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Merck
CN

398187

Xylenol Orange tetrasodium salt

ACS reagent

Synonym(s):

3,3′-Bis[N,N-bis(carboxymethyl)aminomethyl]-o-cresolsulfonephthalein tetrasodium salt

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About This Item

Empirical Formula (Hill Notation):
C31H28N2Na4O13S
CAS Number:
3618-43-7
Molecular Weight:
760.58
NACRES:
NA.47
PubChem Substance ID:
24864725
UNSPSC Code:
12171500
EC Number:
222-805-8
MDL number:
MFCD00044293

Key Documents

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Product Name

Xylenol Orange tetrasodium salt, ACS reagent

InChI key

YIIQUYHVWRJXEM-UHFFFAOYSA-J

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

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

grade

ACS reagent

form

powder or crystals

technique(s)

titration: suitable

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

Quality Level

200

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Related Categories

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.

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
SHBT4132
SHBS4926
0000419198
0000419198
0000358958

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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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