ChemicalBook--->CAS DataBase List--->10416-59-8

10416-59-8

10416-59-8 Structure

10416-59-8 Structure
IdentificationMore
[Name]

N,O-Bis(trimethylsilyl)acetamide
[CAS]

10416-59-8
[Synonyms]

BIS(TRIMETHYLSILYL)ACETAMIDE
BSA
dynasylan bsa
N,O-BIS(TRIMETHYLSILYL)ACETAMIDE
TMS-BA
Trimethylsilyl N-trimethylsilylacetamidate
Acetimidic acid, N-(trimethylsilyl)-, trimethylsilyl ester
bis(trimethylsllyl)acetamide
CB2500
Ethanimidicacid,N-(trimethylsilyl)-,trimethylsilylester
N-(Trimethylsilyl)acetimidic acid, trimethylsilyl ester
n-(trimethylsilyl)acetimidicacid,trimethylsilylester
n-(trimethylsilyl)-acetimidicacitrimethylsilylester
n-(trimethylsilyl)-ethanimidicacitrimethylsilylester
Trimethylsilyl (1E)-N-[(E)-trimethylsilyl]ethanimidoate
NO-Bis (trimethylsilyl) acetamide 90+ % gas chromatography
N.O-Bis(trimethylsilyl)acetamide (BSA)
N,O-BIS(TRIMETHYLSILYL)ACETAMIDE SET WIT H 10 X 1 ML
N,O-Bis(trimethyl-d9-silyl)acetamide (BSA-d18), 98% CP, 99 atom % D
N,O-BIS(TRIMETHYLSILYL)ACETAMIDE, FOR GC
[EINECS(EC#)]

233-892-7
[Molecular Formula]

C8H22NOSi2
[MDL Number]

MFCD00008270
[Molecular Weight]

204.44
[MOL File]

10416-59-8.mol
Chemical PropertiesBack Directory
[Appearance]

Clear to yellowish clear liquid
[Melting point ]

24 °C
[Boiling point ]

71-73 °C35 mm Hg(lit.)
[density ]

0.832 g/mL at 20 °C(lit.)
[vapor pressure ]

10 hPa (50 °C)
[refractive index ]

n20/D 1.417(lit.)
[Fp ]

53 °F
[storage temp. ]

0-6°C
[solubility ]

Miscible with many nonpolar and polar aprotic solvents.
[form ]

Crystalline Powder, Crystals and/or Chunks
[pka]

5.82±0.50(Predicted)
[color ]

Light yellow or beige to brown
[Specific Gravity]

0.832
[Hydrolytic Sensitivity]

7: reacts slowly with moisture/water
[Sensitive ]

Moisture Sensitive
[Detection Methods]

GC
[BRN ]

1306669
[InChI]

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

SIOVKLKJSOKLIF-CMDGGOBGSA-N
[SMILES]

C\C(O[Si](C)(C)C)=N/[Si](C)(C)C
[CAS DataBase Reference]

10416-59-8(CAS DataBase Reference)
[NIST Chemistry Reference]

Ethanimidic acid, N-(trimethylsilyl)-, trimethylsilyl ester(10416-59-8)
[EPA Substance Registry System]

10416-59-8(EPA Substance)
Safety DataBack Directory
[Symbol(GHS) ]

Flame (GHS02)Corrosion (GHS05)Exclamation Mark (GHS07)
GHS02,GHS05,GHS07
[Signal word ]

Danger
[Hazard statements ]

H226-H302-H314
[Precautionary statements ]

P210-P233-P280-P301+P312-P303+P361+P353-P305+P351+P338
[Hazard Codes ]

C,Xn,F
[Risk Statements ]

R10:Flammable.
R14:Reacts violently with water.
R22:Harmful if swallowed.
R34:Causes burns.
R40:Limited evidence of a carcinogenic effect.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R11:Highly Flammable.
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S7/8:Keep container tightly closed and dry .
S36:Wear suitable protective clothing .
S30:Never add water to this product .
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) .
S16:Keep away from sources of ignition-No smoking .
S7/9:Keep container tightly closed and in a well-ventilated place .
[RIDADR ]

UN 2920 8/PG 2
[WGK Germany ]

3
[RTECS ]

AK3000000
[F ]

10-21
[TSCA ]

Yes
[REACH Registrations]

