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| CAS No.: | 596-09-8 |
|---|---|
| Name: | FLUORESCEIN DIACETATE |
| Article Data: | 16 |
| Molecular Structure: | |
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|
|
| Formula: | C24H16O7 |
| Molecular Weight: | 416.387 |
| Synonyms: | Fluorescein,diacetate (6CI,7CI,8CI);3',6'-Diacetylfluorescein;F 1303;FDA;Fluorescein 3',6'-diacetate;MFCD 5062;NSC 4726;NSC 667259; |
| EINECS: | 209-877-6 |
| Density: | 1.47 g/cm3 |
| Melting Point: | 200-203 °C(lit.) |
| Boiling Point: | 604.7 °C at 760 mmHg |
| Flash Point: | 264 °C |
| Solubility: | Soluble in chloroform, DMSO, ethanol, and water. |
| Appearance: | Light yellow powder |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 24/25-36/37/39-27-26 |
| PSA: | 88.13000 |
| LogP: | 4.10520 |
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| Conditions | Yield |
|---|---|
| With phosphorus pentoxide at 60℃; for 2h; solid phase reaction; | 94% |
| Conditions | Yield |
|---|---|
| With triethylamine In tetrahydrofuran at 20℃; for 2.5h; | 91% |
| for 3 - 5h; Heating / reflux; | 75% |
| Reflux; | 72.6% |
| Conditions | Yield |
|---|---|
| With pyridine; acetic acid | |
| With pyridine; dmap In dichloromethane for 1h; |
| 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 | Yield |
|---|---|
| With dihydrogen dichloro-bis(di-tert-butylphosphinito-κP)palladium(2-); triethylamine In 1,4-dioxane at 80℃; for 20h; |
- 620960-03-4
5-bromofluorescein diacetate
- 596-09-8
fluorescein diacetate
| Conditions | Yield |
|---|---|
| With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; H-BO2C6H12; triethylamine In 1,4-dioxane at 80℃; for 20h; |
| 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 |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: beim Erhitzen ueber den Schmelzpunkt View Scheme |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 195 - 200 °C View Scheme |
| 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; |
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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