Aggregation-induced emission (AIE)-active fluorescent probes with multiple binding sites toward ATP sensing and live cell imaging.  Journal of Materials Chemistry B,  5  (43): (8525-8531).  [PMID:32264520] [10.1039/C7TB02399E]

21. 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,      [PMID:28051299] [10.1021/acsami.6b13570]

22. Guangjian Zeng, Meiying Liu, Kexin Shi, Chunning Heng, Liucheng Mao, Qing Wan, Hongye Huang, Fengjie Deng, Xiaoyong Zhang, Yen Wei.  (2016)  Surface modification of nanodiamond through metal free atom transfer radical polymerization.  APPLIED SURFACE SCIENCE,      [PMID:] [10.1016/j.apsusc.2016.08.154]

23. Wentong Song, Shengyang Tao, Yongxian Yu, Xuanlu Du, Shuo Wang.  (2016)  Preparing magnetic multicomponent catalysts via a bio-inspired assembly for heterogeneous reactions.  RSC Advances,  6  (74): (69909-69918).  [PMID:] [10.1039/C6RA12088A]

24. Jianqiang Zhang, Yongsheng Peng, Wenguang Leng, Yanan Gao, Feifei Xu, Jinling Chai.  (2016)  Nitrogen ligands in two-dimensional covalent organic frameworks for metal catalysis.  CHINESE JOURNAL OF CATALYSIS,      [PMID:] [10.1016/S1872-2067(15)61050-6]

25. Tao Xing, Kai Zhang.  (2015)  Syntheses of novel soluble carborane polyimides with ultrahigh thermal stability.  POLYMER INTERNATIONAL,  64  (12): (1715-1721).  [PMID:] [10.1002/pi.4971]

26. 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]

27. Zeng Yan, Wang Yanhua, Xu Yicheng, Song Ying, Jiang Jingyang, Jin Zilin.  (2012)  Pd Nanoparticles in the Thermoregulated Ionic Liquid and Organic Biphasic System: An Efficient and Recyclable Catalyst for Heck Reaction.  CATALYSIS LETTERS,  143  (2): (200-205).  [PMID:] [10.1007/s10562-012-0919-9]

28. Kan Zhan, Huanhuan You, Wenyu Liu, Jie Lu, Ping Lu, Jian Dong.  (2011)  Pd nanoparticles encaged in nanoporous interpenetrating polymer networks: A robust recyclable catalyst for Heck reactions.  REACTIVE & FUNCTIONAL POLYMERS,      [PMID:] [10.1016/j.reactfunctpolym.2011.04.007]

29. Zhizi Ma, Meng Yuan, Ziyong Cheng, Zhuang Yang, Ling Yang, Bin Liu, Yulong Bian, Abdulaziz A. Al Kheraif, Ping'an Ma, Jun Lin.  (2024)  A mild and efficient sonothermal tumor therapy enhanced by sonodynamic effect with biodegradable red phosphorus nanoparticles.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2024.148711]

30. Hongwei He, Zhoulin Ma, Shuya Zhang, An Cai, Huan Ye, Xiaobin Fan, Wenchao Peng, Yang Li.  (2024)  Boosting Suzuki coupling reaction via pore expanding and palladium–zinc alloying.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:39362140] [10.1016/j.jcis.2024.09.232]

31. Jiayin Gao, Yaoyao Wang, Yuqing Yu, Mengxiang Zhu, Wen Kong, Genyan Liu, Xiaogang Luo.  (2024)  Carbonized cellulose microspheres loaded with Pd NPs as catalyst in p-nitrophenol reduction and Suzuki-Miyaura coupling reaction.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:38688337] [10.1016/j.ijbiomac.2024.131904]

32. Jiaoyan Zhu, Tiefeng Xu, Panting Lu, Wenxing Chen, Wangyang Lu.  (2022)  Visible-light-driven carbonylation reaction over palladium supported on spherical-like graphitic carbon nitride.  Molecular Catalysis,      [PMID:] [10.1016/j.mcat.2022.112736]

33. Chunfeng Mao, Kai Yin, Chenghan Yang, Guomeng Dong, Guokai Tian, Yiwei Zhang, Yuming Zhou.  (2021)  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,      [PMID:34785458] [10.1016/j.jcis.2021.10.055]

34. Huiyong Wang, Tao Song, Xin Su, Zhiyong Li, Jianji Wang.  (2019)  Green and Efficient Liquid-Phase Exfoliation of BiI3 Nanosheets for Catalytic Carbon–Carbon Cross-Coupling Reactions.  ACS Sustainable Chemistry & Engineering,      [PMID:] [10.1021/acssuschemeng.9b06552]

35. Linjun Shao, Zheng Yin, Ke Long, Faliang Gou, Guiying Xing, Peng Yang, Xianman Zhang.  (2026)  Enhancing Palladium Catalytic Performance Through Modification of Chitosan Nanofiber With Aldehyde Functional Groups.  APPLIED ORGANOMETALLIC CHEMISTRY,  40  (4): (e70549).  [PMID:] [10.1002/aoc.70549]