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480134

Sigma-Aldrich

2-Naphthylboronic acid

≥95.0%

Sinônimo(s):

2-Naphthaleneboronic acid

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About This Item

Fórmula linear:
C10H7B(OH)2
Número CAS:
32316-92-0
Peso molecular:
171.99
Beilstein:
2936449
Número MDL:
MFCD00236051
Código UNSPSC:
12352103
ID de substância PubChem:
24871549
NACRES:
NA.22

Ensaio

≥95.0%

pf

269-275 °C (lit.)

cadeia de caracteres SMILES

OB(O)c1ccc2ccccc2c1

InChI

1S/C10H9BO2/c12-11(13)10-6-5-8-3-1-2-4-9(8)7-10/h1-7,12-13H

chave InChI

KPTRDYONBVUWPD-UHFFFAOYSA-N

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Categorias relacionadas

Aplicação

Used in a study of an enantioselective rhodium-catalyzed addition of aryl boronic acids to 2,2,2-trifluoroacetophenones leading to chiral, tertiary trifluoromethyl alcohols. Also employed in a study of a palladium-catalyzed addition of aryl boronic acids to nitriles providing aryl ketones and to aryloxy nitriles providing benzofurans.

Outras notas

Contains varying amounts of anhydride

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H315,H319,H335

Classificações de perigo

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves

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Sébastien L X Martina et al.
Chemical communications (Cambridge, England), (39), 4093-4095 (2006-10-07)
The catalytic asymmetric 1,2-addition of a series of arylboronic acids to 2,2,2-trifluoroacetophenones is described with high isolated yields (up to 96%) and good enantioselectivities (up to 83% ee) using a rhodium(I)/phosphoramidite catalyst.
Jae-Ryung Cha et al.
Journal of fluorescence, 24(4), 1215-1224 (2014-05-27)
Blue light-emitting spiro[benzotetraphene-fluorene] (SBTF)-based host materials, 3-(1-naphthyl)-10-naphthylspiro[benzo[ij]tetraphene-7,9'-fluorene] (1), 3-(2-naphthyl)-10-naphthylspiro[benzo[ij]tetraphene-7,9'-fluorene] (2), and 3-[2-(6-phenyl)naphthyl]-10-naphthylspiro[benzo[ij]tetraphene-7,9'-fluorene] (3) were designed and prepared via multi-step Suzuki coupling reactions. Introducing various aromatic groups into SBTF core lead to a reduction in band gap and a determination of
Saikat Das et al.
Chemphyschem : a European journal of chemical physics and physical chemistry, 18(1), 79-86 (2016-10-28)
Nuclear magnetic resonance is applied to investigate the relative positions and interactions between cationic and non-ionic carbohydrate-based surfactants in mixed micelles with D
Baowei Zhao et al.
Organic letters, 8(26), 5987-5990 (2006-12-15)
[Structure: see text] A cationic palladium complex catalyzed addition of arylboronic acids to nitriles to yield aryl ketones with moderate to good yields was developed. A one-step synthesis of benzofurans from phenoxyacetonitriles under the catalysis of [(bpy)Pd+(micro-OH)]2(-OTf)2 or [(bpy)Pd2+(H2O)2](-OTf)2 was
Alessio Innocenti et al.
Bioorganic & medicinal chemistry letters, 19(10), 2642-2645 (2009-04-21)
Inhibition of the beta-carbonic anhydrases (CAs, EC 4.2.1.1) from the pathogenic fungi Cryptococcus neoformans (Can2) and Candida albicans (Nce103) with a series of aromatic, arylalkenyl- and arylalkylboronic acids was investigated. Aromatic, 4-phenylsubstituted- and 2-naphthylboronic acids were the best Can2 inhibitors
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