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H5126

Sigma-Aldrich

2-(4-Hydroxyphenylazo)benzoic acid

≥90% (HPLC)

Synonym(s):

2-(4′-Hydroxybenzeneazo)benzoic acid, 4′-Hydroxyazobenzene-2-carboxylic acid, HABA, HBABA

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About This Item

Linear Formula:
HOC6H4N=NC6H4CO2H
CAS Number:
1634-82-8
Molecular Weight:
242.23
Beilstein:
1842696
EC Number:
216-655-2
MDL number:
MFCD00002428
UNSPSC Code:
12352100
PubChem Substance ID:
57654257
NACRES:
NA.22

Assay

≥90% (HPLC)

mp

204-208 °C (lit.)

solubility

ethanol: 20 mg/mL, clear to hazy, orange to very deep orange

SMILES string

Oc1ccc(cc1)\N=N\c2ccccc2C(O)=O

InChI

1S/C13H10N2O3/c16-10-7-5-9(6-8-10)14-15-12-4-2-1-3-11(12)13(17)18/h1-8,16H,(H,17,18)/b15-14+

InChI key

DWQOTEPNRWVUDA-CCEZHUSRSA-N

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Application

2-(4-Hydroxyphenylazo)benzoic acid may be used in the preparation of:
  • 2-((4-(3,4-dicyanophenoxy)phenyl)diazenyl)benzoic acid
  • 2,2′-((((4,5-dicyano-1,2-phenylene)bis(oxy))bis(4,1-phenylene))bis(diazene-2,1-diyl)) dibenzoic acid
  • a multifunctional benzoxazine monomer

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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New water soluble phenoxy phenyl diazenyl benzoic acid substituted phthalocyanine derivatives: Synthesis, antioxidant activities, atypical aggregation behavior and electronic properties.
Agirtas MS, et al.
Dyes and Pigments, 99(2), 423-431 (2013)
Multifunctional polybenzoxazine nanocomposites containing photoresponsive azobenzene units, catalytic carboxylic acid groups, and pyrene units capable of dispersing carbon nanotubes.
Mohamed MG, et al.
Royal Society of Chemistry Advances, 5(56), 45201-45212 (2015)
Noritaka Kato et al.
The journal of physical chemistry. B, 109(42), 19604-19612 (2006-07-21)
This study reports a homogeneous and competitive fluorescence quenching immunoassay based on gold nanoparticle/polyelectrolyte (Au(NP)/PE) coated latex particles prepared by the layer-by-layer (LbL) technique. First, the resonant energy transfer from a layer of fluorescent PEs to Au(NP) in LbL assembled
Joan-Antoni Farrera et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 14(7), 2277-2285 (2007-12-29)
The tautomeric equilibria of 2-(4'-hydroxyphenylazo)benzoic acid (HABA) and 2-(3',5'-dimethyl-4'-hydroxyphenylazo)benzoic acid (3',5'-dimethyl-HABA) have been studied by a combination of spectroscopic and computational methods. For neutral HABA in solvents of different polarity (toluene, chloroform, DMSO, DMF, butanol, and ethanol) the azo tautomer
Kai Qi et al.
Journal of the American Chemical Society, 126(21), 6599-6607 (2004-05-27)
Shell cross-linked nanoparticles (SCKs) presenting surface- and bioavailable biotin functional groups were synthesized via a mixed micelle methodology, whereby co-micellization of chain terminal biotinylated poly(acrylic acid)-b-poly(methyl acrylate) (PAA-b-PMA) and nonbiotinylated PAA-b-PMA were cross-linked in an intramicellar fashion within the shell
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