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434086

Sigma-Aldrich

3-Methoxy-5-nitrosalicylaldehyde

98%

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About This Item

Linear Formula:
CH3OC6H2(NO2)-2-(OH)CHO
CAS Number:
17028-61-4
Molecular Weight:
197.14
MDL number:
MFCD00017033
UNSPSC Code:
12352100
PubChem Substance ID:
24867170
NACRES:
NA.22

Assay

98%

mp

141-143 °C (lit.)

SMILES string

COc1cc(cc(C=O)c1O)[N+]([O-])=O

InChI

1S/C8H7NO5/c1-14-7-3-6(9(12)13)2-5(4-10)8(7)11/h2-4,11H,1H3

InChI key

HGKHVFKBOHFYSS-UHFFFAOYSA-N

Application

3-Methoxy-5-nitrosalicylaldehyde may be used for the following syntheses:
  • zinc-selective spiropyran-based fluorescent and photoregenerable receptor
  • (E)-2,4-dihydroxy-N′-(2-hydroxy-3-methoxy-5-nitrobenzylidene)benzohydrazide dihydrate
  • ethyl 4-(8-methoxy-3′,3′-dimethyl-6-nitrospiro[chromene-2,2′-indoline]-1′-yl)butanoate
  • 1-(3-carbomethoxypropyl)-3-3-dimethyl-8-methoxy-6-nitrospiro[2H-1]-benzopyran-2,2-indoline

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

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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A photoswitchable Zn (II) selective spiropyran-based sensor.
Natali M, et al.
Tetrahedron, 66(38), 7612-7617 (2010)
The balance between closed and open forms of spiropyrans in the solid state.
Aakeroy CB, et al.
CrystEngComm, 12(4), 1027-1033 (2010)
You-Yue Han et al.
Acta crystallographica. Section E, Structure reports online, 66(Pt 5), o1085-o1086 (2010-01-01)
The asymmetric unit of the title compound, C(15)H(13)N(3)O(7)·2H(2)O, consists of a hydrazone mol-ecule and two solvent water mol-ecules. The mol-ecule adopts an E configuration with respect to the C=N bond. It is relatively planar, with a dihedral angle between the
Spiropyran-based reversible, light-modulated sensing with reduced photofatigue.
Radu A, et al.
Journal of Photochemistry and Photobiology A: Chemistry, 206(2), 109-115 (2009)

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