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Sigma-Aldrich

Xylenol Orange tetrasodium salt

ACS reagent

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Synonym(s):
3,3′-Bis[N,N-bis(carboxymethyl)aminomethyl]-o-cresolsulfonephthalein tetrasodium salt
Empirical Formula (Hill Notation):
C31H28N2Na4O13S
CAS Number:
3618-43-7
Molecular Weight:
760.58
EC Number:
222-805-8
MDL number:
MFCD00044293
PubChem Substance ID:
24864725
NACRES:
NA.47

grade

ACS reagent

Quality Level

200

form

powder or crystals

color

very dark brown to very dark red

mp

195 °C (dec.) (lit.)

λmax

580 nm

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

[Na+].[Na+].[Na+].[Na+].Cc1cc(cc(CN(CC([O-])=O)CC([O-])=O)c1O)C2(OS(=O)(=O)c3ccccc23)c4cc(C)c(O)c(CN(CC([O-])=O)CC([O-])=O)c4

InChI

1S/C31H32N2O13S.4Na/c1-17-7-21(9-19(29(17)42)11-32(13-25(34)35)14-26(36)37)31(23-5-3-4-6-24(23)47(44,45)46-31)22-8-18(2)30(43)20(10-22)12-33(15-27(38)39)16-28(40)41;;;;/h3-10,42-43H,11-16H2,1-2H3,(H,34,35)(H,36,37)(H,38,39)(H,40,41);;;;/q;4*+1/p-4

InChI key

YIIQUYHVWRJXEM-UHFFFAOYSA-J

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General description

Xylenol Orange tetrasodium salt is a fluorochrome acid dye with complexing and chelating properties that make it useful as an indicator in the spectrophotometric detection and assay of metal ions such as calcium, cadmium, bismuth, zinc, lead, and mercury. Its tetrasodium salt especially is used as an indicator in metal titrations. It changes color from yellow to red between pH 6.4 to 10.4. It has six potentially anionic substituents, one being sulfonate, and is anionic under staining conditions and during most laboratory applications.

Application

  • Xylenol Orange has been used as a vital stain to study calcification in bone development, injury, and repair.
  • It has been used in the fluorescent histochemical detection of alkaline phosphatase.
  • It has been used in FBX (ferrous benzoic xylenol orange) gel preparation to study the effects of MRI (magnetic resonance imaging) parameters on image quality.

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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Rost F W D
Fluorescence Microscopy, 2 (1992)
Use of xylenol orange and cetylpyridinium chloride in rapid spectrophotometric determination of zinc in pharmaceutical products
M Benamor , K Belhamel, M T Draa
Journal of Pharmaceutical and Biomedical Analysis, 23 (6) (2000)
Conn?s Biological Stains: A Handbook of Dyes, Stains and Fluorochromes for Use in Biology and Medicine (10th ed.)
R. W. Horobin and J. A. Kiernan (Eds.).
Conn?s Biological Stains (2002)
Aalia Nazir et al.
JPMA. The Journal of the Pakistan Medical Association, 60(6), 470-473 (2010-06-10)
This study focuses on the diverse effects of MRI parameters on image quality using widely available imaging pulse sequences. A tissue equivalent gel system has been used for Magnetic Resonance Imaging by using Xylenol orange dye with Fricke-Benzoic solution which

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