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Merck
CN

H5126

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
57654257
EC Number:
216-655-2
Beilstein/REAXYS Number:
1842696
MDL number:
MFCD00002428
Assay:
≥90% (HPLC)

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Product Name

2-(4-Hydroxyphenylazo)benzoic acid, ≥90% (HPLC)

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+

SMILES string

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

InChI key

DWQOTEPNRWVUDA-CCEZHUSRSA-N

assay

≥90% (HPLC)

mp

204-208 °C (lit.)

solubility

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

Quality Level

200

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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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCJ7710
BCCF0684
BCCD4366
BCCD3746
BCBV7265

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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)
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)
Ting Deng et al.
Biosensors & bioelectronics, 21(8), 1545-1552 (2005-08-09)
A quartz crystal microbalance (QCM) sensor was proposed for the detection of small molecule biotin based on the mixed self-assembled monolayer (SAM) of thiols on gold substrate and the bioaffinity difference between an analyte (biotin) and an analogue compound (HABA)
Mehmet Cinar et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 105, 80-87 (2013-01-09)
The optimized geometrical structure, vibrational and electronic transitions, chemical shifts and nonlinear optical properties of 2-(4-hydroxyphenylazo)benzoic acid (HABA) compound were presented in this study. The ground state geometrical structure and vibrational wavenumbers were carried out by using density functional (DFT/B3LYP)
Kenneth Kam-Wing Lo et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 12(5), 1500-1512 (2005-11-24)
Six luminescent cyclometalated iridium(III)-dipyridoquinoxaline and -dipyridophenazine complexes [Ir(ppy)2(N-N)](PF6) (Hppy = 2-phenylpyridine; N-N = dipyrido[3,2-f:2',3'-h]quinoxaline, dpq (1); 2-n-butylamidodipyrido[3,2-f:2',3'-h]quinoxaline, dpqa (2); 2-((2-biotinamido)ethyl)amidodipyrido[3,2-f:2',3'-h]quinoxaline, dpqB (3); dipyrido[3,2-a:2',3'-c]phenazine, dppz (4); benzo[i]dipyrido[3,2-a:2',3'-c]phenazine, dppn (5); 11-((2-biotinamido)ethyl)amidodipyrido[3,2-a:2',3'-c]phenazine, dppzB (6)) have been designed as luminescent intercalators for DNA and
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