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A16550 N-(Trimethylsilyl)dimethylamine, 95%

CAS Number
2083-91-2
Synonyms
Dimethylaminotrimethylsilane
N,N-Dimethyltrimethylsilylamine

Stock No. Size Price ($) Quantity Availability
A16550-09 10g 38.00
A16550-18 50g 141.00
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N-(Trimethylsilyl)dimethylamine, 95%

MDL
MFCD00008297
EINECS
218-222-3

Chemical Properties

Formula
C5H15SiN
Formula Weight
117.27
Boiling Point
86-87°
Flash Point
-19°(-3°F)
Density
0.732
Refractive Index
1.3970
Storage & Sensitivity
Moisture Sensitive. Ambient temperatures.
Solubility
Hydrolyzes in water.

Applications

N,N-Dimethyltrimethylsilylamine was used in the synthesis of phosphoramidite. It was also employed as a reagent in the preparation of iminium salts and amides as well as for the silylation of polymers. A combination of N-(trimethylsilyl)dimethylamine and MeI was also effective to give p-methylbenzoic acid with a 85% yield based on 90% conversion from the corresponding Me ester. DETA has been treated with N-(trimethylsilyl)-dimethylamine to yield mono-, di- and tri- silylated derivatives

Notes

Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Store away from strong oxidizing agents, water, moisture.

Literature References

Fourrey JL ,; Varenne J. A new and general procedure for the preparation of deoxynucleoside phosphoramidites.. Tetrahedron Lett. . 1983, 24 (19), 1963-1966.

Arihiro Iwata,; Joji Ohshita,; Heqing Tang,; Atsutaka Kunai. Ring-Opening Iodo- and Bromosilation of Lactones for the Formation of Silyl Haloalkanoates. J. Org. Chem. 2002, 67 (11), 3927-3929.

Reagent for siliylation of a wide range of functional groups, without the need for added base, useful for amino acids: J. Chromat. Sci., 7, 704 (1969). In the presence of the hindered ligand 2-(Di-tert-butyl­phosphino)­biphenyl­, L19758, Pd-catalyzed cross-coupling reactions with aryl halides to give substituted N,N-dimethylanilines have been effected: Chem. Commun., 1976 (2004).

GHS Hazard and Precautionary Statements

Hazard Statements: H225-H314-H335

Highly flammable liquid and vapour. Causes severe skin burns and eye damage. May cause respiratory irritation.

Precautionary Statements: P210-P233-P235-P240-P241-P242-P243-P260-P264b-P271-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P310-P363-P370+P378q-P501c

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Keep container tightly closed. Keep cool. Ground/bond container and receiving equipment. Use explosion-proof electrical/ventilating/lighting/ equipment. Use only non-sparking tools. Take precautionary measures against static discharge. Do not breathe dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER or doctor/physician. Wash contaminated clothing before reuse. In case of fire: Use CO2, dry chemical, or foam Dispose of contents/ container to an approved waste disposal plant

Other References

Beilstein
1731861
Hazard Class
3
Packing Group
II
Harmonized Tariff Code
2931.90
TSCA
Yes

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