4-Tert-butylphenyl trifluoromethanesulfonate

Base Information

• Chemical Name: 4-Tert-butylphenyl trifluoromethanesulfonate
• CAS No.: 154318-75-9
• Molecular Formula: C11H13F3O3S
• Molecular Weight: 282.284
• DSSTox Substance ID: DTXSID50451861
• Nikkaji Number: J816.173I
• Wikidata: Q82272127
• Mol file: 154318-75-9.mol

Synonyms:154318-75-9;4-tert-butylphenyl triflate;4-tert-butylphenyl trifluoromethanesulfonate;4-(tert-butyl)phenyl trifluoromethanesulfonate;(4-tert-butylphenyl) trifluoromethanesulfonate;Methanesulfonic acid, trifluoro-, 4-(1,1-dimethylethyl)phenyl ester;starbld0003641;SCHEMBL2832043;DTXSID50451861;AKOS040767572;4-t-butylphenyltrifluoromethanesulfonate;BS-52795;4-tert-Butylphenol trifluoromethanesulfonate;E83878

Chemical Property of 4-Tert-butylphenyl trifluoromethanesulfonate

Chemical Property:

• PSA: 51.75000
• LogP: 4.29330
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 282.05374993
• Heavy Atom Count: 18
• Complexity: 368

Purity/Quality:

97% ^*data from raw suppliers

4-(tert-Butyl)phenyltrifluoromethanesulfonate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)C1=CC=C(C=C1)OS(=O)(=O)C(F)(F)F

Technology Process of 4-Tert-butylphenyl trifluoromethanesulfonate

There total 8 articles about 4-Tert-butylphenyl 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: 100.0%

para-tert-butylphenol (98-54-4) + para-nitrophenyl triflate (17763-80-3) → 4-tert-butylphenyl triflate (154318-75-9)

Guidance literature:

With 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene on polystyrene.HL; In acetonitrile; at 80 ℃;

DOI:10.1016/S0040-4039(99)01529-4

Reference yield: 98.0%

trifluoromethylsulfonic anhydride (358-23-6) + para-tert-butylphenol (98-54-4) → 4-tert-butylphenyl triflate (154318-75-9)

Guidance literature:

With pyridine; In dichloromethane; at 0 ℃; for 0.25h;

DOI:10.1055/s-2005-861791

Reference yield: 93.0%

sodium triflate (2926-30-9) + p-tert-butylphenylboronic acid (123324-71-0) → 4-tert-butylphenyl triflate (154318-75-9)

Guidance literature:

With 5,5-dioxido-2,8-bis(trifluoromethyl)-10H-dibenzo[b,e][1,4]thiabismin-10-yl trifluoromethanesulfonate; sodium phosphate; 2,6-dichloro-1-fluoropyridin-1-ium tetrafluoroborate; In chloroform; at 60 ℃; for 16h; Molecular sieve; Inert atmosphere;

DOI:10.1021/jacs.0c05343

upstream raw materials:

trifluoromethylsulfonic anhydride

para-tert-butylphenol

para-nitrophenyl triflate

2-nitrophenyl trifluoromethanesulfonate

Downstream raw materials:

4-tert-Butylbenzaldehyde

4,4'-di-tert-butylbiphenyl

para-tert-butylphenol

4-(1,1-dimethylethyl)benzoic acid

Refernces

• 1、 Guo, Peng,Wang, Ke,Jin, Wen-Jie,Xie, Hao,Qi, Liangliang,Liu, Xue-Yuan,Shu, Xing-Zhong. "Dynamic Kinetic Cross-Electrophile Arylation of Benzyl Alcohols by Nickel Catalysis". supporting information. p. 513 - 523. Retrieved 2021/01/12.
• 2、 Wang, Mingyue,Yang, Jia,Wang, Shuai,Zhong, Hong. "Base-promoted selective O-phosphorylation of aryl triflates with P(O)-H compounds". supporting information. . Retrieved 2020/05/05.