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104043

Sigma-Aldrich

N-Phenyl-1-naphthylamine

reagent grade, 98%

Synonym(s):

1-(N-phenylamino)naphthalene, N-(1-Naphthyl)aniline, NPN

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About This Item

Linear Formula:
C10H7NHC6H5
CAS Number:
Molecular Weight:
219.28
Beilstein:
2211174
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

grade

reagent grade

Quality Level

Assay

98%

form

solid

bp

226 °C/15 mmHg (lit.)

mp

60-62 °C (lit.)

λmax

252 nm

SMILES string

N(c1ccccc1)c2cccc3ccccc23

InChI

1S/C16H13N/c1-2-9-14(10-3-1)17-16-12-6-8-13-7-4-5-11-15(13)16/h1-12,17H

InChI key

XQVWYOYUZDUNRW-UHFFFAOYSA-N

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Application

N-Phenyl-1-naphthylamine can be used as fluorescent probe for the determination of critical micelle concentration of surfactants. N-Phenyl-1-naphthylamine was used in a method for determination of the concentration of organolithium and organomagnesium reagents. N-Phenyl-1-naphthylamine was used as hydrophobic probe to study the phase transitions of membrane lipids in whole cells .

Biochem/physiol Actions

N-Phenyl-1-naphthylamine turns fluorescent after binding to hydrophobic regions of cell membranes.

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Skin Sens. 1B - STOT RE 2

Target Organs

Blood

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Xiaoyan Ning et al.
International journal of molecular sciences, 19(2) (2018-02-01)
Glucose oxidase (GOD, EC.1.1.3.4) specifically catalyzes the reaction of β-d-glucose to gluconic acid and hydrogen peroxide in the presence of oxygen, which has become widely used in the food industry, gluconic acid production and the feed industry. However, the poor
G M Halliday et al.
Journal of immunological methods, 28(3-4), 381-390 (1979-01-01)
N-phenyl-1-naphthylamine (NPN) becomes fluorescent after binding to hydrophobic regions of cell membranes. Rat and mouse lymphoid cell suspensions stained with NPN showed changes in fluorescence emission 30 min after stimulation with mitogen or antigen, detected by microfluorimetry. Incubation of NPN-labelled
Determination of the critical micelle concentration of surfactants using the fluorescent probe N-phenyl-1-naphthylamine.
Bergbreiter DE and Pendergrass E.
The Journal of Organic Chemistry, 46(1), 219-220 (1981)
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