N-(2,4-Dinitrophenyl)-L-proline

Base Information

• Chemical Name: N-(2,4-Dinitrophenyl)-L-proline
• CAS No.: 1655-55-6
• Molecular Formula: C11H11N3O6
• Molecular Weight: 281.225
• Hs Code.: 2933990090
• European Community (EC) Number: 216-743-0
• DSSTox Substance ID: DTXSID501303696
• Nikkaji Number: J195.292G
• Wikidata: Q27123956
• Metabolomics Workbench ID: 58538
• Mol file: 1655-55-6.mol

Synonyms:N-(2,4-Dinitrophenyl)-L-proline;1655-55-6;1-(2,4-Dinitrophenyl)-L-proline;Dnp-L-proline;N-Dnp-L-proline;DNP-L-Pro;(2S)-1-(2,4-dinitrophenyl)pyrrolidine-2-carboxylic acid;C11H11N3O6;EINECS 216-743-0;DNP-Pro;L-Proline, 1-(2,4-dinitrophenyl)-;N-2,4-Dnp-L-proline;N-Dinitrophenyl-l-proline;SCHEMBL2064392;(2,4-Dinitrophenyl)-L-proline;CHEBI:53086;1-(2,4-Dinitrophenyl)proline #;DTXSID501303696;L-Proline,1-(2,4-dinitrophenyl)-;MFCD00037319;NSC 89618;AKOS015833302;AS-46835;CS-0447742;D1036;EN300-303242;F10676;J-010210;Q27123956;(S)-1-(2,4-Dinitrophenyl)pyrrolidine-2-carboxylic acid

Chemical Property of N-(2,4-Dinitrophenyl)-L-proline

Chemical Property:

• Vapor Pressure: 4.17E-12mmHg at 25°C
• Melting Point: 140 °C
• Refractive Index: -682.5 ° (C=0.5, AcOH)
• Boiling Point: 531 °C at 760 mmHg
• PKA: 3.66±0.20(Predicted)
• Flash Point: 275 °C
• PSA: 132.18000
• Density: 1.563 g/cm³
• LogP: 2.66780
• Storage Temp.: −20°C
• Solubility.: soluble in Ethanol
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 281.06478508
• Heavy Atom Count: 20
• Complexity: 417

Purity/Quality:

98% ^*data from raw suppliers

N-(2,4-Dinitrophenyl)-L-proline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CC(N(C1)C2=C(C=C(C=C2)[N+](=O)[O-])[N+](=O)[O-])C(=O)O
• Isomeric SMILES: C1C[C@H](N(C1)C2=C(C=C(C=C2)[N+](=O)[O-])[N+](=O)[O-])C(=O)O

Technology Process of N-(2,4-Dinitrophenyl)-L-proline

There total 9 articles about N-(2,4-Dinitrophenyl)-L-proline 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: 95.0%

2,4-Dinitrofluorobenzene (70-34-8,65727-75-5) + L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → 1-(2,4-dinitro-phenyl)-L-proline (1655-55-6)

Guidance literature:

With sodium hydrogencarbonate; In ethanol; water; for 1h;

DOI:10.1016/j.tet.2007.06.046

Reference yield: 60.0%

1-chloro-2,4-dinitro-benzene (97-00-7) + L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → 1-(2,4-dinitro-phenyl)-L-proline (1655-55-6)

Guidance literature:

With sodium hydrogencarbonate; In ethanol; for 4h; Heating;

Reference yield:

meta-dinitrobenzene (99-65-0) + rac-Pro-OH (609-36-9,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → (R)-1-(2,4-Dinitro-phenyl)-pyrrolidine-2-carboxylic acid (10189-66-9) + 1-(2,4-dinitro-phenyl)-L-proline (1655-55-6)

Guidance literature:

With sodium hydrogencarbonate; sodium carbonate; In water; acetonitrile; at 50 ℃; for 1h; pH=9.5;

DOI:10.1002/(SICI)1099-1344(200004)43:5<449::AID-JLCR331>3.0.CO;2-0

upstream raw materials:

2,4-Dinitrofluorobenzene

L-proline

1-chloro-2,4-dinitro-benzene

meta-dinitrobenzene

Downstream raw materials:

methyl N-(2,4-dinitrophenyl)-L-pyrrolidine-2-carboxylate

C₆₂H₄₆N₈O₁₀Se₂

DNP-prolylserinamide

N-(2′,4′-dinitrophenyl)pyrrolidine-2-carboxamide

Refernces

• 1、 Odusami, Jocelyn A.,Ikhile, Monisola I.,Izunobi, Josephat U.,Olasupo, Idris A.,Osunsanmi, Foluso O.,Opoku, Andrew R.,Fotsing, Marthe C.D.,Asekun, Olayinka T.,Familoni, Oluwole B.,Ndinteh, Derek T.. "Synthesis of substituted N-(2′-nitrophenyl)pyrrolidine-2-carboxamides towards the design of proline-rich antimicrobial peptide mimics to eliminate bacterial resistance to antibiotics". . . Retrieved 2020/10/23.
• 2、 Sarma, Kuladip,Bhati, Nishi,Borthakur, Naleen,Goswami, Amrit. "A novel method for the synthesis of chiral epoxides from styrene derivatives using chiral acids in presence of Pseudomonas lipase G6 [PSL G6] and hydrogen peroxide". . p. 8735 - 8741. Retrieved 2008/02/09.