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115568

Sigma-Aldrich

(S)-(−)-α-Methylbenzylamine

98%

Sinônimo(s):

(S)-(-)-alpha-Methylbenzylamine, (S)-(−)-1-Phenylethylamine

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About This Item

Fórmula linear:
C6H5CH(CH3)NH2
Número CAS:
2627-86-3
Peso molecular:
121.18
Beilstein:
2204907
Número CE:
220-098-0
Número MDL:
MFCD00064406
Código UNSPSC:
12352116
ID de substância PubChem:
24847225
NACRES:
NA.22

pressão de vapor

0.5 mmHg ( 20 °C)

Ensaio

98%

atividade óptica

[α]20/D −39°, neat

pureza óptica

ee: 98% (GLC)

índice de refração

n20/D 1.526 (lit.)

pb

187 °C (lit.)

densidade

0.94 g/mL at 25 °C (lit.)

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

C[C@H](N)c1ccccc1

InChI

1S/C8H11N/c1-7(9)8-5-3-2-4-6-8/h2-7H,9H2,1H3/t7-/m0/s1

chave InChI

RQEUFEKYXDPUSK-ZETCQYMHSA-N

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Aplicação

(S)-(-)-α-Methylbenzylamine along with 2-formylphenylboronic acid has been used in a derivatization protocol to analyze the enantiomeric excess of chiral diols.
It can also be used:
  • In the diastereoselective synthesis of S-aminonitriles.
  • As a chiral auxiliary in the synthesis of (S)-(-)-N-acetylcalycotomine or (R)-(+)-N-acetylcalycotomine.
  • As a chiral building block in the asymmetric synthesis of 1-substituted tetrahydro-β-carbolines.
Used in a one-pot, multi-component synthesis of a highly substituted, chiral pyrrole.

Pictogramas

Skull and crossbonesCorrosion
GHS06,GHS05

Palavra indicadora

Danger

Frases de perigo

H302,H311,H314

Classificações de perigo

Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Skin Corr. 1B

Código de classe de armazenamento

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Classe de risco de água (WGK)

WGK 1

Ponto de fulgor (°F)

158.0 °F - closed cup

Ponto de fulgor (°C)

70 °C - closed cup

Equipamento de proteção individual

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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(2R,3R)-(+)-Tartaric acid for resolution of racemates for synthesis

Sigma-Aldrich

8.18531

(2R,3R)-(+)-Tartaric acid

L-(+)-Tartaric acid ACS reagent, ≥99.5%

Sigma-Aldrich

251380

L-(+)-Tartaric acid

Ashwin R Bharadwaj et al.
Organic letters, 6(14), 2465-2468 (2004-07-02)
[reaction: see text] A multicomponent synthesis of highly substituted pyrroles catalyzed by thiazolium salts has been disclosed. The reaction employs an acyl anion conjugate addition reaction of acylsilanes (sila-Stetter) and unsaturated ketones to generate 1,4-dicarbonyl compounds in situ. The subsequent
(S)-(-)-a-Methylbenzylamine as an efficient chiral auxiliary in enantiodivergent synthesis of both enantiomers of N-acetylcalycotomine.
Ziolkowski M, et al
Tetrahedron Asymmetry, 10(17), 3371-3380 (1999)
Lithium perchlorate/diethylether catalyzed aminocyanation of aldehydes
Heydari A, et al
Tetrahedron Letters, 39(19), 3049-3050 (1998)
Andrew M Kelly et al.
Nature protocols, 3(2), 215-219 (2008-02-16)
A three-component chiral derivatization protocol for determining the enantiopurity of chiral diols by (1)H NMR spectroscopic analysis is described here. The present approach involves the derivatization of 1,2- 1,3- and 1,4-diols with 2-formylphenylboronic acid and enantiopure alpha-methylbenzylamine. This method affords
Bartosz Lewandowski et al.
Chemical communications (Cambridge, England), (47)(47), 6399-6401 (2008-12-03)
Simple chiral aza-crown ethers based on sucrose display high enantioselectivity in complexation of phenylethylammonium chlorides.
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