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900399

Sigma-Aldrich

SLAP N-Bn Pip Reagent

95%

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):
C13H24N2Si
Número CAS:
1908469-38-4
Peso molecular:
236.43
Número MDL:
MFCD30183339
Código UNSPSC:
12352200
ID de substância PubChem:
329769827
NACRES:
NA.22

Nível de qualidade

100

Ensaio

95%

Formulário

liquid (paste)

índice de refração

n/D 1.5071

densidade

0.9366 g/mL

grupo funcional

amine
phenyl

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

[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

chave InChI

OIVATBFWYNCAKW-UHFFFAOYSA-N

Categorias relacionadas

Aplicação

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.

Outras notas

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Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H315,H319,H335

Classificações de perigo

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

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

10 - Combustible liquids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

198.0 °F

Ponto de fulgor (°C)

92.2 °C

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Certificados de análise (COA)

Lot/Batch Number

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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

Protocolos

SLAP Reagents for Piperazine Synthesis

The Bode group has developed SnAP (stannyl amine protocol) reagents that cross-couple with aldehydes and ketones to provide one-step access to a wide variety of saturated N-heterocycles.

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