Active
[HazardClass ]

8
[PackingGroup ]

II
[HS Code ]

29310095
[Storage Class]

3 - Flammable liquids
[Hazard Classifications]

Acute Tox. 4 Oral
Flam. Liq. 3
Skin Corr. 1B
[Toxicity]

LD50 orally in Rabbit: 1580 mg/kg
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Toluene-->Chlorotrimethylsilane-->Acetamide-->Triethylamine hydrochloride
[Preparation Products]

N-Methyl-N-(trimethylsilyl)trifluoroacetamide-->N-(Trimethylsilyl)-2-[(trimethylsilyl)oxy]pyrimidin-4-amine-->2-Methyl-1-(trimethylsiloxy)-1-propene-->1-Cyclohexenyloxytrimethylsilane-->1-(Trimethylsiloxy)cyclopentene-->β-D-Glucopyranose, 1,6-anhydro-2,3,4-tris-O-(trimethylsilyl)--->[(11-Fluoroundecyl)oxy]trimethylsilane-->Pyrimidine, 5-methyl-4-[(trimethylsilyl)oxy]-2-[(trimethylsilyl)thio]-
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Trimethylsilyl N-trimethylsilylacetamidate(10416-59-8).msds
Questions And AnswerBack Directory
[Description]

Clear to yellowish clear liquid liquid which is soluble in many nonpolar and polar aprotic solvents.
The trimethylsilyl group is a frequently utilized monofunctional blocking group for protic organic and inorganic materials. As it eliminated during the silylation is neutral acetamide, N,O-Bis(trimethylsilyl)acetamide can be preferably used for substrates which are acid- or base-sensitive.
N,O-bis(trimethylsilyl)-acetamide is an effective silylating agent. It is used in the pharmaceutical and in the chemical industry. Typically the silylating reaction with BSA results in neutral by-products only.
[Uses]

  1. Used for blocking and protection of hydroxyl groups in natural products, e.g. amino acids, carbohydrates;
  2. Used for blocking and protection of functional groups in organic intermediates;
  3. Used for formation of derivatives of H-acid compounds for analysis;
The silylated derivatives are volatile and can therefore be determined by gas chromatography. Deblocking is preferably carried out by means of hydrolysis, giving high yields. In some cases, thermal elimination of the trimethylsilyl group is possible.
Hazard InformationBack Directory
[Chemical Properties]

Colorless or light yellow transparent liquid or solid. Boiling point 71-73℃/35mm.
[Physical properties]

bp 71–73°C/35 mmHg.
[Preparation]

made by the reaction of acetamide with a large excess of chlorotrimethylsilane in the presence of triethylamine.
[General Description]

N,O-Bis(trimethylsilyl)acetamide is an excellent silylation reagent. For some sterically hindered primary or secondary nitro compounds, N,O-bis(trimethylsilyl)acetamide and BSTFA achieve better results than normal silylation conditions.
[reaction suitability]

reagent type: derivatization reagent
reaction type: Silylations
[Purification Methods]

Fractionate it through a spinning band column and collect liquid b 71-73o/35mm, and not higher because the main impurity MeCONHSiMe3 distils at b 105-107o/35mm. It is used for derivatising alcohols and sugars [Klebe et al. J Am Chem Soc 88 3390 1966, see Matsuo et al. Carbohydr Res 241 209 1993, Johnson Carbohydr Res 237 313 1992]. Itis FLAMMABLE and TOXIC.
Spectrum DetailBack Directory
[Spectrum Detail]

N,O-Bis(trimethylsilyl)acetamide(10416-59-8)MS
N,O-Bis(trimethylsilyl)acetamide(10416-59-8)1HNMR
N,O-Bis(trimethylsilyl)acetamide(10416-59-8)IR1
N,O-Bis(trimethylsilyl)acetamide(10416-59-8)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

N,O-Bis(trimethylsilyl)acetamide, 95%(10416-59-8)
[Alfa Aesar]

N,O-Bis(trimethylsilyl)acetamide, 95%(10416-59-8)
[Sigma Aldrich]

10416-59-8(sigmaaldrich)
[TCI AMERICA]

TMS-BA  [=N,O-Bis(trimethylsilyl)acetamide] (25% in Acetonitrile) [for Gas Chromatography](10416-59-8)
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