Structure

Fluorescein

CAS
2321-07-5
Catalog Number
ACM2321075
Category
Other Products
Molecular Weight
332.31
Molecular Formula
C20H12O5

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Specification

Description
Alfa Chemistry offers Fluorescein products for various research purposes. Please contact us by email if you do not find the specification you are looking for on this page.
Synonyms
Acid Yellow 73
IUPAC Name
3',6'-dihydroxyspiro[2-benzofuran-3,9'-xanthene]-1-one
Canonical SMILES
C1=CC=C2C(=C1)C(=O)OC23C4=C(C=C(C=C4)O)OC5=C3C=CC(=C5)O
InChI
InChI=1S/C20H12O5/c21-11-5-7-15-17(9-11)24-18-10-12(22)6-8-16(18)20(15)14-4-2-1-3-13(14)19(23)25-20/h1-10,21-22H
InChI Key
GNBHRKFJIUUOQI-UHFFFAOYSA-N
Melting Point
315 °C(dec.)
Solubility
Insoluble in water Very soluble in Acetone Insoluble in Chloroform,Benzene,Ether
Appearance
Orange to Amber to Dark red powder to crystal
Application
Applications of xanthene dyes involve optical materials and organic dyes for medical diagnosis research. Several characteristic features of xanthene dyes are large absorption and luminescence, excellent light resistance, low toxicity in-vivo, and relatively high solubility in water.
Absorption Wavelength
(max.) 490(0.1mol/L NaOH sol.) nm
Color/Form
Red, orthorhombic prisms;Yellowish-red to red powder;Orange-red, crystalline powder
Complexity
522
Covalently-Bonded Unit Count
1
Decomposition
When heated to decomposition it emits acrid smoke and irritating fumes.
EC Number
219-031-8
Exact Mass
332.068473g/mol
Features And Benefits
Both cationic and anionic xanthene dyes are known to be efficient fluorescent dyes. Functional groups on the xanthene moiety control their fluorescent colors.
Formal Charge
0
H-Bond Acceptor
5
H-Bond Donor
2
Heavy Atom Count
25
LogP
log Kow = 3.35 (est);3.4
Loss On Drying
max. 1.0 %
MDL Number
MFCD00005050
Monoisotopic Mass
332.068473g/mol
NSC Number
759114;667256
Other Experimental
Fluorescein is a fluorescent indicator. From pH 4 to pH 4.5, it changes from colorless to green fluorescent.;Henry's Law constant = 8.9X10-17 atm-cu m/mol at 25 °C (est);Hydroxyl radical reaction rate constant = 2.0X10-10 cu cm/molec-sec at 25 °C (est)
Physical State
(20 deg.C) Solid
Rotatable Bond Count
0
Storage Conditions
Store at room temperature and dry
UNII
TPY09G7XIR
Vapor Pressure
4.1X10-14 mm Hg at 25 °C (est)
XLogP3
3.4

Upstream Synthesis Route 1

  • 85-44-9
  • 108-46-3
  • 937-30-4
  • 2321-07-5

Reference: [1] Patent: EP2769765, 2014, A1, . Location in patent: Page/Page column

Upstream Synthesis Route 2

  • 85-44-9
  • 108-46-3
  • 2321-07-5

Reference: [1]Cihelnik, Simon; Stibor, Ivan; Lhotak, Pavel
[Collection of Czechoslovak Chemical Communications, 2002, vol. 67, # 12, p. 1779 - 1789]

Downstream Synthesis Route 1

  • 2321-07-5
  • 15086-94-9

Reference: [1] Patent: US2008/61289, 2008, A1, . Location in patent: Page/Page column 6-7

Downstream Synthesis Route 2

  • 67-56-1
  • 2321-07-5
  • 70672-06-9

Reference: [1]Gitsov, Ivan; Guo, Dandan; Luo, Juntao; Scheibel, Dieter Michael
[Biomacromolecules, 2020, vol. 21, # 6, p. 2132 - 2146]

Downstream Synthesis Route 3

  • 108-24-7
  • 2321-07-5
  • 596-09-8

Reference: [1]Huang, Limin; Wei, Di; Wu, Zibo; Hou, Yajing; Xie, Yitong; Liu, Zhenru; Wang, Cheng; Che, Delu; Lei, Yibo; He, Huaizhen
[Chemical Biology and Drug Design, 2018, vol. 92, # 6, p. 1963 - 1971]

* For details of the synthesis route, please refer to the original source to ensure accuracy.

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