N,O-Bis(trimethylsilyl)acetamide

• CAS: 10416-59-8
• Catalog Number: ACM10416598
• Category: Silylation Reagents
• Molecular Weight: 203.43
• Molecular Formula: C8H21NOSi2
• Synonyms: BSA
• IUPAC Name: trimethylsilyl N-trimethylsilylethanimidate
• Canonical SMILES: CC(=N[Si](C)(C)C)O[Si](C)(C)C
• InChI: InChI=1S/C8H21NOSi2/c1-8(9-11(2,3)4)10-12(5,6)7/h1-7H3
• InChI Key: SIOVKLKJSOKLIF-UHFFFAOYSA-N
• Boiling Point: 71-73 °C/35 mmHg (lit.)
• Melting Point: 24 °C
• Flash Point: 44 °C - closed cup
• Density: 0.832 g/mL at 20 °C (lit.)
• Appearance: Colour less Oil
• Storage: Keep Cold. Moisture Sensitive.
• Complexity: 177
• Covalently-Bonded Unit Count: 1
• EC Number: 233-892-7
• Exact Mass: 203.11616736g/mol
• Heavy Atom Count: 12
• Hydrogen Bond Acceptor Count: 2
• Monoisotopic Mass: 203.11616736g/mol
• Packaging: 10 g; 100 g
• Physical State: Liquid
• Refractive Index: 1.4165-1.4185
• Rotatable Bond Count: 3
• Topological Polar Surface Area: 21.6Ų

Synthetic Use

Upstream Synthesis Route 1

• 18156-74-6
• 13435-12-6

• 10416-59-8

Reference: [1] Patent: US6335456, 2002, B1, . Location in patent: Example 3

Downstream Synthesis Route 1

• 10416-59-8
• 66-22-8

• 10457-14-4

Reference: [1] Chemical and Pharmaceutical Bulletin, 1995, vol. 43, # 1, p. 142 - 143

Downstream Synthesis Route 2

• 10416-59-8
• 66-22-8

• 10457-14-4

Reference: [1] Tetrahedron, 1994, vol. 50, # 1, p. 117 - 138
[2] Tetrahedron Letters, 1994, vol. 35, # 46, p. 8687 - 8690
[3] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1994, # 21, p. 3141 - 3148
[4] Tetrahedron Letters, 1995, vol. 36, # 25, p. 4455 - 4458

Downstream Synthesis Route 3

• 590-92-1
• 10416-59-8

• 18187-28-5

Reference: [1]Journal of Organic Chemistry,1970,vol. 35,p. 4241 - 4244

Downstream Synthesis Route 4

• 72-19-5
• 10416-59-8

• 7537-02-2

Reference: [1]Journal of the American Chemical Society,1966,vol. 88,p. 3390 - 3395

* For details of the synthesis route, please refer to the original source to ensure accuracy.