Iodotrimethylsilane (TMIS) - ≥97%, stabilized with copper scrap , CAS No.16029-98-4

CAS: 16029-98-4 Cat. No.: I100104 Peso molecular: 200.09 Beilstein Registry Number: 1731136 Número EC: 240-171-0

GRADE & PURITY ≥97%, stabilized with copper scrap

Synonyms

A810132 | Iodotrimethylsilane, purum, >=98.0% (AT) | DTXSID4065997 | F15417 | UNII-7A65KRZ6NV | iodo trimethylsilane | SCHEMBL216 | FT-0656496 | tms-iodide | Iodotrimethylsilane | iodo-trimethylsilane | Iodo-trimethyl-silane | iodotrimethyl-silane | BCP18

Storage

Protected from light,Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Descripción general

Iodotrimethylsilane is an efficient reagent for ether, ester, carbamate, ketal, and lactone cleavage.Reagent was recently reported to convert allyl- and benzylphosphotriesters to the corresponding iodides. For the introduction of the TMS group, e.g., TMS enol ethers.
An efficient reagent for ether, ester, carbamate, ketal, and lactone cleavage；Efficient reagent for cleaving ethers, esters, carbamates, ketals, and lactones. For the introduction of the TMS group, e.g., TMS enol ethers.Key reagent for the selective deprotection of an N-Cbz group in the presence of a trimethyltin moiety. Reagent was recently reported to convert allyl- and benzylphosphotriesters to the corresponding iodides.

Iodotrimethylsilane is used for the introduction of trimethylsilyl group in organic synthesis. It is also useful for gas chromatography analysis by converting alcohol into a silyl ether derivative, thereby making it more volatile than the original molecule.

Specifications

Sinónimos

A810132 | Iodotrimethylsilane, purum, >=98.0% (AT) | DTXSID4065997 | F15417 | UNII-7A65KRZ6NV | iodo trimethylsilane | SCHEMBL216 | FT-0656496 | tms-iodide | Iodotrimethylsilane | iodo-trimethylsilane | Iodo-trimethyl-silane | iodotrimethyl-silane | BCP18

Especificaciones y pureza

≥97%, stabilized with copper scrap

Condiciones de almacenamiento de almacenamiento

Protected from light, Store at -20°C, Argon charged

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Pureza

≥97%

Nombres e identificadores

• Sonrisas canónicas: C[Si](C)(C)I
• IUPAC Name: iodo(trimethyl)silane
• InChIKey: CSRZQMIRAZTJOY-UHFFFAOYSA-N
• INCHI: 1S/C3H9ISi/c1-5(2,3)4/h1-3H3
• Isómeros SMILES: C[Si](C)(C)I
• WGK Alemania: 3
• Número ONU: 2924
• Peso molecular: 200.09
• Beilstein: 1731136
• Reaxy-Rn: 1731136
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1731136&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organometallic compounds
    • Clase Organometalloid compounds
      • Subclass Organosilicon compounds
        • Level5 Organoheterosilanes
          • Level6 Trialkylheterosilanes

• Kingdom: Organic compounds
• Superclass: Organometallic compounds
• Clase: Organometalloid compounds
• Subclass: Organosilicon compounds
• Intermediate Tree Nodes: Organoheterosilanes
• Direct Parent: Trialkylheterosilanes
• Alternative Parents: Silyl monohalides Organic metalloid salts Alkylhalosilanes Hydrocarbon derivatives
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Trialkylheterosilane - Silyl monohalide - Organic metalloid salt - Alkylhalosilane - Hydrocarbon derivative - Organic salt - Aliphatic acyclic compound
• Descripción: This compound belongs to the class of organic compounds known as trialkylheterosilanes. These are organoheterosilanes, bearing a silicon atom linked to three alkyl groups and one heteroatom.
• 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

Propiedades químicas y físicas

• Solubilidad: Miscible with water.
• Sensibilidad: Moisture & Light Sensitive
• Índice de refracción: 1.47-1.48
• Punto de inflamación (°F): 28°F
• Punto de inflamación (°C): -2℃
• Punto de ebullición (°C): 106°C
• Peso molecular: 200.090 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 199.952 Da
• Monoisotopic Mass: 199.952 Da
• Topological Polar Surface Area: 0.000 Ų
• Heavy Atom Count: 5
• Formal Charge: 0
• Complexity: 28.400
• 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

