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B82006

Sigma-Aldrich

2-Bromotoluene

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$49.83
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$155.00

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25 G
$49.83
100 G
$155.00

About This Item

Fórmula lineal:
CH3C6H4Br
Número de CAS:
95-46-5
Peso molecular:
171.03
Beilstein:
1904176
Número CE:
202-421-7
Número MDL:
MFCD00000068
Código UNSPSC:
12352100
ID de la sustancia en PubChem:
24892059
NACRES:
NA.22

$49.83

Precio de catálogo$53.70Ahorre 7 %
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Disponible para envío el18 de abril de 2025Detalles

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Nivel de calidad

100

Ensayo

99%

Formulario

liquid

índice de refracción

n20/D 1.555 (lit.)

bp

58-60 °C/10 mmHg (lit.)

mp

−27 °C (lit.)

densidad

1.422 g/mL at 25 °C (lit.)

temp. de almacenamiento

2-8°C

cadena SMILES

Cc1ccccc1Br

InChI

1S/C7H7Br/c1-6-4-2-3-5-7(6)8/h2-5H,1H3

Clave InChI

QSSXJPIWXQTSIX-UHFFFAOYSA-N

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Descripción general

2-Bromotoluene is an an electron rich heteroaryl bromide.[1] Heck reactions of 2-bromo toluene with cycloalkene (cyclododecene) and linear alkenes (dec-1-ene, allylbenzene) catalyzed by tedicyp (cis,cis,cis -1,2,3,4-tetrakis(diphenylphosphinomethyl)cyclopentane)-palladium complex has been studied.[1] Vibrational spectral analysis of 2-bromobenzene by Raman and infrared spectroscopy at 50-4000cm-1 has been investigated.[2] Suzuki cross-coupling of 2-bromobenzene with benzeneboronic acid catalyzed by the Tedicyp-palladium complex has been studied.[3] Suzuki coupling of 2-bromotoluene with phenylboronic acid using palladium nanoparticles supported on alumina-based oxides as catalyst has been reported.[4]

Aplicación

2-Bromotoluene was used in the synthesis of (±)-isocomene.[5]

Pictogramas

Exclamation markEnvironment
GHS07,GHS09

Palabra de señalización

Warning

Frases de peligro

H302,H411

Clasificaciones de peligro

Acute Tox. 4 Oral - Aquatic Chronic 2

Código de clase de almacenamiento

10 - Combustible liquids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

174.2 °F

Punto de inflamabilidad (°C)

79 °C

Equipo de protección personal

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

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Certificados de análisis (COA)

Lot/Batch Number
STBJ6219
STBJ5064
S30473
00222JD
U17056V

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Tetraphosphine/palladium-catalysed Suzuki cross-coupling with sterically hindered aryl bromides and arylboronic acids.
Feuerstein M, et al.
Tetrahedron Letters, 42(38), 6667-6670 (2001)
Heck reaction of aryl halides with linear or cyclic alkenes catalysed by a tetraphosphine/palladium catalyst.
Berthiol F, et al.
Tetrahedron Letters, 44(6), 1221-1225 (2003)
Synthetic studies on arene-olefin cycloadditions. ii. total synthesis of (?)-isocomene.
Wender PA and Geoffrey BD.
Tetrahedron, 37(25), 4445-4450 (1981)
Palladium nanoparticles supported on alumina-based oxides as heterogeneous catalysts of the Suzuki-Miyaura reaction.
Gniewek A, et al.
J. Catal., 254(1), 121-130 (2008)
Sven Herbers et al.
Physical chemistry chemical physics : PCCP, 22(20), 11490-11497 (2020-05-12)
The internal rotation of methyl groups and nuclear quadrupole moments of the halogens Cl, Br, I in o-halotoluenes cause complex spectral fine and hyperfine structures in rotational spectra arising from angular momentum coupling. Building on the existing data regarding o-fluorotoluene
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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    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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  2. 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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