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137677

Sigma-Aldrich

2-Bromobenzoic acid

97%

Sinônimo(s):

o-Bromobenzoic acid

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About This Item

Fórmula linear:
BrC6H4CO2H
Número CAS:
Peso molecular:
201.02
Beilstein:
971266
Número CE:
Número MDL:
Código UNSPSC:
12352100
ID de substância PubChem:
NACRES:
NA.22
Preço e disponibilidade não estão disponíveis no momento.

pressão de vapor

>1 mmHg ( 20 °C)

Nível de qualidade

Ensaio

97%

Formulário

powder

pf

147-150 °C (lit.)

solubilidade

95% ethanol: soluble 100 mg/mL, clear, colorless to yellow

grupo funcional

bromo
carboxylic acid

cadeia de caracteres SMILES

OC(=O)c1ccccc1Br

InChI

1S/C7H5BrO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,(H,9,10)

chave InChI

XRXMNWGCKISMOH-UHFFFAOYSA-N

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Descrição geral

2-Bromobenzoic acid (2-BA) on condensation with aminoquinolines yields phenylquinolylamines[1]. 2-BA is the common building block for synthesis of various nitrogen heterocycles[2].

Aplicação

2-Bromobenzoic acid was used in the synthesis of new zinc(II) − 2-bromobenzoate complex compounds[3]. It was used as the starting reagent in the synthesis of hemilabile benzimidazolyl phosphine ligands[4].

Pictogramas

Exclamation mark

Palavra indicadora

Warning

Frases de perigo

Classificações de perigo

Eye Irrit. 2

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

>212.0 °F

Ponto de fulgor (°C)

> 100 °C

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves


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Thermal decomposition and antimicrobial activity of zinc (II) 2-bromobenzoates with organic ligands.
Krajnikova A, et al.
Journal of Thermal Analysis and Calorimetry, 105(2), 451-460 (2011)
Free radical reactions for heterocycle synthesis. Part 6: 2-Bromobenzoic acids as building blocks in the construction of nitrogen heterocycles.
Zhang W and Pugh G.
Tetrahedron, 59(17), 3009-3018 (2003)
J B Bongui et al.
Chemical & pharmaceutical bulletin, 49(9), 1077-1080 (2001-09-18)
Condensation of either 2-bromobenzoic acid (4) or 2-chloro-3-nitrobenzoic acid (5) with suitable aminoquinolines 6-8 afforded phenylquinolylamines 9-13. Acid mediated cyclization gave the corresponding 12H-benzo[b][1,7]phenanthrolin-7-ones 14 and 15, and 12H-benzo[b][1,10]phenanthrolin-7-ones 16-18. Compounds 14, 16, and 17 were subsequently N-methylated to 6-demethoxyacronycine
Kin Ho Chung et al.
Chemical communications (Cambridge, England), 48(14), 1967-1969 (2012-01-12)
A new class of easily accessible hemilabile benzimidazolyl phosphine ligands has been developed. The ligand skeleton is prepared from commercially available and inexpensive o-phenylenediamine and 2-bromobenzoic acid. With catalyst loading down to 0.5 mol% palladium, excellent catalytic activity towards the
K H Engesser et al.
FEMS microbiology letters, 51(1), 143-147 (1989-07-15)
Pseudomonas putida strain CLB 250 (DSM 5232) utilized 2-bromo-, 2-chloro- and 2-fluorobenzoate as sole source of carbon and energy. Degradation is suggested to be initiated by a dioxygenase liberating halide in the first catabolic step. After decarboxylation and rearomatization catechol

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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.
      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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