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Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one,5-amino-3',6'-dihydroxy- (3326-34-9)

Identification
Name:Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one,5-amino-3',6'-dihydroxy-
Synonyms:Fluorescein,5-amino- (6CI,7CI,8CI);4-Aminofluorescein;5-Aminofluorescein;Fluoresceinamine isomer 1;Fluoresceinamine-I;
CAS:3326-34-9
EINECS: 222-043-6
Molecular Formula: C20H13NO5
Molecular Weight: 347.33
InChI: InChI=1/C20H13NO5/c21-10-1-4-13(16(7-10)20(24)25)19-14-5-2-11(22)8-17(14)26-18-9-12(23)3-6-15(18)19/h1-9,22H,21H2,(H,24,25)
Molecular Structure: (C20H13NO5) Fluorescein,5-amino- (6CI,7CI,8CI);4-Aminofluorescein;5-Aminofluorescein;Fluoresceinamine isomer 1;F...
Properties
Melting Point: 223 ºC
Flash Point: 374.3°C
Boiling Point: 695.3°Cat760mmHg
Density:1.64g/cm3
Stability:Stable under normal temperatures and pressures.
Refractive index:1.779
Solubility:Insoluble
Appearance:Dark brown solid.
Specification:

The 5-Aminofluorescein, with CAS registry number 3326-34-9, belongs to the following product categories: (1)Fluorescent Labels and Indicators; (2)Fluorescent Labels & Indicators. It has the systematic name of 5-amino-3',6'-dihydroxy-3H-spiro[2-benzofuran-1,9'-xanthen]-3-one. The main use of this chemical is biochemical research. And this chemical should be stored at the temperature of 2-8°C.

Physical properties of 5-Aminofluorescein: (1)ACD/LogP: 1.80; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.79; (4)ACD/LogD (pH 7.4): 1.77; (5)ACD/BCF (pH 5.5): 13.5; (6)ACD/BCF (pH 7.4): 12.77; (7)ACD/KOC (pH 5.5): 223.4; (8)ACD/KOC (pH 7.4): 211.31; (9)#H bond acceptors: 6; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 57.23 Å2; (13)Index of Refraction: 1.819; (14)Molar Refractivity: 91.61 cm3; (15)Molar Volume: 210.5 cm3; (16)Polarizability: 36.31×10-24cm3; (17)Surface Tension: 101.1 dyne/cm; (18)Enthalpy of Vaporization: 105.48 kJ/mol; (19)Vapour Pressure: 5.66E-20 mmHg at 25°C.

Preparation: this chemical can be prepared by 3',6'-dihydroxy-5-nitro-spiro[phthalan-1,9'-xanthen]-3-one. This reaction will need reagents NaSH, Na2S.9H2O  and solvent H2O. The reaction time is 24 hour(s). The yield is about 77%.

Uses of 5-Aminofluorescein: it can be used to produce N-(5-Fluoresceinyl)maleamic acid. This reaction will need reagent AcOH. The reaction time is 4.0 hour(s). The yield is about 92%.

When you are using this chemical, please be cautious about it as the following:
The 5-Aminofluorescein irritates to eyes, respiratory system and skin. And this chemical is harmful if swallowed. When use it, wear suitable protective clothing, gloves and eye/face protection. If contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C2OC4(c1ccc(N)cc12)c5ccc(O)cc5Oc3cc(O)ccc34
(2)InChI: InChI=1/C20H13NO5/c21-10-1-4-14-13(7-10)19(24)26-20(14)15-5-2-11(22)8-17(15)25-18-9-12(23)3-6-16(18)20/h1-9,22-23H,21H2
(3)InChIKey: GZAJOEGTZDUSKS-UHFFFAOYAS
(4)Std. InChI: InChI=1S/C20H13NO5/c21-10-1-4-14-13(7-10)19(24)26-20(14)15-5-2-11(22)8-17(15)25-18-9-12(23)3-6-16(18)20/h1-9,22-23H,21H2
(5)Std. InChIKey: GZAJOEGTZDUSKS-UHFFFAOYSA-N

Flash Point: 374.3°C
Storage Temperature: 2-8°C
Color: red-brown
Usage:Fluorescent labeling reagent for proteins. Used in the fluorescent antibody technique for rapid identification of pathogens
Safety Data
Hazard Symbols Xn: Harmful
 

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