4-Methyl-2-(trimethylsilyl)phenyl Trifluoromethanesulfonate

Base Information

• Chemical Name: 4-Methyl-2-(trimethylsilyl)phenyl Trifluoromethanesulfonate
• CAS No.: 262373-15-9
• Molecular Formula: C11H15 F3 O3 S Si
• Molecular Weight: 312.385
• Hs Code.: 29319090
• European Community (EC) Number: 677-543-0
• DSSTox Substance ID: DTXSID40466303
• Nikkaji Number: J1.232.427H
• Wikidata: Q82292839
• Mol file: 262373-15-9.mol

Synonyms:262373-15-9;4-Methyl-2-(trimethylsilyl)phenyl Trifluoromethanesulfonate;(4-methyl-2-trimethylsilylphenyl) trifluoromethanesulfonate;4-Methyl-2-(trimethylsilyl)phenyl Triflate;Methanesulfonic acid, 1,1,1-trifluoro-, 4-methyl-2-(trimethylsilyl)phenyl ester;4-Methyl-2-(Trimethylsilyl)Phenyltrifluoromethanesulfonate;Methanesulfonic acid, trifluoro-, 4-methyl-2-(trimethylsilyl)phenyl ester;C11H15F3O3SSi;2-(Trimethylsilyl)-p-tolyl Trifluoromethanesulfonate;SCHEMBL12381189;DTXSID40466303;MFCD10566914;AKOS015852940;BS-22159;CS-0182181;FT-0738291;M1882;T72189;J-016339;4-Methyl-2-(Trimethylsilyl)Phenyl Trifluoromethanesulfonate, 98%;Trifluoromethanesulfonic Acid 4-Methyl-2-(trimethylsilyl)phenyl Ester

Chemical Property of 4-Methyl-2-(trimethylsilyl)phenyl Trifluoromethanesulfonate

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Refractive Index: 1.471
• Boiling Point: 300.767°C at 760 mmHg
• Flash Point: 135.699°C
• PSA: 51.75000
• Density: 1.22
• LogP: 3.84940
• Storage Temp.: Inert atmosphere,Room Temperature
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 312.04632653
• Heavy Atom Count: 19
• Complexity: 408

Purity/Quality:

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

4-Methyl-2-(trimethylsilyl)phenyl Trifluoromethanesulfonate >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)OS(=O)(=O)C(F)(F)F)[Si](C)(C)C

Technology Process of 4-Methyl-2-(trimethylsilyl)phenyl Trifluoromethanesulfonate

There total 8 articles about 4-Methyl-2-(trimethylsilyl)phenyl 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: 88.0%

trifluoromethylsulfonic anhydride (358-23-6) + (2-bromo-4-methylphenoxy)trimethylsilane → 4-methyl-2-(trimethylsilyl)phenyl trifluoromethanesulfonate (262373-15-9)

Guidance literature:

(2-bromo-4-methylphenoxy)trimethylsilane; With n-butyllithium; In diethyl ether; at 20 ℃; for 0.0166667h; Flow reactor;

trifluoromethylsulfonic anhydride; In diethyl ether; at 20 ℃; for 0.00202778h; Flow reactor;

DOI:10.1021/ol500959e

Reference yield: 49.0%

trifluoromethylsulfonic anhydride (358-23-6) + 2-bromo-p-cresol (6627-55-0) + 1,1,1,3,3,3-hexamethyl-disilazane (999-97-3) → 4-methyl-2-(trimethylsilyl)phenyl trifluoromethanesulfonate (262373-15-9)

Guidance literature:

2-bromo-p-cresol; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; for 2h; Reflux; Inert atmosphere;

With n-butyllithium; In tetrahydrofuran; pentane; at -100 - -80 ℃; for 0.333333h; Inert atmosphere;

trifluoromethylsulfonic anhydride; In tetrahydrofuran; diethyl ether; pentane; at -100 - -80 ℃; for 0.333333h; Inert atmosphere;

DOI:10.1002/anie.201005490

Reference yield:

trifluoromethylsulfonic anhydride (358-23-6) + 4-methyl-2-(trimethylsilyl)phenol (58933-96-3) → 4-methyl-2-(trimethylsilyl)phenyl trifluoromethanesulfonate (262373-15-9)

Guidance literature:

4-methyl-2-(trimethylsilyl)phenol; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h;

trifluoromethylsulfonic anhydride; In tetrahydrofuran; at -78 ℃; for 1.5h;

DOI:10.1016/j.tetlet.2019.04.033

upstream raw materials:

trifluoromethylsulfonic anhydride

2-bromo-p-cresol

1,1,1,3,3,3-hexamethyl-disilazane

2-bromo-5-methylphenol

Downstream raw materials:

3-ethoxycarbonyl-6-methyl-1H-indazole

3-ethoxycarbonyl-5-methyl-1H-indazole

4-methyl-1,2-bis(tri-n-butylstannyl)benzene

tributyl[2-phenylthio-5-Me-phenyl]tin

Refernces

• 1、 Lei, Meng,Miao, Hang,Wang, Xueyuan,Zhang, Wen,Zhu, Chengjian,Lu, Xiaqiang,Shen, Jian,Qin, Yanru,Zhang, Haoyang,Sha, Sijia,Zhu, Yongqiang. "Trifluoromethyl aryl sulfonates (TFMS): An applicable trifluoromethoxylation reagent". . p. 1389 - 1392. Retrieved 2019/04/30.
• 2、 Sun, Chu-Han,Lu, Yi,Zhang, Qing,Lu, Rong,Bao, Lin-Qing,Shen, Mei-Hua,Xu, Hua-Dong. "Selective: S -arylation of 2-oxazolidinethiones and selective N -arylation of 2-benzoxazolinones/2-benzimidazolinones". supporting information. p. 4058 - 4063. Retrieved 2017/07/10.