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

ALDRICH/273619 - 98%

Synonym: 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]

CAS Number: 1498-88-0
Empirical Formula (Hill Notation): C₁₉H₁₈N₂O₃
Molecular Weight: 322.36
EC Number: 216-102-5
MDL Number: MFCD00059175
Linear Formula: C₁₉H₁₈N₂O₃
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-273619-1G	1 g	$165.00 1/EA	Add To Favorites

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Properties
Descriptions
Safety Info.
Basic Data

λ_max	242 nm in ethanol
assay	98%
form	solid
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
InChI key	PSXPTGAEJZYNFI-UHFFFAOYSA-N
mp	179-180 °C (lit.)
Quality Level	100
SMILES string	CN1c2ccccc2C(C)(C)C13Oc4ccc(cc4C=C3)[N+]([O-])=O

Application:	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.
General description:	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.
Packaging:	1 g in glass bottle

Symbol	GHS07
Signal word	Warning
Hazard statements	H315 - H319 - H335
Precautionary statements	P302 + P352 - P305 + P351 + P338
Hazard Codes	Xi
Risk Statements	36/37/38
Safety Statements	26-37/39
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	98%
mp	179-180 °C (lit.)
UNSPSC	12352103

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