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Merck

900399

Sigma-Aldrich

SLAP N-Bn Pip Reagent

95%

Sinónimos:

N1-Benzyl-N1-((trimethylsilyl)methyl)ethane-1,2-diamine

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About This Item

Fórmula empírica (notación de Hill):
C13H24N2Si
Número de CAS:
Peso molecular:
236.43
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

95%

form

liquid (paste)

refractive index

n/D 1.5071

density

0.9366 g/mL

functional group

amine
phenyl

storage temp.

−20°C

SMILES string

[Si](CN(CCN)Cc1ccccc1)(C)(C)C

InChI

1S/C13H24N2Si/c1-16(2,3)12-15(10-9-14)11-13-7-5-4-6-8-13/h4-8H,9-12,14H2,1-3H3

InChI key

OIVATBFWYNCAKW-UHFFFAOYSA-N

Categorías relacionadas

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.

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Referencia del producto
Descripción
Precios

pictograms

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signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

198.0 °F

flash_point_c

92.2 °C


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Moritz K Jackl et al.
Organic letters, 19(17), 4696-4699 (2017-08-17)
Photocatalytic coupling of aldehydes and silicon amine protocol (SLAP) reagents enables the simple, scalable synthesis of substituted morpholines, oxazepanes, thiomorpholines, and thiazepanes under continuous flow conditions. Key to the success of this process is the combination of an inexpensive organic
Sheng-Ying Hsieh et al.
Organic letters, 18(9), 2098-2101 (2016-04-22)
Silicon amine protocol (SLAP) reagents for photocatalytic cross-coupling with aldehydes and ketones to form N-unprotected piperazines have been developed. This blue light promoted process tolerates a wide range of heteroaromatic, aromatic, and aliphatic aldehydes and structurally and stereochemically complex SLAP
Sheng-Ying Hsieh et al.
ACS central science, 3(1), 66-72 (2017-02-06)
Redox neutral photocatalytic transformations often require careful pairing of the substrates and photoredox catalysts in order to achieve a catalytic cycle. This can limit the range of viable transformations, as we recently observed in attempting to extend the scope of

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