XLogP3

Referencias

1. Lei Chen, Weiyu Luo, Yima He, Lizhen Huang, Jinjie Xu, Kaixin Li, Yonggang Min.  (2023)  High-Performance Polyimide Films Derived from Biomass-Based Furfural: Fabrication and Properties.  Coatings,  13  (10): (1726).  [PMID:] [10.3390/coatings13101726]

2. Xiaowei Yu, Kaikai Liu, Bolun Wang, Hongyue Zhang, Yuanyuan Qi, Jihong Yu.  (2022)  Time-Dependent Polychrome Stereoscopic Luminescence Triggered by Resonance Energy Transfer between Carbon Dots-in-Zeolite Composites and Fluorescence Quantum Dots.  ADVANCED MATERIALS,  35  (6): (2208735).  [PMID:36446033] [10.1002/adma.202208735]

3. Jingxuan Chen, Donglin Jia, Rongshan Zhuang, Yong Hua, Xiaoliang Zhang.  (2022)  Highly Orientated Perovskite Quantum Dot Solids for Efficient Solar Cells.  ADVANCED MATERIALS,  34  (37): (2204259).  [PMID:35905705] [10.1002/adma.202204259]

4. Ying Li, Jiahui Wang, Qing Yang, Guozhen Shen.  (2022)  Flexible Artificial Optoelectronic Synapse based on Lead-Free Metal Halide Nanocrystals for Neuromorphic Computing and Color Recognition.  Advanced Science,  9  (22): (2202123).  [PMID:35661449] [10.1002/advs.202202123]

5. Qing Tian, Guozhen Ding, Yuting Cai, Zicheng Li, Xueyuan Tang, Rong-Jun Xie, Peng Gao.  (2021)  Enhanced Performance of Perovskite Solar Cells Loaded with Iodine-Rich CsPbI3 Quantum Dots.  ACS Applied Energy Materials,      [PMID:] [10.1021/acsaem.1c00517]

6. Zhenxing Fang, Kuang Wu, Le Wang, Da Xu, Weiwei Wang, Yuhang Lin, Xiaohui Liu, Chun Sun.  (2021)  Highly efficient and blue-excitable Mn-doped PEA2Pb(Br/I)4 perovskite for solid lighting.  JOURNAL OF LUMINESCENCE,      [PMID:] [10.1016/j.jlumin.2021.118155]

7. Menglong Liu, Naizhong Jiang, Hai Huang, Jidong Lin, Feng Huang, Yongping Zheng, Daqin Chen.  (2020)  Ni2+-doped CsPbI3 perovskite nanocrystals with near-unity photoluminescence quantum yield and superior structure stability for red light-emitting devices.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2020.127547]

8. Jun-Nan Yang, Yang Song, Ji-Song Yao, Kun-Hua Wang, Jing-Jing Wang, Bai-Sheng Zhu, Ming-Ming Yao, Sami Ur Rahman, Yi-Feng Lan, Feng-Jia Fan, Hong-Bin Yao.  (2020)  Potassium Bromide Surface Passivation on CsPbI3-xBrx Nanocrystals for Efficient and Stable Pure Red Perovskite Light-Emitting Diodes.  Journal of the American Chemical Society,      [PMID:31902206] [10.1021/jacs.9b11719]

9. Xiaoli Zhu, Jibo Dou, Qiang Huang, Xiaoyong Zhang, Yen Wei.  (2019)  Introducing the Kabachnik–Fields multicomponent reaction for functionalization of multiwalled carbon nanotubes and their performance for removal of methylene blue.  Journal of the Taiwan Institute of Chemical Engineers,      [PMID:] [10.1016/j.jtice.2019.04.008]

10. Ji-Song Yao, Jing Ge, Kun-Hua Wang, Guozhen Zhang, Bai-Sheng Zhu, Chen Chen, Qun Zhang, Yi Luo, Shu-Hong Yu, Hong-Bin Yao.  (2019)  Few-Nanometer-Sized α-CsPbI3 Quantum Dots Enabled by Strontium Substitution and Iodide Passivation for Efficient Red-Light Emitting Diodes.  Journal of the American Chemical Society,      [PMID:30616341] [10.1021/jacs.8b11447]

