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128910

Sigma-Aldrich

N,O-Bis(trimethylsilyl)acetamide

synthesis grade, ≥95%

Synonym(s):

BSA

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About This Item

Linear Formula:
CH3C[=NSi(CH3)3]OSi(CH3)3
CAS Number:
10416-59-8
Molecular Weight:
203.43
Beilstein:
1306669
EC Number:
233-892-7
MDL number:
MFCD00008270
UNSPSC Code:
12352103
PubChem Substance ID:
24847878
NACRES:
NA.22
Pricing and availability is not currently available.

grade

synthesis grade

Quality Level

100

Assay

≥95%

form

liquid

refractive index

n20/D 1.417 (lit.)

bp

71-73 °C/35 mmHg (lit.)

density

0.832 g/mL at 20 °C (lit.)

functional group

amine

SMILES string

C\C(O[Si](C)(C)C)=N/[Si](C)(C)C

InChI

1S/C8H21NOSi2/c1-8(9-11(2,3)4)10-12(5,6)7/h1-7H3/b9-8+

InChI key

SIOVKLKJSOKLIF-CMDGGOBGSA-N

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General description

N,O-Bis(trimethylsilyl)acetamide(BSA) is a powerful silylating agent for the protection of amides, amines, alcohols, carboxylic acids, enols and phenols. It can also be used as a Bronsted base precursor in Tsuji–Trost reactions. Additionally, it can be used to activate different functional groups during the production of nucleosides, peptides, and heterocycles.[1]

Application

Derivatization reagent for GC-MS analysis of phenolic acids in fruits.[2]
Reagent for the regioselective desulfation of polysaccharide sulfates.[3] Also used to prepare trimethylsilyl ethers of carbohydrates and alcohols.[4]

Features and Benefits

BSA is good moisture absorbent.[5]

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Product No.
Description
Pricing

Signal Word

Danger

Hazard Statements

H226,H302,H314

Hazard Classifications

Acute Tox. 4 Oral - Flam. Liq. 3 - Skin Corr. 1B

Supplementary Hazards

EUH014

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

111.2 °F - closed cup

Flash Point(C)

44 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBL0723
STBL2514
STBK4749
STBK4142
STBK1733

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N,O-Bis(trimethylsilyl)trifluoroacetamide

Mohammad Saraji et al.
Journal of separation science, 29(9), 1223-1229 (2006-07-13)
A simple analytical procedure based on single-drop microextraction combined with in-syringe derivatization and GC-MS was developed for determination of some phenolic acids in fruits and fruit juices. Cinnamic acid, o-coumaric acid, caffeic acid, and p-hydroxybenzoic acid were used as model
N, O-Bis (trimethylsilyl) acetamide
Claraz A
Synlett, 24(5), 657-658 (2013)
Carbohydrate Research, 237, 313-313 (1992)
Solvent free synthesis of 3, 4-dihydropyrimidine-2-(1H)-ones/thiones catalyzed by N, O-bis (trimethylsilyl) acetamide and dicyclohexyl carbodimide
Murthy YLN, et al.
Arabian Journal of Chemistry, 9, S1740-S1746 (2016)
Anna Hjelm et al.
Applied and environmental microbiology, 81(2), 726-735 (2014-11-16)
Bacterial ghosts are empty cell envelopes of Gram-negative bacteria that can be used as vehicles for antigen delivery. Ghosts are generated by releasing the bacterial cytoplasmic contents through a channel in the cell envelope that is created by the controlled
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Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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