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433926

Sigma-Aldrich

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

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

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKBZ1145V
MKBL5380V
MKBB3724
11321DE
05617CI

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UV-responsive polyvinyl alcohol nanofibers prepared by electrospinning.
Khatri Z, et al.
Applied Surface Science, 342, 64-68 (2015)
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)
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)

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