2,2,2-trifluoro-N-methyl-N-(trimethylsilyl)acetamide

Identification

Molecular formula

C₆H₁₂F₃NO₁Si₁

CAS number

24589-78-4

IUPAC name

2,2,2-trifluoro-N-methyl-N-trimethylsilyl-acetamide

State

At room temperature, the compound is a liquid. It is commonly utilized as a derivatizing agent to form volatile silyl derivatives from active hydrogens in an analytical setting, particularly for gas chromatography applications.

Melting point (Celsius)

-50.00

Melting point (Kelvin)

223.15

Boiling point (Celsius)

126.00

Boiling point (Kelvin)

399.15

General information

Molecular weight

199.27g/mol

Molar mass

199.2740g/mol

Density

1.0110g/cm³

Appearence

2,2,2-Trifluoro-N-methyl-N-(trimethylsilyl)acetamide, often abbreviated as MSTFA, is a colorless liquid. It is typically handled as a clear, volatile liquid under laboratory conditions. This compound readily reacts with water and moisture, which needs to be avoided during storage and use.

Comment on solubility

Solubility of 2,2,2-Trifluoro-N-methyl-N-trimethylsilyl-acetamide

2,2,2-Trifluoro-N-methyl-N-trimethylsilyl-acetamide is a unique compound with distinct solubility characteristics that make it of interest in various chemical applications. Its solubility is influenced by several factors, which include:

Polarity: The presence of strong electronegative fluorine atoms enhances its polarity, which can improve solubility in polar solvents.
Functional Groups: The trimethylsilyl group can increase the ability to dissolve in organic solvents, as it stabilizes the compound and increases its affinity for non-polar environments.
Hydrogen Bonding: The amide functional group allows for potential hydrogen bonding, which can facilitate solubility in protic solvents.

In terms of solvent compatibility, 2,2,2-trifluoro-N-methyl-N-trimethylsilyl-acetamide typically exhibits:

Good solubility in organic solvents such as ethyl acetate and acetone.
Limited solubility in water due to its hydrophobic silane group.

To summarize, this compound's solubility reflects the interplay between its polar and non-polar regions, making it suitable for various chemical reactions and applications dependent on solvent properties. Emphasizing this characteristic is vital for maximizing its utility in research and industrial processes.

Interesting facts

Interesting Facts about 2,2,2-Trifluoro-N-methyl-N-trimethylsilyl-acetamide

2,2,2-Trifluoro-N-methyl-N-trimethylsilyl-acetamide is a compound that garners interest due to its unique chemical properties and versatile applications in various fields. Here are some notable points that highlight its significance:

Fluorination Advantage: The presence of trifluoromethyl groups in this compound enhances its reactivity and stability, making it a valuable intermediate in organic synthesis.
Role in Synthesis: This compound serves as a reliable reagent in the formation of various carbon–carbon bonds. It is particularly useful for preparing fluorinated compounds, which are important in pharmaceuticals and agrochemicals.
Effect on Biological Activity: The incorporation of fluorine often alters biological properties, improving the metabolic stability of drugs and enhancing their efficacy. This compound's derivatives have been evaluated for potential therapeutic use.
Analytical Chemistry: Its unique structure makes it an intriguing choice for mass spectrometry and NMR studies, providing insights into molecular behavior.
Environmental Considerations: The trifluoroacetyl moiety in the compound raises questions regarding environmental impact; thus, it's essential to study its degradation pathways and toxicity to develop safer alternatives.

In conclusion, 2,2,2-trifluoro-N-methyl-N-trimethylsilyl-acetamide exemplifies the fascinating interplay between structure and function in chemical compounds. Its broader implications in research and industry make it a compelling subject of study for chemists and scientists alike. As we explore its potential, it remains essential to address both its synthetic advantages and environmental considerations.

Synonyms

24589-78-4

N-Methyl-N-(trimethylsilyl)trifluoroacetamide

MSTFA

N-Methyl-N-trimethylsilyltrifluoroacetamide

ACETAMIDE, 2,2,2-TRIFLUORO-N-METHYL-N-(TRIMETHYLSILYL)-

DTXSID5067003

CHEBI:85064

N-methyl(trimethylsilyl)trifluoroacetamide

RefChem:830619

DTXCID5037101

246-331-6

2,2,2-Trifluoro-N-methyl-N-(trimethylsilyl)acetamide

MFCD00000411

2,2,2-trifluoro-N-methyl-N-trimethylsilylacetamide

N-Methyl-N-(trimethylsilyl)trifluoroacetamide, 97%

n-methyl-n-trimethylsilyl trifluoroacetamide

N-Trimethylsilyl-N-methyl trifluoroacetamide

C6H12F3NOSi

N-Methyl-N-(trimethyl-d9-silyl)trifluoroacetamide

EINECS 246-331-6

MSTFA; N-Methyl-N-(trimethylsilyl)trifluoroacetamide

NSC 339701

BRN 1941550

MSTFA Reagent

N-METHYL-N-(TRIMETHYLSILYL)-TRIFLUOROACETAMIDE

SCHEMBL231141

orb1710694

SCHEMBL11270523

CM9160

NSC339701

AKOS005762921

HY-W089645

NSC-339701

AS-17584

PD065582

SY009684

N-Methyltrifluoroacetamide, TMS derivative

DB-030202

n-methyl-n-trimethylsilyl-trifluoroacetamide

M0672

n-(trimethylsilyl)-n-methyltrifluoroacetamide

NS00049373

N-methyl-N-(trimethylsilyl)trifluoro-acetamide

2,2,2-trifluoro-N-methyl-N-trimethylsilyl-acetamide

N-Methyl-N-trimethylsilyl-2,2,2-trifluoroacetamide

Acetamide,2,2-trifluoro-N-methyl-N-(trimethylsilyl)-

Q27158313

2,2,2-Trifluoro-N-methyl-N-(trimethylsilyl)acetamide #

MSTFA Reagent, ampule of 10 x 1.2 mL, analytical standard

N-Methyl-N-(trimethylsilyl)trifluoroacetamide, synthesis grade

N-Methyl-N-(trimethylsilyl)trifluoroacetamide, purum, >=97.0% (GC)

N-Methyl-N-(trimethylsilyl)trifluoroacetamide, BioReagent, suitable for silylation

N-Methyl-N-(trimethylsilyl)trifluoroacetamide, for GC derivatization, >=98.5%

N-Methyl-N-(trimethylsilyl)trifluoroacetamide with 1% trimethylchlorosilane, for GC derivatization