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Sigma-Aldrich

1-(Trimethylsilyl)pyrrolidine

97%

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About This Item

Empirical Formula (Hill Notation):
C7H17NSi
CAS Number:
15097-49-1
Molecular Weight:
143.30
Beilstein:
1304636
EC Number:
239-149-3
MDL number:
MFCD00003164
UNSPSC Code:
12352100
PubChem Substance ID:
24856758
NACRES:
NA.22

Assay

97%

form

liquid

refractive index

n20/D 1.433 (lit.)

bp

139-140 °C (lit.)

density

0.821 g/mL at 25 °C (lit.)

SMILES string

C[Si](C)(C)N1CCCC1

InChI

1S/C7H17NSi/c1-9(2,3)8-6-4-5-7-8/h4-7H2,1-3H3

InChI key

NQLVIKZJXFGUET-UHFFFAOYSA-N

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Application

1-(Trimethylsilyl)pyrrolidine (N-trimethylsilyl pyrrolidine) has been used in:
  • ring opening reaction of L-serine β-lactone to yield corresponding 5-amino-L-alanine derivatives
  • the preparation of iminium triflate salts

Pictograms

FlameCorrosion
GHS02,GHS05

Signal Word

Danger

Hazard Statements

H225,H314

Hazard Classifications

Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

39.2 °F - closed cup

Flash Point(C)

4 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Exocyclic iminium salts as catalysts for alkene epoxidation by Oxone?.
Armstrong A, et al.
Tetrahedron, 55(8), 2341-2352 (1999)
Reaction of trimethylsilylamines with N-Cbz-l-serine-?-lactone: A convenient route to optically pure ?-amino-l-alanine derivatives.
Ratemi ES and Vederas JC.
Tetrahedron Letters, 35(41), 7605-7608 (1994)

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