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132934

Sigma-Aldrich

Aniline

ReagentPlus®, 99%

Sinônimo(s):

Aminobenzene, Benzenamine

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About This Item

Fórmula linear:
C6H5NH2
Número CAS:
Peso molecular:
93.13
Beilstein:
605631
Número CE:
Número MDL:
Código UNSPSC:
12352100
eCl@ss:
39030407
ID de substância PubChem:
NACRES:
NA.21

densidade de vapor

3.22 (185 °C, vs air)

Nível de qualidade

pressão de vapor

0.7 mmHg ( 25 °C)

linha de produto

ReagentPlus®

Ensaio

99%

forma

liquid

temperatura de autoignição

1139 °F

Lim. expl.

11 %

índice de refração

n20/D 1.586 (lit.)

pH

8.8 (20 °C, 36 g/L)

pb

184 °C (lit.)

pf

−6 °C (lit.)

solubilidade

water: soluble

densidade

1.022 g/mL at 25 °C (lit.)

cadeia de caracteres SMILES

Nc1ccccc1

InChI

1S/C6H7N/c7-6-4-2-1-3-5-6/h1-5H,7H2

chave InChI

PAYRUJLWNCNPSJ-UHFFFAOYSA-N

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Descrição geral

Aniline is an aromatic amine. It is a key industrial intermediate, widely employed for the preparation of dyes, rubber, resins and polymers. Complete vibrational assignements of aniline and its deuterated forms (aniline-NHD and aniline-ND2) have been reported.1 p-aminodiphenylamine (ADPA) has been reported to be formed as a major intermediate during the electropolymerizatrion of aniline. Its viscosity has been reported to be 3.1457cp at 30°C. Quantitative transformation of nitrobenzene to aniline has been carried out by employing functionalized plasmonic Au/TiO2 photocatalyst along with a Ag co-catalyst. Aniline can be prepared from nitrobenzene, via hydrogenation in the presence of Cu, Ni, Pt, Pd and Au (catalyst). It can also be prepared by photocatalytic reduction of nitrobenzene in the presence of WO3-Ag hybrid nanowires.

Aplicação

Aniline may be used in the preparation of azobenzene.

Ações bioquímicas/fisiológicas

The acute toxicity of aniline involves its activation in vivo to 4-hydroxyaniline and the formation of adducts with hemoglobin. In erythrocytes, this is associated with the release of iron and the accumulation of methemoglobin and the development of hemolytic anemia and inflammation of the spleen. Tumor formation is often observed in the spleen on prolonged administration.

propriedades físicas

Material darkens in storage to reddish-brown with no loss in purity.

Informações legais

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Palavra indicadora

Danger

Classificações de perigo

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 2 - Eye Dam. 1 - Muta. 2 - Skin Sens. 1 - STOT RE 1

Órgãos-alvo

Blood

Código de classe de armazenamento

6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

158.0 °F - closed cup

Ponto de fulgor (°C)

70 °C - closed cup

Equipamento de proteção individual

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


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The application of fast scan cyclic voltammetry. Mechanistic study of the initial stage of electropolymerization of aniline in aqueous solutions.
Yang H and Bard AJ.
Journal of Electroanalytical Chemistry, 339(1), 423-449 (1992)
Viscosities of Binary Mixtures of Benzyl Acetate with Dioxane, Aniline, and m-Cresol.
Katti PK and Chaudhri MM.
Journal of Chemical and Engineering Data, 9(3), 442-443 (1964)
Atsuhiro Tanaka et al.
Chemical communications (Cambridge, England), 49(25), 2551-2553 (2013-02-21)
A functionalized plasmonic Au/TiO2 photocatalyst with an Ag co-catalyst was successfully prepared by the combination of two types of photodeposition methods, and it quantitatively converted nitrobenzene and 2-propanol to aniline and acetone under irradiation of visible light.
Photocatalytic hydrogenation of nitrobenzene to aniline over tungsten oxide-silver nanowires.
Fu L, et al.
Materials Letters, 142, 201-203 (2015)
Abdessamad Grirrane et al.
Nature protocols, 5(3), 429-438 (2010-03-06)
This protocol describes the aerobic oxidation of aromatic anilines to aromatic azo compounds using gold (Au) nanoparticles supported on TiO(2) as a catalyst. Yields above 98% are achieved under a few bars of oxygen pressure. It should be noted that

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