N-Succinimidyl 4-Azido-2,3,5,6-tetrafluorobenzoate

Base Information

• Chemical Name: N-Succinimidyl 4-Azido-2,3,5,6-tetrafluorobenzoate
• CAS No.: 126695-58-7
• Molecular Formula: C11H4 F4 N4 O4
• Molecular Weight: 332.171
• Hs Code.: 9999999999
• European Community (EC) Number: 808-188-3
• DSSTox Substance ID: DTXSID40376317
• Nikkaji Number: J323.733H
• Wikidata: Q82165233
• Mol file: 126695-58-7.mol

Synonyms:126695-58-7;N-Succinimidyl 4-Azido-2,3,5,6-tetrafluorobenzoate;4-N3Pfp-NHS ester;ATFB-SE;(2,5-dioxopyrrolidin-1-yl) 4-azido-2,3,5,6-tetrafluorobenzoate;Benzoic acid, 4-azido-2,3,5,6-tetrafluoro-, 2,5-dioxo-1-pyrrolidinyl ester;4-Azido-2,3,5,6-tetrafluorobenzoic Acid N-Succinimidyl ester;ATFB-OSu;ATFB SE;SCHEMBL13509274;DTXSID40376317;HCTLWQSYGIBOFM-UHFFFAOYSA-N;BCP30744;MFCD00467437;AKOS025294243;AS-76821;N-succinimidyl 4-azidotet-rafluorobenzoate;HY-126525;CS-0105086;FT-0617627;S0952;T71667;Succinimidyl-4-azido-2,3,5,6-tetrafluorobenzoate;J-005422;2,3,5,6-Tetrafluoro-4-azidobenzoic acid succinimidyl ester;1-[(4-Azido-2,3,5,6-tetrafluorobenzoyl)oxy]pyrrolidine-2,5-dione;2,5-DIOXOPYRROLIDIN-1-YL 4-AZIDO-2,3,5,6-TETRAFLUOROBENZOATE;4-azido-2,3,5,6-tetrafluorobenzoic acid 2,5-dioxo-pyrrolidin-1-yl ester

Chemical Property of N-Succinimidyl 4-Azido-2,3,5,6-tetrafluorobenzoate

Chemical Property:

• Melting Point: 104-105°C
• PSA: 113.43000
• LogP: 1.79626
• Storage Temp.: Amber Vial, -20°C Freezer, Under Inert Atmosphere
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 4
• Exact Mass: 332.01686727
• Heavy Atom Count: 23
• Complexity: 552

Purity/Quality:

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

N-Succinimidyl 4-Azido-2,3,5,6-tetrafluorobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)N(C1=O)OC(=O)C2=C(C(=C(C(=C2F)F)N=[N+]=[N-])F)F
• Uses: A fluorinated aryl azide which can be used for the photofunctionalization of polymer surfaces. l max = 273nm; e= 23 x 10-3 Non-fluorescent heterobifunctional, photoreactive crossslinker probe A fluorinated aryl azide which can be used for the photofunctionalization of polymer surfaces.l max = 273nm; e= 23 x 10-3

Technology Process of N-Succinimidyl 4-Azido-2,3,5,6-tetrafluorobenzoate

There total 11 articles about N-Succinimidyl 4-Azido-2,3,5,6-tetrafluorobenzoate 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: 99.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + 4-azido-2,3,5,6-tetrafluorobenzoic acid (122590-77-6) → succinimidyl 4-azido-2,3,5,6-tetrafluorobenzoate (126695-58-7)

Guidance literature:

With dicyclohexyl-carbodiimide; In dichloromethane; at 25 ℃;

DOI:10.1021/jo00298a048

Reference yield: 94.0%

4-azido-2,3,5,6-tetrafluorobenzoic acid (122590-77-6) → succinimidyl 4-azido-2,3,5,6-tetrafluorobenzoate (126695-58-7)

Guidance literature:

With EDAC; sodium sulfate; In dichloromethane;

Reference yield: 40.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + methyl 4-azidotetrafluorobenzoate (122590-75-4) → succinimidyl 4-azido-2,3,5,6-tetrafluorobenzoate (126695-58-7)

Guidance literature:

methyl 4-azidotetrafluorobenzoate; With sodium hydroxide; In methanol; at 25 ℃; for 2h; Inert atmosphere;

1-hydroxy-pyrrolidine-2,5-dione; In dichloromethane; at 25 ℃; for 30h; Inert atmosphere;

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 25 ℃; for 24h; Inert atmosphere;

DOI:10.1002/anie.201705346

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

4-azido-2,3,5,6-tetrafluorobenzoic acid

methyl 4-amino-2,3,5,6-tetrafluorobenzoate

methyl 4-azidotetrafluorobenzoate

Downstream raw materials:

N^ε-(4-azido-2,3,5,6-tetrafluorobenzoyl)-N^α-Boc-L-lysine

2-(4-azido-2,3,5,6-tetrafluorobenzamido)-6-[5-(hexahydro-2-oxo-1H-thieno[3,4-d]imidazol-6-yl)pentanamido]hexanoic acid

C₁₁H₈F₄N₄O₃

C₇₁H₄F₄N₂O₄

Refernces

• 1、 Rajagopalan, Raghavan,Kuntz, Robert R.,Sharma, Uday,Volkert, Wynn A.,Pandurangi, Raghoottama S.. "Chemistry of bifunctional photoprobes. 6. Synthesis and characterization of high specific activity metalated photochemical probes: Development of novel rhenium photoconjugates of human serum albumin and Fab fragments". . p. 6748 - 6757. Retrieved 2002.
• 2、 Kanao, Eisuke,Kubo, Takuya,Naito, Toyohiro,Matsumoto, Takatoshi,Sano, Tomoharu,Yan, Mingdi,Otsuka, Koji. "Differentiating p Interactions by Constructing Concave/Convex Surfaces Using a Bucky Bowl Molecule, Corannulene in Liquid Chromatography". . p. 2439 - 2446. Retrieved 2019/02/12.