CAS 996-50-9|N-TRIMETHYLSILYLDIETHYLAMINE|N,N-Diethyl-1,1,1-trimethylsilylamine|diethyl(trimethylsilyl)amine|diethyl(trimethylsilyl)amine|N-TRIMETHYLSILYL DIETHYLAMINE|N,N-Diethyltrimethylsilylamine...

General Information

Structure

Molecular Formula

C₇H₁₉NSi

Molecular Mass

145.31796

Exact Mass

145.12867615

Charge

InChI

InChI=1S/C7H19NSi/c1-6-8(7-2)9(3,4)5/h6-7H2,1-5H3

InChIKey

JOOMLFKONHCLCJ-UHFFFAOYSA-N

Canonic Smiles

CCN([Si](C)(C)C)CC

Isomeric Smiles

CCN(CC)[Si](C)(C)C

Calculated Properties

JChem

H Acceptors

H Donor

LogD (pH = 5.5)

-1.4219337

LogD (pH = 7.4)

-1.3960248

Log P

1.8515

Molar Refractivity

40.7309

Polarizability

18.099138

Polar Surface Area

3.24

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Names and Identifiers

Synonyms

N-TRIMETHYLSILYLDIETHYLAMINEN,N-Diethyl-1,1,1-trimethylsilylamineN-TRIMETHYLSILYL DIETHYLAMINE(二乙氨基)三甲基硅烷N,N-DiethyltrimethylsilylamineN-(三甲基甲硅烷基)二乙胺N,N-二乙基三甲基甲硅烷胺TMSDEAN-(Trimethylsilyl)diethylamine(Diethylamino)trimethylsilaneN-(三甲基硅基)二乙胺N-(Trimethylsilyl)diethylamine

IUPAC Traditional name

diethyl(trimethylsilyl)amine

IUPAC name

diethyl(trimethylsilyl)amine

Names and Identifiers

Registration numbers

CAS Number

EC Number

MDL Number

Beilstein Number

PubChem SID

248477722486462616209198724859530

PubChem CID

70454

Registration numbers

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

MP Biomedicals

02157087

(N,N-Diethyl-1,1,1-trimethylsilylamine)
Purity: 95%
1 ml = approx. 0.77 g

05223114

MP Biomedicals Rare Chemical collection

Sigma Aldrich

127256

Packaging
25, 100 g in glass bottle

394890

Packaging
5 mL in glass bottle

32575

Other Notes
Silylating agent1,2

32574

General description
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Legal Information
Selectophore is a trademark of Sigma-Aldrich GmbH

Molecule Details

References

PubChem Literature

From Data Sources

• 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.

References

Bioactivity

PubChem BioAssay

Bioactivity