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115568

Sigma-Aldrich

(S)-(−)-α-Methylbenzylamine

98%

Sinónimos:

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

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25 G
US$ 80,60
100 G
US$ 190,00

US$ 80,60

PRECIOS SIN IMPUESTOS NACIONALES

Disponible para envío el21 de abril de 2025Detalles

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25 G
US$ 80,60
100 G
US$ 190,00

About This Item

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

US$ 80,60

PRECIOS SIN IMPUESTOS NACIONALES

Disponible para envío el21 de abril de 2025Detalles

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presión de vapor

0.5 mmHg ( 20 °C)

Ensayo

98%

actividad óptica

[α]20/D −39°, neat

pureza óptica

ee: 98% (GLC)

índice de refracción

n20/D 1.526 (lit.)

bp

187 °C (lit.)

densidad

0.94 g/mL at 25 °C (lit.)

grupo funcional

amine
phenyl

temp. de almacenamiento

2-8°C

cadena 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

Clave InChI

RQEUFEKYXDPUSK-ZETCQYMHSA-N

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Aplicación

(S)-(-)-α-Methylbenzylamine along with 2-formylphenylboronic acid has been used in a derivatization protocol to analyze the enantiomeric excess of chiral diols.[1]
It can also be used:
  • In the diastereoselective synthesis of S-aminonitriles.[2]
  • As a chiral auxiliary in the synthesis of (S)-(-)-N-acetylcalycotomine or (R)-(+)-N-acetylcalycotomine.[3]
  • As a chiral building block in the asymmetric synthesis of 1-substituted tetrahydro-β-carbolines.[3]
Used in a one-pot, multi-component synthesis of a highly substituted, chiral pyrrole.[4]

Pictogramas

Skull and crossbonesCorrosion
GHS06,GHS05

Palabra de señalización

Danger

Frases de peligro

H302,H311,H314

Clasificaciones de peligro

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

Código de clase de almacenamiento

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

Clase de riesgo para el agua (WGK)

WGK 1

Punto de inflamabilidad (°F)

158.0 °F - closed cup

Punto de inflamabilidad (°C)

70 °C - closed cup

Equipo de protección personal

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

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Certificados de análisis (COA)

Lot/Batch Number
SDBB1148
STBK5744
STBK5822
STBK5483
0000084719

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

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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)
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.
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
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Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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