Bis(trimethylsilyl)acetamide

Bis(trimethylsilyl)acetamide

Names
Preferred IUPAC name N-Trimethylsilyl-1-trimethylsilyloxyethanimine
Systematic IUPAC name Trimethylsilyl N-(trimethylsilyl)ethanecarboximidate
Other names N,O-Bis(trimethylsilyl)acetamide
Identifiers
Abbreviations	BSA
Beilstein Reference	1306669
CAS Registry Number	10416-59-8 (E), chlorotimethylsilane 101660-04-2
ChemSpider	23581 Y 4523073 (E) Y 10516629 (Z) Y
EC number	233-892-7
InChI InChI=1S/C8H21NOSi2/c1-8(9-11(2,3)4)10-12(5,6)7/h1-7H3 Key: SIOVKLKJSOKLIF-UHFFFAOYSA-N InChI=1/C8H21NOSi2/c1-8(9-11(2,3)4)10-12(5,6)7/h1-7H3/b9-8+
Jmol-3D images	Image Image
MeSH	N,O-bis(trimethylsilyl)acetamide
PubChem	25248 6913588 (E) 5372922 (Z)
RTECS number	AK3000000
SMILES CC(=N[Si](C)(C)C)O[Si](C)(C)C CC(O[Si](C)(C)C)=N[Si](C)(C)C
UN number	2920
Properties
Molecular formula	C8H21NOSi2
Molar mass	203.43 g·mol−1
Appearance	Liquid
Density	0.832 g cm−3
Boiling point	71 °C (160 °F; 344 K) at 35mmHg
Hazards
EU classification	Corrosive (C)
R-phrases	R10 R14 R22 R34
S-phrases	S26 S36/37/39 S45
Related compounds
Related Amides	Dimethylacetamide
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Bis(trimethylsilyl)acetamide (BSA) is used in analytical chemistry for the derivatisation^[1] of compounds in analysis to increase their volatility.

It is also a good source of the trimethylsilyl group in protecting group chemistry.

See also

• Silyl ether
• Trimethylsilyl chloride

References