Substance
ID:719136
Names and Identifiers
IUPAC name
diethyl(trimethylsilyl)amine
IUPAC Traditional name
diethyl(trimethylsilyl)amine
Synonyms
TMSDEA(Diethylamino)trimethylsilaneN-(三甲基硅基)二乙胺N-(Trimethylsilyl)diethylamine
Registration numbers
CAS Number
EC Number
Beilstein Number
MDL Number
Properties
Physical Property
Flash Point
10°C(50°F)
Refractive Index
1.4110
Density
0.760
Boiling Point
125-126°C
Melting Point
-10°C
Safety Information
TSCA Listed
是
Hazard Class
3
Packing Group
II
European Hazard Symbols
Corrosive (C)
Flammable (F)GHS Pictograms
Corrosive to metals, category 1
Skin corrosion, categories 1A,1B,1C
Serious eye damage, category 1
Flammable gases, category 1
Flammable aerosols, categories 1,2
Flammable liquids, categories 1,2,3
Self-reactive substances and mixtures, Types B,C,D,E,F
Pyrophoric liquids, category 1
Pyrophoric solids, category 1
Self-heating substances and mixtures
Substances and mixtures, which in contact with water, emit flammable gases, categories 1,2,3
Organic peroxides, Types B,C,D,E,F
Storage Warning
Moisture Sensitive
UN Number
UN2733
GHS Hazard statements
H225-H314-H318
Risk Statements
11-34
GHS Precautionary statements
P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A
Safety Statements
16-26-36/37/39-45
Product Information
Purity
98%
Molecule Details
No Data Available
Click here to submit data
Molecular Spectra
No Data Available
Click here to submit data
References
• Moderately powerful silylating agent which functions as its own base (see Appendix 4). In the silylation of alcohols, the reagent is sensitive to steric effects. Thus, the equatorial hydroxyl group of 3-?-tropanol can be silylated selectively: Acta Chim. Acad. Sci. Hung., 58, 189 (1968); J. Am. Chem. Soc., 96, 5876 (1974).
• In the presence of MeI, primary amines such as aniline are converted to their N,N-bis(trimethylsilyl) derivatives: J. Organomet. Chem., 510, 1 (1996), and ketones to silyl enol ethers in high yield: Organometallics, 16, 2204 (1997). The combination with an alkyl iodide or bromide also provides a convenient method for generating the iodo- or bromotrialkylsilane equivalent in ring-opening of cyclic ethers. With 1 mol of reagent the main product is the ω-siloxy alkyl halide; excess reagent affords the terminal dihalide: J. Org. Chem., 64, 8024 (1999).
• Promotes direct 1,4-addition of ɑ-unsubstituted aldehydes to electron deficient olefins, specifically with enones to give δ-keto aldehydes: J. Chem. Soc., Perkin 1, 316 (2001). Alternative conditions were found to be ineffective.