Trimethyl(trifluoromethyl)silane solution - 2 M in THF , CAS No.81290-20-2

CAS: 81290-20-2 Cat. No.: T434250 Peso molecular: 142.19 Beilstein Registry Number: 4241868 Número EC: 617-210-9

GRADE & PURITY 2 M in THF

Synonyms

(Trifluoromethyl)Trimethylsilane [Trifluoromethylating Reagent] | trifluoromethyl trimethylsilane | FD2097 | FT-0605358 | trifluoromethyl trimethyl silane | Me3SiCF3 | trifluoromethyltrimethyl silane | trifluoromethyl-trimethyl silane | trifluoromethytrim

Storage

Room temperature

Descripción general

General Description

Trimethyl(trifluoromethyl)silane (TMSCF 3.Flammable liquid ) is also called as Ruppert-Prakash fluorination reagent. It is extensively used for the synthesis of trifluoromethyl-containing compounds.

Application

Reactant for: Silver-mediated C-H trifluoromethylation of arenes Preparation of trifluoromethyl ketone analog of L-arginine having contrasting inhibitory activity against human arginase I and histone deacetylase 8 Organocatalyzed regio- and enantioselective allylic trifluoromethylation of Morita-Baylis-Hillman adducts Palladium-catalyzed oxidative trifluoromethylation of indoles Preparation of 5-HT1A antagonists Used as difluorocarbene source TMSCF 3.Flammable liquid can be used as a reagent for: Conversion of aromatic aldehydes to difluoromethylated products. C-H trifluoromethylation of arenes, terminal alkynes, tertiary amines, heteroarenes, allylic, and terminal alkenes using metal catalyst or metal free oxidative trifluoromethylation reaction. It can also be used in trifluoromethylation of: Non-activated aldimines. Heterocumulenes. Azomethine imines.

Specifications

Sinónimos

(Trifluoromethyl)Trimethylsilane [Trifluoromethylating Reagent] | trifluoromethyl trimethylsilane | FD2097 | FT-0605358 | trifluoromethyl trimethyl silane | Me3SiCF3 | trifluoromethyltrimethyl silane | trifluoromethyl-trimethyl silane | trifluoromethytrim

Especificaciones y pureza

2 M in THF

Condiciones de almacenamiento de almacenamiento

Room temperature

Nombres e identificadores

• Sonrisas canónicas: C[Si](C)(C)C(F)(F)F
• IUPAC Name: trimethyl(trifluoromethyl)silane
• InChIKey: MWKJTNBSKNUMFN-UHFFFAOYSA-N
• INCHI: 1S/C4H9F3Si/c1-8(2,3)4(5,6)7/h1-3H3
• Isómeros SMILES: C[Si](C)(C)C(F)(F)F
• WGK Alemania: 3
• Número ONU: 1993
• Peso molecular: 142.19
• Beilstein: 4241868
• Reaxy-Rn: 4241868

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organohalogen compounds
    • Clase Alkyl halides
      • Subclass Halomethanes

• Kingdom: Organic compounds
• Superclass: Organohalogen compounds
• Clase: Alkyl halides
• Subclass: Halomethanes
• Intermediate Tree Nodes: Not available
• Direct Parent: Trihalomethanes
• Alternative Parents: Organic metalloid salts Organofluorides Hydrocarbon derivatives Alkylsilanes Alkyl fluorides
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Trihalomethane - Organic metalloid salt - Hydrocarbon derivative - Organic salt - Organosilicon compound - Alkylsilane - Organofluoride - Alkyl fluoride - Aliphatic acyclic compound
• Descripción: This compound belongs to the class of organic compounds known as trihalomethanes. These are organic compounds in which exactly three of the four hydrogen atoms of methane (CH4) are replaced by halogen atoms.
• 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

• Índice de refracción: 1.33
• Punto de inflamación (°F): 1.4 °F
• Punto de inflamación (°C): -17℃
• Punto de ebullición (°C): 54-55 °C
• Peso molecular: 142.190 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 142.043 Da
• Monoisotopic Mass: 142.043 Da
• Topological Polar Surface Area: 0.000 Ų
• Heavy Atom Count: 8
• Formal Charge: 0
• Complexity: 78.300
• 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. Hui Han, Ying-Ying Wang, Xing-Chao Yu, Yan-Na Ma, Xuenian Chen.  (2022)  A Simple and Efficient Way to Directly Synthesize Unsolvated Alkali Metal (M = Na, K) Salts of [CB11H12]−.  Crystals,  12  (10): (1339).  [PMID:] [10.3390/cryst12101339]

2. Ma Baochen, Zhang Haikuo, Li Ruhong, Zhang Shuoqing, Chen Long, Zhou Tao, Wang Jinze, Zhang Ruixin, Ding Shouhong, Xiao Xuezhang, Deng Tao, Chen Lixin, Fan Xiulin.  (2024)  Molecular-docking electrolytes enable high-voltage lithium battery chemistries.  Nature Chemistry,      [PMID:39009795] [10.1038/s41557-024-01585-y]

3. Chun Li, Jiaxun Yao, Jiayi Xu, Huanhuan Yang, Guangfu Luo, Yanhao Yu.  (2025)  Burst Nucleation in Area-Selective Atomic Layer Deposition.  ACS Applied Materials & Interfaces,      [PMID:40663797] [10.1021/acsami.5c07184]

4. Li Ruhong, Zhang Haikuo, Zhang Shuoqing, Li Yong, Guo Rui, Pei Haijuan, Yang Ming, Zhang Junbo, Chen Long, Xiao Xuezhang, Chen Lixin, Shen Yanbin, Deng Tao, Fan Xiulin.  (2025)  Unified affinity paradigm for the rational design of high-efficiency lithium metal electrolytes.  Nature Energy,      [PMID:] [10.1038/s41560-025-01842-5]