Fluorescein diacetate supplier

Name
FLUORESCEIN DIACETATE
EINECS 209-877-6
CAS No. 596-09-8
Article Data16
CAS DataBase
Density 1.47 g/cm³
Solubility Soluble in chloroform, DMSO, ethanol, and water.
Melting Point 200-203 °C(lit.)
Formula C₂₄H₁₆O₇
Boiling Point 604.7 °C at 760 mmHg
Molecular Weight 416.387
Flash Point 264 °C
Transport Information
Appearance Light yellow powder
Safety 24/25-36/37/39-27-26
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Fluorescein,diacetate (6CI,7CI,8CI);3',6'-Diacetylfluorescein;F 1303;FDA;Fluorescein 3',6'-diacetate;MFCD 5062;NSC 4726;NSC 667259;
PSA 88.13000
LogP 4.10520

Synthetic route

: 64-19-7
acetic acid

: 2321-07-5
fluorescein

: 596-09-8
fluorescein diacetate

Conditions

Conditions	Yield
With phosphorus pentoxide at 60℃; for 2h; solid phase reaction;	94%

: 108-24-7
acetic anhydride

: 2321-07-5
fluorescein

: 596-09-8
fluorescein diacetate

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; for 2.5h;	91%
for 3 - 5h; Heating / reflux;	75%
Reflux;	72.6%

: 75-36-5
acetyl chloride

: 2321-07-5
fluorescein

: 596-09-8
fluorescein diacetate

Conditions

Conditions	Yield
With pyridine; acetic acid
With pyridine; dmap In dichloromethane for 1h;

: 2321-07-5
fluorescein

: 596-09-8
fluorescein diacetate

Conditions

Conditions	Yield
With sodium acetate; acetic anhydride
With sulfuric acid; acetic anhydride
With Ketene; acetone
With acetic anhydride

: 25015-63-8
4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

: 620960-03-4
5-bromofluorescein diacetate

A: 596-09-8
fluorescein diacetate

B: 649734-78-1
C30H27BO9

Conditions

Conditions	Yield
With dihydrogen dichloro-bis(di-tert-butylphosphinito-κP)palladium(2-); triethylamine In 1,4-dioxane at 80℃; for 20h;

...Expand

: 620960-03-4
5-bromofluorescein diacetate

: 596-09-8
fluorescein diacetate

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; H-BO2C6H12; triethylamine In 1,4-dioxane at 80℃; for 20h;

: 85-44-9
phthalic anhydride

activated aluminium: activated aluminium

: 596-09-8
fluorescein diacetate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 195 - 200 °C View Scheme
Multi-step reaction with 2 steps 1: concentrated sulfuric acid 2: pyridine; glacial acetic acid View Scheme

: 2513-33-9
2-(2,4-dihydroxybenzoyl)benzoic acid

: 596-09-8
fluorescein diacetate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: beim Erhitzen ueber den Schmelzpunkt View Scheme

: 108-46-3
recorcinol

phenoldiazonium chloride-(4): phenoldiazonium chloride-(4)

: 596-09-8
fluorescein diacetate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 195 - 200 °C View Scheme

: 596-09-8
fluorescein diacetate

: 2321-07-5
fluorescein

Conditions

Conditions	Yield
Stage #1: fluorescein diacetate With sodium hydroxide In methanol; water for 1.5h; Heating / reflux; Stage #2: With hydrogenchloride In ethanol; water at 20 - 25℃; for 1h; pH=1 - 2.5;	80%
With water In acetonitrile pH=4.8; aq. acetate buffer;
With porcine liver carboxylesterase In 2-methoxy-ethanol; water at 37℃; for 0.5h; pH=8; Enzymatic reaction;

: 596-09-8
fluorescein diacetate

: 35340-49-9
dihydrofluorescein diacetate

Conditions

Conditions	Yield
With acetic acid; zinc In tetrahydrofuran at 85℃; for 0.25h; Microwave irradiation;	74%
With palladium 10% on activated carbon; hydrogen In ethyl acetate at 20℃; under 760.051 Torr; for 18h;

: 7664-93-9
sulfuric acid

: 596-09-8
fluorescein diacetate

4.5-dinitro-fluorescein diacetate: 4.5-dinitro-fluorescein diacetate

Conditions

Conditions	Yield
at 0℃; beim Nitrieren;

: 7697-37-2
nitric acid

: 596-09-8
fluorescein diacetate

tetranitrofluorescein hydrate: tetranitrofluorescein hydrate

: 596-09-8
fluorescein diacetate

: 518-45-6
fluorescein free acid

Conditions

Conditions	Yield
With Ac-His-Lys(Ac-His)-Leu-Lys[Ac-His-Lys(Ac-His)-Leu]-Val-Lys{Ac-His-Lys(Ac-His)-Leu-Lys[Ac-His-Lys(Ac-His)-Leu]-Val}-Lys-OH trifluoroacetate In acetonitrile at 34℃; pH=7.6; Kinetics; Reagent/catalyst; aq. phosphate buffer;
With seryl-histidine dipeptide; sodium hydroxide In aq. buffer at 50℃; for 48h; pH=6; Sealed tube;

: 596-09-8
fluorescein diacetate

: C33H28O9

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 18 h / 20 °C / 760.05 Torr 2: dicyclohexyl-carbodiimide; dmap / dichloromethane / 18 h / 20 °C / Inert atmosphere View Scheme

