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Fluorescamine

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Name

Fluorescamine

EINECS 253-814-5
CAS No. 38183-12-9 Density 1.43 g/cm3
PSA 52.60000 LogP 2.65020
Solubility Soluble in acetone, ethanol, chloroform, dimethylsulfoxide and acetonitrile. Slightly soluble in water. Melting Point 155-157 °C
Formula C17H10O4 Boiling Point 550.3 °C at 760 mmHg
Molecular Weight 278.264 Flash Point 248.5 °C
Transport Information UN 1090 3/PG 2 Appearance white powder
Safety 22-24/25-36/37-33-29-26-16-9-37/39 Risk Codes 11-36/38-66-67-36-36/37/38
Molecular Structure Molecular Structure of 38183-12-9 (Fluorescamine) Hazard Symbols IrritantXi, FlammableF
Synonyms

4-Phenylspiro[furan-2(3H),1'-phthalan]-3,3'-dione;Fluorescamine;Fluram;Ro 20-7234;

 

Fluorescamine Specification

The Fluorescamine, with the CAS registry number 38183-12-9, is also known as Spiro[furan-2(3H),1'(3'H)-isobenzofuran]-3,3'-dione, 4-phenyl-. It belongs to the product categories of Amino Group Labeling Reagents for Fluorescence HPLC; Analytical Chemistry; Fluorescence Detection (HPLC Labeling Reagents); HPLC Labeling Reagents; Amino Acid Analysis; Amino Acid Analysis Reagents; Peptide Analysis and Characterization. Its EINECS registry number is 253-814-5. This chemical's molecular formula is C17H10O4 and molecular weight is 278.26. Its IUPAC name is called 4'-phenylspiro[2-benzofuran-3,2'-furan]-1,3'-dione. This chemical's classification code is Indicators and Reagents. What's more, the product should be sealed and stored in cool and dry place.

Physical properties of Fluorescamine: (1)ACD/LogP: 2.96; (2)ACD/LogD (pH 5.5): 2.95; (3)ACD/LogD (pH 7.4): 2.95; (4)ACD/BCF (pH 5.5): 103.64; (5)ACD/BCF (pH 7.4): 103.64; (6)ACD/KOC (pH 5.5): 964.54; (7)ACD/KOC (pH 7.4): 964.54; (8)#H bond acceptors: 4; (9)#Freely Rotating Bonds: 1; (10)Index of Refraction: 1.686; (11)Molar Refractivity: 73.92 cm3; (12)Molar Volume: 194.1 cm3; (13)Surface Tension: 63.5 dyne/cm; (14)Density: 1.43 g/cm3; (15)Flash Point: 248.5 °C; (16)Enthalpy of Vaporization: 83.03 kJ/mol; (17)Boiling Point: 550.3 °C at 760 mmHg; (18)Vapour Pressure: 3.71E-12 mmHg at 25°C.

Uses of Fluorescamine: it can be used to produce 5-(2-carboxyphenyl)-1-(4-chlorophenyl)-5-hydroxy-3-phenyl-2-pyrrolin-4-one with 4-chloro-aniline at temperature of 0 °C. This reaction will need reagent Et3N and solvent acetonitrile with reaction time of 30 min. The yield is about 50%.

Fluorescamine can be used to produce 5-(2-carboxyphenyl)-1-(4-chlorophenyl)-5-hydroxy-3-phenyl-2-pyrrolin-4-one with 4-chloro-aniline

Fluorescamine is a spiro compound that is not fluorescent itself, but reacts with primary amines to form highly fluorescent products. It hence has been used as a reagent for the detection of amines and peptides. 1-100µg of protein and down 10pg protein can be detected. This method is found to suffer of high blanks resulting of high rate of hydrolysis due to used excess concentration.

When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1=CC=C(C=C1)C2=COC3(C2=O)C4=CC=CC=C4C(=O)O3
(2)InChI: InChI=1S/C17H10O4/c18-15-13(11-6-2-1-3-7-11)10-20-17(15)14-9-5-4-8-12(14)16(19)21-17/h1-10H
(3)InChIKey: ZFKJVJIDPQDDFY-UHFFFAOYSA-N

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