Bis(trimethylsilyl)acetamide

Bis(trimethylsilyl)acetamide
Preferred IUPAC name N-Trimethylsilyl-1-trimethylsilyloxyethanimine
Systematic name Trimethylsilyl N-(trimethylsilyl)ethanecarboximidate
Other names N,O-Bis(trimethylsilyl)acetamide
Identifiers
Abbreviations	BSA
CAS number	10416-59-8 (E), chlorotimethylsilane Y, 101660-04-2
PubChem	25248, 6913588 (E), 5372922 (Z), 12412242 (E), (tris(2H3)methyl), (tris(2H3)methyl), 44149724 (E), chlorotimethylsilane
ChemSpider	23581 Y, 4523073 (E) Y, 10516629 (Z) Y
EC number	233-892-7
UN number	2920
MeSH	N,O-bis(trimethylsilyl)acetamide
RTECS number	AK3000000
Beilstein Reference	1306669
Jmol-3D images	{{#if:CC(=N[Si](C)(C)C)O[Si](C)(C)CCC(O[Si](C)(C)C)=N[Si](C)(C)C|Image 1 Image 2
SMILES CC(=N[Si](C)(C)C)O[Si](C)(C)C CC(O[Si](C)(C)C)=N[Si](C)(C)C
InChI InChI=1S/C8H21NOSi2/c1-8(9-11(2,3)4)10-12(5,6)7/h1-7H3 Key: SIOVKLKJSOKLIF-UHFFFAOYSA-N InChI=InChI=1/C8H21NOSi2/c1-8(9-11(2,3)4)10-12(5,6)7/h1-7H3/b9-8+
Properties
Molecular formula	C8H21NOSi2
Molar mass	203.43 g mol−1
Appearance	Liquid
Density	0.832 g cm-3
Boiling point	71 to 73 °C; 160 to 163 °F; 344 to 346 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 are 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 functional groups in chemistry.

See also

• Silyl ether
• Trimethylsilyl chloride

References