: 596-09-8
fluorescein diacetate

: C29H24O7

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 18 h / 20 °C / 760.05 Torr 2: dicyclohexyl-carbodiimide; dmap / dichloromethane / 18 h / 20 °C / Inert atmosphere 3: ammonium bicarbonate / tetrahydrofuran; methanol; water / 60 h / 20 °C / Inert atmosphere; Darkness View Scheme

: 596-09-8
fluorescein diacetate

: C35H32O7

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 18 h / 20 °C / 760.05 Torr 2: dicyclohexyl-carbodiimide; dmap / dichloromethane / 18 h / 20 °C / Inert atmosphere 3: ammonium bicarbonate / tetrahydrofuran; methanol; water / 60 h / 20 °C / Inert atmosphere; Darkness 4: tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate / dichloromethane; water / 18 h / 20 °C / Inert atmosphere; Darkness View Scheme

Yield

Multi-step reaction with 4 steps
1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 18 h / 20 °C / 760.05 Torr
2: dicyclohexyl-carbodiimide; dmap / dichloromethane / 18 h / 20 °C / Inert atmosphere
3: ammonium bicarbonate / tetrahydrofuran; methanol; water / 60 h / 20 °C / Inert atmosphere; Darkness
4: tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate / dichloromethane; water / 18 h / 20 °C / Inert atmosphere; Darkness
View Scheme

: 596-09-8
fluorescein diacetate

: 855751-82-5
3',6'-bis-allyloxy-spiro[phthalan-1,9'-xanthen]-3-one

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 18 h / 20 °C / 760.05 Torr 2: dicyclohexyl-carbodiimide; dmap / dichloromethane / 18 h / 20 °C / Inert atmosphere 3: ammonium bicarbonate / tetrahydrofuran; methanol; water / 60 h / 20 °C / Inert atmosphere; Darkness 4: tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate / dichloromethane; water / 18 h / 20 °C / Inert atmosphere; Darkness 5: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 18 h / 20 °C / Inert atmosphere; Darkness View Scheme

Yield

Multi-step reaction with 5 steps
1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 18 h / 20 °C / 760.05 Torr
2: dicyclohexyl-carbodiimide; dmap / dichloromethane / 18 h / 20 °C / Inert atmosphere
3: ammonium bicarbonate / tetrahydrofuran; methanol; water / 60 h / 20 °C / Inert atmosphere; Darkness
4: tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate / dichloromethane; water / 18 h / 20 °C / Inert atmosphere; Darkness
5: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 18 h / 20 °C / Inert atmosphere; Darkness
View Scheme

: 596-09-8
fluorescein diacetate

: 53677-98-8
fluorescein dianion

Conditions

Conditions	Yield
With carboxyesterase; N,N-diethy-N-(4-(1,2,2-triphenylvinyl)benzyl)lhexadecan-1-aminium In dimethyl sulfoxide at 37℃; for 0.5h; pH=7.4; Enzymatic reaction;

: 596-09-8
fluorescein diacetate

: C20H14O5

Conditions

Conditions	Yield
With sodium hydroxide In ethanol for 0.333333h; Reflux;

Fluorescein diacetate Specification

The Fluorescein diacetate ,its cas register number is 596-09-8.It also can be called as 3-Oxospiro[isobenzofuran-1(3H),9'-[9H]xanthene]-3',6'-diyl diacetate and the IUPAC name about this chemicals is (6'-Acetyloxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-3'-yl) acetate .It belongs to the following product categories, such as Colours, Dyes, Indicators & Pigments and so on.It can be stored under 20°C.

Following are the chemical properties about Fluorescein diacetate :(1)#H bond acceptors: 7 ; (2)#H bond donors: 0 ; (3)#Freely Rotating Bonds: 4 ; (4)Polar Surface Area: 88.13Å² ; (5)Index of Refraction: 1.681 ; (6)Molar Refractivity: 107.16 cm³ ; (7)Molar Volume: 283.1 cm³ ; (8)Polarizability: 42.48x10^-24cm³ ; (9)Surface Tension: 69.2 dyne/cm; (10)Enthalpy of Vaporization: 89.92 kJ/mol ; (11)Vapour Pressure: 1.42E-14 mmHg at 25°C

It is a dangerous chemical, because it irritating to eyes, respiratory system and skin. In the using process, you need to wear suitable protective clothing, gloves and eye/face protection and avoid contact with skin and eyes, also take off immediately all contaminated clothing, In addition, in case of contact with eyes, rinse immediately with plenty of water and seek medical advice. WGK Germany about this chemical is 3.

The Fluorescein diacetate is a light yellow powder, it also known as FDA, it can be used as fluorescein through the cell membrane to accumulate in living cells, As the hydrophilic of fluorescent is lower than BCECF or calcein, fluorescein leakage from the cell volume was also high.FDA is also used for flow cytometry. Fluorescence excitation and emission wavelengths were 488nm and 530nm.

This chemicals can be described computed from structure:
(1)Canonical SMILES: CC(=O)OC1=CC2=C(C=C1)C3(C4=C(O2)C=C(C=C4)OC(=O)C)C5=CC=CC=C5C(=O)O3
(2)InChI: InChI=1S/C24H16O7/c1-13(25)28-15-7-9-19-21(11-15)30-22-12-16(29-14(2)26)8-10-20(22)24(19)18-6-4-3-5-17(18)23(27)31-24/h3-12H,1-2H3
(3)InChIKey: CHADEQDQBURGHL-UHFFFAOYSA-N

Product Name

FLUORESCEIN DIACETATE

Synthetic route

Fluorescein diacetate Specification

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