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Trimethylsilylmethyl Azide
(CAS RN:87576-94-1 Product Number:T1184)

Structure

Trimethylsilylmethyl Azide
Synonym Azidomethyltrimethylsilane

General Information

Product Number T1184

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Purity/Analysis Method >97.0%(GC)
Storage Temperature
M.F. / M.W. C4H11N3Si=129.24
CAS RN 87576-94-1
Related CAS RN
MDL Number MFCD00059964
Packaging and Container
  • Product Details
  • Safety & Regulations

Specification

Purity(GC) min. 97.0 %
Specific gravity (20/20) 0.8710 to 0.8780
Refractive index n20/D 1.4300 to 1.4340

Data of Reference

flp 6°C(lit.)
bp 60°C/82.5mmHg

References

Reaxys-RN 4229991
PubChem SID 87576967

GHS

Pictogram
Signal Word Danger
Hazard Statements
  • H225
  • :Highly flammable liquid and vapour.
Precautionary Statements
  • P210
  • :Keep away from heat/sparks/open flames/hot surfaces. – No smoking.
  • P233
  • :Keep container tightly closed.
  • P280
  • :Wear protective gloves, eye protection.
  • P303+P361+P353
  • :IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water or shower.
  • P370+P378
  • :In case of fire: Use dry chemical or dry sand to extinguish.
  • P403+P235
  • :Store in a well-ventilated place. Keep cool.

Transport Information

UN Number 1993
Class 3
Packing Group II
HS Number 2931399090

Application

Aminating Agent

Experimental procedure4): To a solution of veratrole (30 mL, 234 mmol) and N,N,N',N'-tetramethylethylenediamine (35.4 mL, 234 mmol) in ether (240 mL) is added dropwise over 15 min n-butyllithium (2.47 mol/L hexane solution, 94.8 mL, 234 mmol) at 0 °C under an N2 atmosphere. The resulting suspension is stirred at 22 °C for 18.5 h and then recooled to 0 °C. A solution of trimethylsilylmethyl azide (33.6 mL, 234 mmol) in ether (120 mL) is added dropwise over 10 min into the mixture. The resulting solution is warmed to 22 °C, stirred for an additional 3.5 h, and poured into water (200 mL). The organic layer is extracted with 1 mol/L HCl (5 x 100 mL), and the combined aqueous extracts are made basic to litmus with 3 mol/L NaOH and extracted with ether (5 x 100 mL). The combined ether extracts are washed with water (150 mL), brine (150 mL) and then dried over MgSO4. Evaporation of the solvent followed by Kugelrohr distillation gives 2,3-dimethoxyaniline (28.3 g, 78% yield).

References

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