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111910

Sigma-Aldrich

2-Chlorotoluene

99%

Sinónimos:

1-chloro-2-methylbenzene

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100 G
$43.80
1 KG
$105.00
4 KG
$333.00

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100 G
$43.80
1 KG
$105.00
4 KG
$333.00

About This Item

Fórmula lineal:
CH3C6H4Cl
Número de CAS:
95-49-8
Peso molecular:
126.58
Beilstein:
1904175
Número CE:
202-424-3
Número MDL:
MFCD00000562
Código UNSPSC:
12352100
eCl@ss:
39050205
ID de la sustancia en PubChem:
24847049
NACRES:
NA.22

$43.80

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Disponible para envío el21 de abril de 2025Detalles

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densidad de vapor

4.38 (vs air)

Nivel de calidad

100

presión de vapor

10 mmHg ( 43 °C)

Ensayo

99%

Formulario

liquid

índice de refracción

n20/D 1.525 (lit.)

bp

157-159 °C (lit.)

mp

−36 °C (lit.)

solubilidad

H2O: soluble

densidad

1.083 g/mL at 25 °C (lit.)

grupo funcional

chloro

cadena SMILES

Cc1ccccc1Cl

InChI

1S/C7H7Cl/c1-6-4-2-3-5-7(6)8/h2-5H,1H3

Clave InChI

IBSQPLPBRSHTTG-UHFFFAOYSA-N

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Descripción general

2-Chlorotoluene can be mineralized completely by Rhodococcus, strain OCT 10 DSM 45596(T)[1]. It is used in the preparation of 3-chloro-4-methylcatechol and 4-chloro-3-methylcatechol[2]. The oxidation of 2-chlorotoluene is very well catalyzed by the enzymes: toluene dioxygenase of P. putida F1 and chlorobenzene dioxygenase from Burkholderia, strain PS12[3].

Aplicación

2-Chlorotoluene can be used as a precursor to synthesize aryl coupling products via palladium-catalyzed Negishi cross-coupling.[4] It can also be used in the Buchwald-Hartwig amination to synthesize arylamines.[5][6]

Palabra de señalización

Warning

Frases de peligro

H226,H332,H361d,H410

Clasificaciones de peligro

Acute Tox. 4 Inhalation - Aquatic Acute 1 - Aquatic Chronic 2 - Flam. Liq. 3 - Repr. 2

Código de clase de almacenamiento

3 - Flammable liquids

Clase de riesgo para el agua (WGK)

WGK 2

Punto de inflamabilidad (°F)

109.4 °F - closed cup

Punto de inflamabilidad (°C)

43 °C - closed cup

Equipo de protección personal

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

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Certificados de análisis (COA)

Lot/Batch Number
MKCS8143
MKCL1184
MKCF5243
MKCD3029
MKBW5554V

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NIXANTPHOS: A Highly Active Ligand for Palladium Catalyzed Buchwald-Hartwig Amination of Unactivated Aryl Chlorides.
Mao J, et al.
Dalton Transactions, (26) (2018)
A Lehning et al.
Applied and environmental microbiology, 63(5), 1974-1979 (1997-05-01)
The degradation of toluene by Pseudomonas putida F1 and of chlorobenzenes by Burkholderia sp. strain PS12 is initiated by incorporation of dioxygen into the aromatic nucleus to form cis-dihydrodihydroxybenzenes. Toluene-grown cells of P. putida F1 and 3-chlorobenzoate-grown cells of Burkholderia
The first general method for palladium-catalyzed Negishi cross-coupling of aryl and vinyl chlorides: use of commercially available Pd (P (t-Bu) 3) 2 as a catalyst
Dai C, et al.
Journal of the American Chemical Society, 123(12), 2719-2724 (2001)
Flexible Steric Bulky Bis (Imino) acenaphthene (BIAN)-Supported N-Heterocyclic Carbene Palladium Precatalysts: Catalytic Application in Buchwald?Hartwig Amination in Air.
Lan X B, et al.
The Journal of Organic Chemistry, 82(6), 2914-2925 (2017)
Daniel Dobslaw et al.
Applied microbiology and biotechnology, 93(5), 2205-2214 (2011-08-27)
A strain Rhodococcus sp. OCT 10 DSM 45596(T), exhibiting 99.9% of 16S rDNA identity with Rhodococcus wratislaviensis NCIMB 13082, was isolated from a soil sample. The strain completely mineralised 2-chlorotoluene, 2-bromotoluene, o-xylene, benzyl alcohol and benzoate. In contrast, 2-fluorotoluene was
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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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    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.
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      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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