1-Methyl-4-(trifluoromethoxy)benzene

Base Information

• Chemical Name: 1-Methyl-4-(trifluoromethoxy)benzene
• CAS No.: 706-27-4
• Molecular Formula: C8H7F3O
• Molecular Weight: 176.138
• Hs Code.: 29093090
• European Community (EC) Number: 624-597-8
• DSSTox Substance ID: DTXSID10375271
• Nikkaji Number: J1.490.435B
• Wikidata: Q72511563
• Mol file: 706-27-4.mol

Synonyms:706-27-4;1-Methyl-4-(trifluoromethoxy)benzene;4-(Trifluoromethoxy)toluene;4-Trifluoromethoxytoluene;4-TOLUENE TRIFLUOROMETHYL ETHER;Benzene, 1-methyl-4-(trifluoromethoxy)-;SCHEMBL91415;DTXSID10375271;GINZSFKNCKIGSV-UHFFFAOYSA-N;IYHXULGNMRRUMK-UHFFFAOYSA-N;JUXFXYQUXNXVAA-UHFFFAOYSA-N;4-(Trifluoromethoxy)toluene, 98%;CL9411;MFCD00042413;AKOS015852987;AC-13864;AS-46338;A9308;CS-0081166;FT-0616903;T2454;EN300-141820

Chemical Property of 1-Methyl-4-(trifluoromethoxy)benzene

Chemical Property:

• Vapor Pressure: 10.1mmHg at 25°C
• Refractive Index: n20/D 1.416(lit.)
• Boiling Point: 134.2 °C at 760 mmHg
• Flash Point: 40.7 °C
• PSA: 9.23000
• Density: 1.205 g/cm³
• LogP: 2.89360
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 176.04489933
• Heavy Atom Count: 12
• Complexity: 136

Purity/Quality:

99% ^*data from raw suppliers

1-Methyl-4-(trifluoromethoxy)benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 16-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)OC(F)(F)F

Technology Process of 1-Methyl-4-(trifluoromethoxy)benzene

There total 10 articles about 1-Methyl-4-(trifluoromethoxy)benzene 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: 73.0%

1-bromo-4-(trifluoromethoxy)benzene (407-14-7) + methyl iodide (74-88-4) → p-methyl-α,α,α-trifluoromethoxybenzene (706-27-4)

Guidance literature:

1-bromo-4-(trifluoromethoxy)benzene; With n-butyllithium; In diethyl ether; hexane; at -75 ℃; for 0.75h;

methyl iodide; In diethyl ether; hexane; at -75 ℃; Further stages.;

DOI:10.1002/1099-0690(200102)2001:4<691::AID-EJOC691>3.0.CO;2-A

Reference yield: 67.0%

p-cresol (106-44-5) + Bis-(trifluormethyl)-bis-(trifluormethoxy)-sulfuran (63465-11-2) → p-methyl-α,α,α-trifluoromethoxybenzene (706-27-4)

Guidance literature:

In diethyl ether; 25°C, 0.5 h;

DOI:10.1021/ja00454a067

Reference yield:

3-methyl-4-nitro-1-(trifluoromethoxy)-6-(trifluoromethyl)-1H-benzo[d][1,2,3]triazol-3-ium trifluoromethanesulfonate + toluene (108-88-3,15644-74-3,16713-13-6) → p-methyl-α,α,α-trifluoromethoxybenzene (706-27-4) + m-methyl-α,α,α-trifluoromethoxybenzene (705-44-2) + 1-methyl-2-(trifluoromethoxy)benzene (42908-77-0)

Guidance literature:

With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; In acetonitrile; at 20 ℃; for 16h; Overall yield = 54 %Spectr.; regioselective reaction; Sealed tube; Irradiation;

DOI:10.1002/anie.201808495

upstream raw materials:

N-Formylpiperidine

1-bromo-4-(trifluoromethoxy)benzene

4-methylphenyl trifluoroacetate

methyl iodide

Downstream raw materials:

1-methyl-2-nitro-4-(trifluoromethoxy)benzene

2-methyl-5-(trifluoromethoxy)aniline

1-(5-bromo-6-trifluoromethoxy-1H-indazol-1-yl)ethanone

6-trifluoromethoxy-5-(2-trifluoromethylphenyl)-1H-indazole

Refernces

• 1、 -. "DIFLUOROMETHOXYLATION AND TRIFLUOROMETHOXYLATION COMPOSITIONS AND METHODS FOR SYNTHESIZING SAME". Page/Page column 75; 79; 118-119; 126-127. . Retrieved 2019/09/18.
• 2、 Zheng, Weijia,Lee, Johnny W.,Morales-Rivera, Cristian A.,Liu, Peng,Ngai, Ming-Yu. "Redox-Active Reagents for Photocatalytic Generation of the OCF3 Radical and (Hetero)Aryl C?H Trifluoromethoxylation". supporting information. p. 13795 - 13799. Retrieved 2018/09/27.