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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.)

functional group

aldehyde
nitro

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

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Certificates of Analysis (COA)

Lot/Batch Number
BGBB7996
12610CR
19814DS
14410KS
00722BE

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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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