11. Ruming Jiang, Meiying Liu, Hongye Huang, Long Huang, Qiang Huang, Yuanqing Wen, Qian-yong Cao, Jianwen Tian, Xiaoyong Zhang, Yen Wei.  (2017)  A novel self-catalyzed photoATRP strategy for preparation of fluorescent hydroxyapatite nanoparticles and their biological imaging.  APPLIED SURFACE SCIENCE,      [PMID:] [10.1016/j.apsusc.2017.11.039]

12. Shifeng Yan, Yuanyuan Sun, An Chen, Lei Liu, Kunxi Zhang, Guifei Li, Yourong Duan, Jingbo Yin.  (2017)  Templated fabrication of pH-responsive poly(L-glutamic acid) based nanogels via surface-grafting and macromolecular crosslinking.  RSC Advances,  7  (24): (14888-14901).  [PMID:] [10.1039/C7RA00631D]

13. Yating Zhu, Fan Wang, Jiayin Wang, Kaijia Xu, Yinyin Qian.  (2024)  Insight into interfacial dynamics of photogenerated carriers in Cs3Bi2I9/Au heterostructure nanocomposites for high-sensitivity broadband photodetection with negative photoconductivity.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:39522241] [10.1016/j.jcis.2024.10.190]

14. Jing-Ming Hao, Yong-Hui Song, Xue-Chen Ru, Zi-Du Li, Yi-Chen Yin, Bai-Sheng Zhu, Zhi Zhao, Guan-Jie Ding, Ya-Lan Hu, Zhen-Yu Ma, Hong-Bin Yao.  (2024)  Quantum-Dots Matrix Encapsulated CsPbI3 Polycrystal Composite Films for Efficient and Bright Deep-Red Light-Emitting Diodes.  Advanced Optical Materials,  12  (19): (2400269).  [PMID:] [10.1002/adom.202400269]

15. Zhang Louwen, Zhou Hai, Chen Yibo, Zheng Zhimiao, Huang Lishuai, Wang Chen, Dong Kailian, Hu Zhongqiang, Ke Weijun, Fang Guojia.  (2024)  Spontaneous crystallization of strongly confined CsSnxPb1-xI3 perovskite colloidal quantum dots at room temperature.  Nature Communications,  15  (1): (1-9).  [PMID:38383585] [10.1038/s41467-024-45945-1]

16. Qi Liu, Jun Yin, Bin-Bin Zhang, Jia-Kai Chen, Yang Zhou, Lu-Min Zhang, Lu-Ming Wang, Qing Zhao, Jingshan Hou, Jie Shu, Bo Song, Naoto Shirahata, Osman M. Bakr, Omar F. Mohammed, Hong-Tao Sun.  (2021)  Theory-Guided Synthesis of Highly Luminescent Colloidal Cesium Tin Halide Perovskite Nanocrystals.  Journal of the American Chemical Society,      [PMID:33794093] [10.1021/jacs.1c01049]

17. Yueli Liu, Tonghuan Gao, Zifan Yang, Huixin Zhu, Keqiang Chen, Yunan Bao, Wen Chen.  (2025)  Enhanced Photovoltaic Performance and Stability of CsPbI3 Quantum Dots via Ligand Exchange and Compositional Defect Passivation.  ACS Applied Nano Materials,      [PMID:] [10.1021/acsanm.5c01637]

18. Zhang Yiyan, Zhao Tianyu, Deng Yuming, Liu Xinyue, Zhang Xiaorong, Zhu Tong, Ågren Hans, Chen Guanying.  (2025)  Near infrared sensitized exciton upconversion luminescence from inorganic perovskite nanocrystals.  Nature Communications,  16  (1): (1-9).  [PMID:40603851] [10.1038/s41467-025-61293-0]

19. Shenghua Xu, Weihong Guo.  (2025)  Fabrication and properties of superparamagnetic Fe3O4-graft-poly(L-glutamic acid) porous scaffolds via solution casting and particulate leaching.  Journal of Macromolecular Science Part A-Pure and Applied Chemistry,      [PMID:] [10.1080/10601325.2025.2593384]

20. Yang Bin, Li Deyang, Deng Renren, Zhao Jian, Wang Yubin, Xu Shiqing, Lei Lei.  (2026)  Efficient multicolor X-ray excited persistent luminescence enabled by Gd-mediated trap clusters.  Nature Communications,  17  (1): (1909).  [PMID:41565715] [10.1038/s41467-026-68799-1]