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273619

Sigma-Aldrich

1′,3′-Dihydro-1′,3′,3′-trimethyl-6-nitrospiro[2H-1-benzopyran-2,2′-(2H)-indole]

98%

Sinônimo(s):

1′,3′,3′-trimethyl-6-nitrospiro[chromene-2,2′-indole], 1,3,3-Trimethylindolino-6′-nitrobenzopyrylospiran; 1′,3′,3′-Trimethyl-6-nitrospiro[chromene-2,2′-indoline]

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About This Item

Fórmula empírica (Notação de Hill):
C19H18N2O3
Número CAS:
Peso molecular:
322.36
Número CE:
Número MDL:
Código UNSPSC:
12352103
ID de substância PubChem:
NACRES:
NA.23

Ensaio

98%

Formulário

solid

pf

179-180 °C (lit.)

λmax

242 nm in ethanol

cadeia de caracteres SMILES

CN1c2ccccc2C(C)(C)C13Oc4ccc(cc4C=C3)[N+]([O-])=O

InChI

1S/C19H18N2O3/c1-18(2)15-6-4-5-7-16(15)20(3)19(18)11-10-13-12-14(21(22)23)8-9-17(13)24-19/h4-12H,1-3H3

chave InChI

PSXPTGAEJZYNFI-UHFFFAOYSA-N

Descrição geral

1′,3′-Dihydro-1′,3′,3′-trimethyl-6-nitrospiro(2H-1-benzopyran-2,2′-(2H)-indole)(NitroBIPS) is a photochromic biocompatible spiropyran molecule that has six nitro groups positioned at the benzopyran section. It has a colourless leuco spiropyran form(SP) and coloured trans-merocyanine form(MC) that exhibits absorption peaks in the ultraviolet and visible regions respectively. NitroBIPS possesses a higher quantum yield in comparison to other spiropyran molecules and dissolves in a variety of solvents.

Aplicação

NitroBIPS is used as a photochromic dye which can be incorporated in poly(vinylalcohol)(PVA) by electro-spinning to form PVA-spiropyran nanofibres. It has photo-responsive behaviour that may be useful in optical data storage applications. It can be used to dope liquid crystal to develop a coloured scattering device that is dual responsive and allows the initiation of electrohydrodynamic instabilities(EHDI). Addition of NitroBIPS can modify the transparency from 100% to 16%, providing a shielding effect which can be used for smart window applications. It may also be used to enhance the adhesion property of polystyrene(PS) on the glass substrate by improving the shear strength by a factor of 7.

Pictogramas

Exclamation mark

Palavra indicadora

Warning

Frases de perigo

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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Photophysics, photochemistry, kinetics, and mechanism of the photochromism of 6'-nitroindolinospiropyran.
Lenoble C and Becker RS
The Journal of Physical Chemistry, 90(1), 62-65 (1986)
V N Yurechko
The International journal of artificial organs, 16(3), 146-150 (1993-03-01)
A new method for the investigation of hydrodynamics of artificial heart valves is presented. It is a method of flow visualisation. The photochromic flow visualization method is based on activation of color tracers in originally colorless photochromic solutions by pulse
Excited-state dynamics of spiropyran-derived merocyanine isomers.
Wohl CJ and Kuciauskas D
The Journal of Physical Chemistry B, 109(47), 22186-22191 (2005)
Spiropyrans and spirooxazines for memories and switches.
Berkovic G, et al.
Chemical Reviews, 100(5), 1741-1754 (2000)
Xiang Xu et al.
Scandinavian journal of gastroenterology, 37(3), 330-337 (2002-03-28)
Mast cells have been implicated in chronic inflammatory conditions resulting in fibrosis, such as Crohn disease. However, a link between inflammation, fibrosis and mast cells has not been demonstrated in human or animal intestinal diseases. This work was undertaken to

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