(4-Nitrophenyl)(phenyl)iodonium Trifluoromethanesulfonate

Base Information

• Chemical Name: (4-Nitrophenyl)(phenyl)iodonium Trifluoromethanesulfonate
• CAS No.: 905718-45-8
• Molecular Formula: CF₃O₃S*C₁₂H₉INO₂
• Molecular Weight: 475.184
• European Community (EC) Number: 804-349-7
• Mol file: 905718-45-8.mol

Synonyms:905718-45-8;(4-Nitrophenyl)(phenyl)iodonium Trifluoromethanesulfonate;(4-Nitrophenyl)phenyliodonium trifluoromethanesulfonate;(4-nitrophenyl)phenyliodonium triflate;(4-nitrophenyl)-phenyliodanium;trifluoromethanesulfonate;SCHEMBL2903525;OPSOSRFTIUMCJF-UHFFFAOYSA-M;MFCD21608480;AKOS040768861;(4-Nitrophenyl)(phenyl)iodonium Triflate;N1066;T73055;(4-NITROPHENYL)(PHENYL)IODANIUM TRIFLATE;(4-Nitrophenyl)(phenyl)iodoniumTrifluoromethanesulfonate;(4-nitrophenyl)-phenyl-iodonium;(4-Nitrophenyl)phenyliodonium triflate, >=98% (HPLC)

Chemical Property of (4-Nitrophenyl)(phenyl)iodonium Trifluoromethanesulfonate

Chemical Property:

• Melting Point: 198.0 to 202.0 °C
• Solubility.: soluble in Methanol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 2
• Exact Mass: 474.91983
• Heavy Atom Count: 24
• Complexity: 372

Purity/Quality:

99% ^*data from raw suppliers

(4-Nitrophenyl)(phenyl)iodonium Trifluoromethanesulfonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): 10500170
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)[I+]C2=CC=C(C=C2)[N+](=O)[O-].C(F)(F)(F)S(=O)(=O)[O-]

Technology Process of (4-Nitrophenyl)(phenyl)iodonium Trifluoromethanesulfonate

There total 14 articles about (4-Nitrophenyl)(phenyl)iodonium Trifluoromethanesulfonate 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: 85.0%

iodobenzene (591-50-4) + trifluorormethanesulfonic acid (1493-13-6) + nitrobenzene (98-95-3,26969-40-4) → [(4-nitrophenyl)(phenyl)iodonium trifluoromethanesulfonate] (905718-45-8)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 80 ℃; for 15h;

DOI:10.1002/chem.201201645

Reference yield: 67.0%

p-nitrobenzene iodide (636-98-6) + sodium triflate (2926-30-9) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → [(4-nitrophenyl)(phenyl)iodonium trifluoromethanesulfonate] (905718-45-8)

Guidance literature:

p-nitrobenzene iodide; benzene; With dipotassium peroxodisulfate; trifluoroacetic acid; In dichloromethane; at 36 - 38 ℃; for 28h;

sodium triflate; In water; at 20 ℃; for 8h;

DOI:10.1016/j.tet.2006.04.073

Reference yield: 48.0%

p-nitrobenzene iodide (636-98-6) + trifluorormethanesulfonic acid (1493-13-6) + phenylboronic acid (98-80-6) → [(4-nitrophenyl)(phenyl)iodonium trifluoromethanesulfonate] (905718-45-8)

Guidance literature:

p-nitrobenzene iodide; With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 80 ℃; for 0.166667h;

phenylboronic acid; With boron trifluoride diethyl etherate; In dichloromethane; at 0 - 20 ℃; for 1.25h;

trifluorormethanesulfonic acid; In dichloromethane; for 0.25h;

DOI:10.1039/d0ob00247j

upstream raw materials:

p-nitrobenzene iodide

sodium triflate

benzene

iodobenzene

Downstream raw materials:

1-(cinnamyloxy)-4-nitrobenzene

bis(4-nitrophenyl)ether

1-allyloxy-4-nitrobenzene

(E)-1-((3,7-dimethylocta-2,6-dien-1-yl)oxy)-4-nitrobenzene

Refernces

• 1、 Das, Mrinmoy,Lee, Jiande,Liu, Xue-Wei,Pal, Kumar Bhaskar. "Palladium(ii)-catalyzed stereoselective synthesis of: C-glycosides from glycals with diaryliodonium salts". supporting information. p. 2242 - 2251. Retrieved 2020/04/07.
• 2、 Jalalian, Nazli,Petersen, Tue B.,Olofsson, Berit. "Metal-free arylation of oxygen nucleophiles with diaryliodonium salts". supporting information. p. 14140 - 14149,10. Retrieved 2012/12/12.