2',7'-DICHLOROFLUORESCIN DIACETATE

Base Information

• Chemical Name: 2',7'-DICHLOROFLUORESCIN DIACETATE
• CAS No.: 2044-85-1
• Molecular Formula: C24H14Cl2O7
• Molecular Weight: 485.277
• Hs Code.: 29329990
• European Community (EC) Number: 628-838-8
• DSSTox Substance ID: DTXSID30174389
• Nikkaji Number: J637.152C
• Wikidata: Q26840962
• Mol file: 2044-85-1.mol

Synonyms:Fluorescein,2',7'-dichloro-, diacetate (6CI,7CI,8CI);2',7'-Dichlorofluorescein diacetate;MFCD 37501;

Chemical Property of 2',7'-DICHLOROFLUORESCIN DIACETATE

Chemical Property:

• Appearance/Colour: off-white crystal powder
• Melting Point: 232-234 °C(lit.)
• Boiling Point: 657.913 °C at 760 mmHg
• Flash Point: 239.235 °C
• PSA: 88.13000
• Density: 1.592 g/cm³
• LogP: 5.41200
• Storage Temp.: 2-8°C
• Solubility.: DMSO: soluble
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 484.0116582
• Heavy Atom Count: 33
• Complexity: 775

Purity/Quality:

98%,99%, ^*data from raw suppliers

2′,7′-Dichlorofluorescein diacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-34-20/22
• Safety Statements: 26-36-45-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1=C(C=C2C(=C1)OC3=CC(=C(C=C3C24C5=CC=CC=C5C(=O)O4)Cl)OC(=O)C)Cl
• Uses: Cell permeable, sensitive indicator of peroxynitrite formation. After hydrolysis of the diacetate groups by cytosolic esterases or base-catalyzed cleavage of the diacetate groups, DCDHF is oxidized by peroxynitrite yielding the highly fluorescent product 2′,7′-Dichlorofluorescein diacetate may be used as a superior gas phase alternative to underivatized fluorescein and as a component/substrate of the 2′,7′-dichlorofluorescein diacetate assay to quantitate reactive oxygen species (ROS).

Technology Process of 2',7'-DICHLOROFLUORESCIN DIACETATE

There total 5 articles about 2',7'-DICHLOROFLUORESCIN DIACETATE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.2%

2',7'-dichlorofluorescein (76-54-0) + acetyl chloride (75-36-5) → 2',7'-dichlorodihydrofluorescein diacetate (2044-85-1)

Guidance literature:

With pyridine; dmap; In dichloromethane; for 1h;

DOI:10.1021/acs.joc.7b00285

Reference yield: 70.1%

5-Amino-BAPTA tetramethyl ester + carboxy-2',7'-dichlorofluorescein diacetate → 2',7'-dichlorodihydrofluorescein diacetate (2044-85-1)

Guidance literature:

With ammonia; In dichloromethane; ethyl acetate;

Reference yield:

2',7'-dichlorofluorescein (76-54-0) → 2',7'-dichlorodihydrofluorescein diacetate (2044-85-1)

Guidance literature:

DOI:10.1021/ja01265a098

upstream raw materials:

2',7'-dichlorofluorescein

acetyl chloride

4-Chlororesorcinol

Downstream raw materials:

2',7'-dichlorofluorescein

acetic acid hydrazide

2-(3,6-diacetyloxy-2,7-dichloro-9H-xanthen-9-yl)benzoic acid

2,7-dichlorofluorescein

Refernces

• 1、 Choi, Myung Gil,Moon, Jung Ok,Bae, Jihee,Lee, Jung Woo,Chang, Suk-Kyu. "Dual signaling of hydrazine by selective deprotection of dichlorofluorescein and resorufin acetates". . p. 2961 - 2965. Retrieved 2013/07/25.
• 2、 -. "Reactive derivatives of bapta used to make ion-selective chelators". . . Retrieved 2008/06/13.