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111910

Sigma-Aldrich

2-Chlorotoluene

99%

Sinonimo/i:

1-chloro-2-methylbenzene

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100 G
30,24 €
1 KG
106,00 €
4 KG
342,00 €

30,24 €

Prezzo di listino43,20 €Risparmia il 30%
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Cambia visualizzazione
100 G
30,24 €
1 KG
106,00 €
4 KG
342,00 €

About This Item

Formula condensata:
CH3C6H4Cl
Numero CAS:
95-49-8
Peso molecolare:
126.58
Beilstein:
1904175
Numero CE:
202-424-3
Numero MDL:
MFCD00000562
Codice UNSPSC:
12352100
eCl@ss:
39050205
ID PubChem:
24847049
NACRES:
NA.22

30,24 €

Prezzo di listino43,20 €Risparmia il 30%
Per informazioni sulla disponibilità, contatta il Servizio Clienti.
Richiedi un ordine bulk

Densità del vapore

4.38 (vs air)

Livello qualitativo

100

Tensione di vapore

10 mmHg ( 43 °C)

Saggio

99%

Stato

liquid

Indice di rifrazione

n20/D 1.525 (lit.)

P. ebollizione

157-159 °C (lit.)

Punto di fusione

−36 °C (lit.)

Solubilità

H2O: soluble

Densità

1.083 g/mL at 25 °C (lit.)

Gruppo funzionale

chloro

Stringa SMILE

Cc1ccccc1Cl

InChI

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

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Categorie correlate

Descrizione generale

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].

Applicazioni

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]

Avvertenze

Warning

Indicazioni di pericolo

H226,H332,H361d,H410

Classi di pericolo

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

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 2

Punto d’infiammabilità (°F)

109.4 °F - closed cup

Punto d’infiammabilità (°C)

43 °C - closed cup

Dispositivi di protezione individuale

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

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Certificati d'analisi (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
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)
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)
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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Domande

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

    1 risposta

    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

      Utile?

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

    1 risposta

    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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