Xylenol orange

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Xylenol orange
Names
Preferred IUPAC name
2,2′,2′′,2′′′-{(1,1-Dioxo-2,1λ6-benzoxathiole-3,3(1H)-diyl)bis[(6-hydroxy-5-methyl-3,1-phenylene)methylenenitrilo]}tetraacetic acid
Other names
XO[1]
Identifiers
3D model (
JSmol
)
ChemSpider
ECHA InfoCard
 100.015.049 Edit this at Wikidata
EC Number
  • 216-553-8
UNII
  • InChI=1S/C31H32N2O13S/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) checkY
    Key: ORZHVTYKPFFVMG-UHFFFAOYSA-N checkY
  • O=C(O)CN(CC(=O)O)Cc1c(O)c(cc(c1)C3(OS(=O)(=O)c2ccccc23)c4cc(c(O)c(c4)CN(CC(=O)O)CC(=O)O)C)C
Properties
C31H32N2O13S
Molar mass 672.66 g·mol−1
Melting point 195 °C (383 °F; 468 K)
200 mg/mL
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H315, H319, H335
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 2: Undergoes violent chemical change at elevated temperatures and pressures, reacts violently with water, or may form explosive mixtures with water. E.g. white phosphorusSpecial hazards (white): no code
2
1
2
Flash point > 93 °C (199 °F; 366 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Xylenol orange is an organic

titrations, it will appear red in the titrand and become yellow once it reaches its endpoint. Historically, commercial preparations of it have been notoriously impure,[2] sometimes consisting of as little as 20% xylenol orange, and containing large amounts of semi-xylenol orange and iminodiacetic acid
. Purities as high as 90% are now available.

It is fluorescent, and has excitation maximums of 440 & 570 nm and an emission maximum of 610 nm.[3]

References

  1. ISBN 978-0-12-816451-8, archived from the original
    on 2023-11-11, retrieved 2023-11-11
  2. PMID 10469483
  3. ^ "Fluorescence - Fluorochrome Data Tables". Molecular Expressions Microscopy Primer: Specialized Microscopy Techniques. 2018-09-11. Retrieved 2020-01-30.


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