4-Nitrophenyl 2-fluoropropionate

Base Information

• Chemical Name: 4-Nitrophenyl 2-fluoropropionate
• CAS No.: 178181-33-4
• Molecular Formula: C9H8 F N O4
• Molecular Weight: 213.165
• DSSTox Substance ID: DTXSID40939047
• Mol file: 178181-33-4.mol

Synonyms:4-nitrophenyl 2-(18F)fluoropropionate;4-nitrophenyl 2-fluoropropionate;4-nitrophenyl 2-fluoropropionate, (+-)-isomer, 18F-labeled;4-nitrophenyl 2-fluoropropionate, 18F-labeled;NPFP cpd

Chemical Property of 4-Nitrophenyl 2-fluoropropionate

Chemical Property:

• Vapor Pressure: 0.000644mmHg at 25°C
• Boiling Point: 309.3°Cat760mmHg
• Flash Point: 140.9°C
• PSA: 72.12000
• Density: 1.322g/cm³
• LogP: 2.38140
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 213.04373590
• Heavy Atom Count: 15
• Complexity: 245

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)OC1=CC=C(C=C1)[N+](=O)[O-])F

Technology Process of 4-Nitrophenyl 2-fluoropropionate

There total 3 articles about 4-Nitrophenyl 2-fluoropropionate 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: 56.0%

2-fluoropropanoic acid (57965-29-4,75244-22-3,105229-18-3,6087-13-4) + bis-(p-nitrophenyl) carbonate (5070-13-3) → 4-nitrophenyl 2-fluoropropionate (178181-33-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 60 ℃; for 3h;

DOI:10.1007/s00726-012-1391-y DOI:10.1021/mp400225s

Reference yield: 27.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + 2-fluoropropanoic acid (57965-29-4,75244-22-3,105229-18-3,6087-13-4) → 4-nitrophenyl 2-fluoropropionate (178181-33-4)

Guidance literature:

With dicyclohexyl-carbodiimide; In tetrahydrofuran; at 0 - 20 ℃; for 20h;

DOI:10.1021/acsmedchemlett.6b00467

Reference yield:

bis-(p-nitrophenyl) carbonate (5070-13-3) + C3H4FO2(1-)*K(1+) → 4-nitrophenyl 2-fluoropropionate (178181-33-4)

Guidance literature:

In acetonitrile; at 90 ℃; for 1h;

upstream raw materials:

2-fluoropropanoic acid

bis-(p-nitrophenyl) carbonate

4-nitro-phenol

Refernces

• 1、 Han, Yanjiang,Hu, Kongzhen,Huang, Shun,Li, Guiping,Li, Xueli,Liu, Wenfeng,Long, Yongxuan,Sha, Runhua,Sun, Penhui,Tang, Ganghua,Wei, Yuanfeng,Wu, Hubing. "Synthesis and evaluation of [18F]FP-Lys-GE11 as a new radiolabeled peptide probe for epidermal growth factor receptor (EGFR) imaging". . p. 84 - 92. Retrieved 2020.
• 2、 Keller, Max,Maschauer, Simone,Brennauer, Albert,Tripal, Philipp,Koglin, Norman,Dittrich, Ralf,Bernhardt, Günther,Kuwert, Torsten,Wester, Hans-Jürgen,Buschauer, Armin,Prante, Olaf. "Prototypic 18F-Labeled Argininamide-Type Neuropeptide Y Y1R Antagonists as Tracers for PET Imaging of Mammary Carcinoma". supporting information. p. 304 - 309. Retrieved 2017/03/17.
• 3、 -. "Cystine knot peptides that bind alpha-V-beta-6 integrin". Page/Page column 33. . Retrieved 2015/12/26.