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900403

Sigma-Aldrich

SLAP HydroPyrrolopyrazine Reagent

Synonym(s):

(S)-(1-((Trimethylsilyl)methyl)pyrrolidin-2-yl)methanamine

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About This Item

Empirical Formula (Hill Notation):
C9H22N2Si
Molecular Weight:
186.37
UNSPSC Code:
12352103
NACRES:
NA.22

form

liquid

Quality Level

density

0.8846 g/mL

functional group

amine

storage temp.

−20°C

Application

Silicon amine protocol (SLAP) reagents, in conjunction with aldehydes and ketones, form N-unprotected piperazines via photocatalytic cross-coupling with Ir[(ppy)2dtbbpy]PF6 (747769). Heteroaromatic, aromatic, and aliphatic aldehydes are well tolerated, as are structurally and stereochemically complex SLAP reagents. This product was introduced in collaboration with the Bode Research Group and provides a tin-free alternative to SnAP (tin amine protocol) reagents for piperazine synthesis.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

177.8 °F

Flash Point(C)

81 °C


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