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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
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Quality Level

200

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[1]
  • 2,2′-((((4,5-dicyano-1,2-phenylene)bis(oxy))bis(4,1-phenylene))bis(diazene-2,1-diyl)) dibenzoic acid[1]
  • a multifunctional benzoxazine monomer[2]

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
BCCJ7710
BCCF0684
BCCD4366
BCCD3746
BCBV7265

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4-Methoxyazobenzene ≥98.0%

Sigma-Aldrich

64760

4-Methoxyazobenzene

4-Phenylazophenol 98%

Sigma-Aldrich

131083

4-Phenylazophenol

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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Questions

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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