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Trimethylsilyl acetate

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Trimethylsilyl acetate
Trimethylsilyl acetate
Names
IUPAC name
Trimethylsilyl acetate[1]
Other names
  • Acetic acid trimethylsilyl ester[1]
  • TMSAc[2]
Identifiers
3D model (JSmol)
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UNII
Properties
CH
3
COOSi(CH
3
)
3
Molar mass 132.234 g·mol−1
Appearance Colorless liquid[3][4][5]
Odor Mild, sweet[4]
Density 0.882 g/cm3, relative vapor density 4.57 (air = 1)[3][5]
Melting point −32 °C (−26 °F; 241 K)[3]
Boiling point 107.5 °C (225.5 °F; 380.6 K)[3]
Soluble[6], reacts[5][6]
Vapor pressure 47 hPa at 30 °C[3]
1.388[5]
Hazards
Main hazards Highly flammable[3]
GHS pictograms GHS02: FlammableGHS07: Harmful
GHS Signal word
<abbr class="abbr" title="Error in hazard statements">HH225, <abbr class="abbr" title="Error in hazard statements">HH315, <abbr class="abbr" title="Error in hazard statements">HH319
<abbr class="abbr" title="Error in hazard statements">PP210, <abbr class="abbr" title="Error in hazard statements">PP233, <abbr class="abbr" title="Error in hazard statements">PP240, <abbr class="abbr" title="Error in hazard statements">PP241, <abbr class="abbr" title="Error in hazard statements">PP242, <abbr class="abbr" title="Error in hazard statements">PP243, <abbr class="abbr" title="Error in hazard statements">PP264, <abbr class="abbr" title="Error in hazard statements">PP280, <abbr class="abbr" title="Error in hazard statements">PP303+P361+P353, <abbr class="abbr" title="Error in hazard statements">PP370+P378, <abbr class="abbr" title="Error in hazard statements">PP403+P235, <abbr class="abbr" title="Error in hazard statements">PP501
Flash point 19 °C (66 °F; 292 K)[6]
Related compounds
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Trimethylsilyl acetate is an organosilicon compound with the chemical formula CH
3
COOSi(CH
3
)
3
. It is a colorless liquid.

Production

Trimethylsilyl acetate can be obtained by the reaction of trimethylsilyl chloride with sodium acetate in a solvent (e.g. hexanes or diethyl ether) in the presence of a phase-transfer catalyst to speed up the reaction.[7]

(CH
3
)
3
SiCl + CH
3
COO
Na+
→ CH
3
COOSi(CH
3
)
3
+ NaCl

Safety

Trimethylsilyl acetate is highly flammable. Its vapors can cause flash fire or explosion. Containers filled with this chemical may explode upon heating. This chemical must not be emptied into drains because of danger of explosion. It may cause serious eye and skin irritation. Inhalation of its vapor may cause dizziness, tiredness, headache, nausea and vomiting.[6][8]

References

  1. 1.0 1.1 "Silanol, 1,1,1-trimethyl-, 1-acetate". pubchem.ncbi.nlm.nih.gov.
  2. "Stability of trimethylsilyl acetate-based plasma polymers towards atmospheric and water environments | Request PDF".
  3. 3.0 3.1 3.2 3.3 3.4 3.5 https://www.sigmaaldrich.com/GB/en/sds/aldrich/284459?userType=anonymous
  4. 4.0 4.1 "CAS 2754-27-0: Trimethylsilyl acetate | CymitQuimica". cymitquimica.com.
  5. 5.0 5.1 5.2 5.3 "Trimethylsilyl acetate | 2754-27-0". ChemicalBook.
  6. 6.0 6.1 6.2 6.3 https://assets.thermofisher.com/DirectWebViewer/private/document.aspx?prd=ALFAAB22037~~PDF~~MTR~~CGV4~~EN~~2025-09-06%2005:01:56~~Trimethylsilyl%20acetate~~#:~:text=Physical%20and%20Chemical%20Hazards,known%20or%20suspected%20endocrine%20disruptors.
  7. https://patents.google.com/patent/CN103755734A/en#:~:text=The%20synthesis%20method%20comprises%20the,a%20finished%20trimethylsilyl%20acetate%20product.
  8. https://www.tcichemicals.com/BE/en/sds/A1567_EU_6N.pdf


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