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433926

1′,3′-Dihydro-8-methoxy-1′,3′,3′-trimethyl-6-nitrospiro[2H-1-benzopyran-2,2′-(2H)-indole]

Name: 1′,3′-Dihydro-8-methoxy-1′,3′,3′-trimethyl-6-nitrospiro[2<I>H</I>-1-benzopyran-2,2′-(2<I>H</I>)-indole]
Brand: ALDRICH

97%

Synonym(s):

1′3′,3′-Trimethyl-6-nitro-8-methoxyspiro[2-1-benzopyran-2,2′-indoline], 1,3,3-Trimethyl-6′-nitro-8′-methoxyspiro(indoline-2,2′-benzopyran), 1,3,3-Trimethylindolino-6′-nitro-8′-methoxybenzopyrylspiran, 1,3,3-Trimethylindolino-8′-methoxy-6′-nitrobenzospiropyran

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About This Item

Empirical Formula (Hill Notation):

C₂₀H₂₀N₂O₄

CAS Number:

1498-89-1

Molecular Weight:

352.38

EC Number:

216-103-0

MDL number:

MFCD00216608

UNSPSC Code:

12352103

PubChem Substance ID:

57650175

NACRES:

NA.23

Assay

97%

form

powder

mp

159-162 °C (lit.)

SMILES string

COc1cc(cc2C=CC3(Oc12)N(C)c4ccccc4C3(C)C)[N+]([O-])=O

InChI

1S/C20H20N2O4/c1-19(2)15-7-5-6-8-16(15)21(3)20(19)10-9-13-11-14(22(23)24)12-17(25-4)18(13)26-20/h5-12H,1-4H3

InChI key

IZDVWQPIYXTGIF-UHFFFAOYSA-N

General description

1′,3′-Dihydro-8-methoxy-1′,3′,3′-trimethyl-6-nitrospiro[2H-1-benzopyran-2,2′-(2H)-indole] (6-NO₂-8-OMe-BIPS) is a spiropyran based photochromic dye. It has a nitro group that enhances the overall quantum yield of the photochemical system.

Application

6-NO₂-8-OMe-BIPS can be potentially used in a variety of applications such as switching devices, signal transducer receptors, and optical imaging processes.

Pictograms

GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Precautionary Statements

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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UV-responsive polyvinyl alcohol nanofibers prepared by electrospinning.

Khatri Z, et al.

Applied Surface Science, 342, 64-68 (2015)

Spiropyran, chromene and spirooxazine, melange trois: Molecular logic systems through selective and reversible deactivation of photochromism mediated by CO2 gas.

Darwish TA, et al.

Dyes and Pigments, 92(2), 817-824 (2012)

Complexes of spiropyran-derived merocyanines with metal ions: relaxation kinetics, photochemistry and solvent effects.

Chibisov AK and Gorner H

Chemical Physics, 237(3), 425-442 (1998)

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