N,O-Bis(trimethylsilyl)acetamide - ≥95% , CAS No.10416-59-8

CAS: 10416-59-8 Cat. No.: T109041 Molecular Weight: 203.43 Beilstein Registry Number: 1306669 EC Number: 233-892-7

GRADE & PURITY ≥95%

Synonyms

BSA | B0510 | DTXSID5051525 | D72517 | Trimethylsilyl N-(trimethylsilyl)ethanimidoate | TMS-BA | N-trimethylsilyl-acetylimidic acid trimethylsilyl ester | trimethylsilyl N-trimethylsilylacetimidate | BCP24460 | n,o-bis (trimethylsilyl)acetamide | (E)-trim

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

Polysaccharide sulfate regioselective desulfation reagent as well as a preparatory agent for carbohydrate and alcohol trimethylsilyl ethers.

Derivatization reagent for GC-MS analysis of phenolic acids in fruits.

Reagent for the regioselective desulfation of polysaccharide sulfates. Also used to prepare trimethylsilyl ethers of carbohydrates and alcohols.

Specifications

Synonyms

BSA | B0510 | DTXSID5051525 | D72517 | Trimethylsilyl N-(trimethylsilyl)ethanimidoate | TMS-BA | N-trimethylsilyl-acetylimidic acid trimethylsilyl ester | trimethylsilyl N-trimethylsilylacetimidate | BCP24460 | n, o-bis (trimethylsilyl)acetamide | (E)-trim

Specifications & Purity

≥95%

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

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

Purity

≥95%

Names and Identifiers

• Canonical Smiles: CC(=N[Si](C)(C)C)O[Si](C)(C)C
• IUPAC Name: trimethylsilyl N-trimethylsilylethanimidate
• InChIKey: SIOVKLKJSOKLIF-UHFFFAOYSA-N
• INCHI: 1S/C8H21NOSi2/c1-8(9-11(2,3)4)10-12(5,6)7/h1-7H3
• Isomeric SMILES: CC(=N[Si](C)(C)C)O[Si](C)(C)C
• WGK Germany: 3
• RTECS: AK3000000
• Molecular Weight: 203.43
• Beilstein: 1306669
• Reaxy-Rn: 1306669

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Organometallic compounds
• Class: Organometalloid compounds
• Subclass: Organosilicon compounds
• Intermediate Tree Nodes: Organoheterosilanes
• Direct Parent: Trialkylheterosilanes
• Alternative Parents: Organic metalloid salts N-silyl compounds Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Hydrocarbon derivatives
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Trialkylheterosilane - N-silyl compound - Organic metalloid salt - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Hydrocarbon derivative - Organic salt - Organooxygen compound - Organonitrogen compound - Aliphatic acyclic compound
• Description: 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

Chemical and Physical Properties

• Sensitivity: Moisture sensitive;Air sensitive
• Refractive Index: 1.417
• Flash Point(°F): 42 °C
• Flash Point(°C): 42°C
• Boil Point(°C): 71-73°C
• Melt Point(°C): 24°C
• Molecular Weight: 203.430 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 203.116 Da
• Monoisotopic Mass: 203.116 Da
• Topological Polar Surface Area: 21.600 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 176.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 1
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1

XLogP3

References

1. Hanxiao Zhou, Tianhui Li, Wenjing Liu, Zhihao Guo, Zihao Su, Jingjing Gao, Meizhen Qu, Gongchang Peng.  (2023)  A Bifunctional Fluorine-Free Electrolyte Additive for Realizing Dendrite-Free Lithium Anodes.  ChemSusChem,  16  (10): (e202300186).  [PMID:36780130] [10.1002/cssc.202300186]

2. Xuerui Bai, Maiqian Nie, Zhenjun Diwu, Lei Wang, Hongyun Nie, Yan Wang, Qiuyue Yin, Bo Zhang.  (2021)  Extraction and purification of 2-hydroxymuconic semialdehyde accumulated in phenol degradation by Pseudomonas stutzeri N2.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2021.129444]

3. Chuan-Guo Ma, Man Zhao, Tian-Lei Si, Xiao-Wei Chen.  (2021)  Comparative study of adsorption polysaccharide on bioactive components and in vitro antioxidant activity of sea buckthorn (Hippophaë rhamnoides L.) pulp oil.  LWT-FOOD SCIENCE AND TECHNOLOGY,      [PMID:] [10.1016/j.lwt.2021.110896]

4. Yichun Yang, Pai Peng, Qing Yang, Dongmei Wang, Juane Dong.  (2020)  Fabrication of renewable gutta percha/silylated nanofibers membrane for highly effective oil-water emulsions separation.  APPLIED SURFACE SCIENCE,      [PMID:] [10.1016/j.apsusc.2020.147163]

5. Haizhu Shi, Jie Yuan, Yi Zhang, Shun Feng, Jide Wang.  (2018)  Discovering significantly different metabolites between Han and Uygur two racial groups using urinary metabolomics in Xinjiang, China.  JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS,      [PMID:30448538] [10.1016/j.jpba.2018.11.016]

6. Hongyun Nie, Maiqian Nie, Yongzhe Yang, Jing Zhao, Xinyi Zhang, Yutao Guo, Yi Wan, Jing Zi.  (2016)  Characterization of Phenol Metabolization by P. stutzeri N2.  POLYCYCLIC AROMATIC COMPOUNDS,      [PMID:] [10.1080/10406638.2015.1033434]

7. Zuolong Yu, Beizhen Hu, Yao Chen, Chaoqun Huang, Chao Han, Yan Shen.  (2024)  Determination of penicillic acid in cereals by solid-phase extraction and gas chromatography-tandem mass spectrometry.  JOURNAL OF FOOD COMPOSITION AND ANALYSIS,      [PMID:] [10.1016/j.jfca.2024.106197]

8. Fenghui Li, Hao Wu, Tianfu Zhao, Hong Wen, Wei Lin, Tianhao Wu, Fang Wang, Jie Zhou, Lianbang Wang.  (2025)  Insights into the selection of SiO bond containing electrolyte additives for Si-based lithium-ion batteries.  Journal of Energy Storage,      [PMID:] [10.1016/j.est.2025.115943]

9. Lingfang Ran, Yaohua Li, Long Chen, Tong Mo, Nian Liu, Shijia Xu, Yucheng Su, Chuannan Wang, Aimin Liang, Jianyan Zeng, Wanting Yu, Jie Kong, Yuehua Xiao.  (2025)  Specific expression of a fusion gene Lc-GhPAP1D results in colored cotton fibers with increased flavonoid and lignin synthesis, but impaired elongation and secondary cell wall deposition.  Journal of Integrative Agriculture,      [PMID:] [10.1016/j.jia.2025.02.044]

10. Meng Li, Zeren Zhou, Qixian Zhang, Yixiang Zhang, Qiaoyan Lin, Lishuang Fan.  (2025)  In-situ polymerization strategy to construct stable electrode/electrolyte interfaces for high-performance lithium metal batteries.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:41264955] [10.1016/j.jcis.2025.139501]

11. Yan Zhuang, Jiahe Zhao, Liang Xiao, Xin Liu, Lei Li.  (2025)  The LACCASE3/5/12/13 clade mediates seed coat lignin deposition and regulates imbibition and germination.  Cell Reports,  44  (12):   [PMID:41264416] [10.1016/j.celrep.2025.116584]