1-Chloro-3-(trifluoromethoxy)benzene

Base Information

• Chemical Name: 1-Chloro-3-(trifluoromethoxy)benzene
• CAS No.: 772-49-6
• Molecular Formula: C7H4ClF3O
• Molecular Weight: 196.556
• Hs Code.: 2909309090
• European Community (EC) Number: 680-208-1
• DSSTox Substance ID: DTXSID70380447
• Nikkaji Number: J3.454.579K
• Wikidata: Q72511373
• Mol file: 772-49-6.mol

Synonyms:1-Chloro-3-(trifluoromethoxy)benzene;772-49-6;3-(TRIFLUOROMETHOXY)CHLOROBENZENE;Benzene, 1-chloro-3-(trifluoromethoxy)-;MFCD00276971;SCHEMBL255377;3-Trifluoromethoxy chlorobenzene;DTXSID70380447;OLDJEKBXICPMAS-UHFFFAOYSA-N;AKOS006227834;CS-W015693;PS-8263;1-chloranyl-3-(trifluoromethyloxy)benzene;SY020754;A9780;C2092;FT-0613910;A839017;1-chloro-3-(trifluoromethoxy)benzene;3-(Trifluoromethoxy)chlorobenzene

Chemical Property of 1-Chloro-3-(trifluoromethoxy)benzene

Chemical Property:

• Appearance/Colour: Colorless to pale yellow liquid
• Vapor Pressure: 6mmHg at 25°C
• Refractive Index: 1.452
• Boiling Point: 145.9 °C at 760 mmHg
• Flash Point: 42.1 °C
• PSA: 9.23000
• Density: 1.386 g/cm³
• LogP: 3.23860
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• Water Solubility.: Slightly soluble in water.
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 195.9902769
• Heavy Atom Count: 12
• Complexity: 148

Purity/Quality:

98% ^*data from raw suppliers

1-Chloro-3-(trifluoromethoxy)benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)Cl)OC(F)(F)F
• Uses: 1-Chloro-3-(trifluoromethoxy)benzene is used as pharmaceutical intermediate.

Technology Process of 1-Chloro-3-(trifluoromethoxy)benzene

There total 12 articles about 1-Chloro-3-(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:

hypofluorous acid trifluoromethyl ester (373-91-1) + chlorobenzene (108-90-7) → 1-chloro-2-fluorobenzene (348-51-6) + 1-Chloro-4-fluorobenzene (352-33-0) + o-chloro-α,α,α-trifluoromethoxybenzene (450-96-4) + 3-chlorofluorobenzene (625-98-9) + 1-chloro-4-(trifluoromethoxy)benzene (461-81-4) + m-chloro-α,α,α-trifluoromethoxybenzene (772-49-6)

Guidance literature:

In 1,2-dichlorotrifluoroethyl-trifluoromethylether; at -40 ℃; Inert atmosphere;

DOI:10.1016/j.jfluchem.2012.04.008

Reference yield:

3-methyl-4-nitro-1-(trifluoromethoxy)-6-(trifluoromethyl)-1H-benzo[d][1,2,3]triazol-3-ium trifluoromethanesulfonate + chlorobenzene (108-90-7) → o-chloro-α,α,α-trifluoromethoxybenzene (450-96-4) + 1-chloro-4-(trifluoromethoxy)benzene (461-81-4) + m-chloro-α,α,α-trifluoromethoxybenzene (772-49-6)

Guidance literature:

With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; In acetonitrile; at 20 ℃; for 16h; Overall yield = 73 %Spectr.; regioselective reaction; Sealed tube; Irradiation;

DOI:10.1002/anie.201808495

Reference yield:

1-trifluoromethoxybenzene (456-55-3) → o-chloro-α,α,α-trifluoromethoxybenzene (450-96-4) + 1-chloro-4-(trifluoromethoxy)benzene (461-81-4) + m-chloro-α,α,α-trifluoromethoxybenzene (772-49-6)

Guidance literature:

With chlorine; iron(III) chloride; In nitromethane; at 25 ℃; for 1.5h; Product distribution; further catalyst and solvent; investigation of the chlorination reaction; relative reactivity data compared to benzene;

DOI:10.1021/ja00246a030

upstream raw materials:

1-trifluoromethoxybenzene

hypofluorous acid trifluoromethyl ester

chlorobenzene

Benzoyl bromide

Downstream raw materials:

1-trifluoromethoxybenzene

3-(trifluoromethoxy)benzoic acid

Refernces

• 1、 Cendón, Borja,Gulías, Moisés,Ho, Michelle,No?l, Timothy,Nyuchev, Alexander V.,Sambiagio, Carlo,Struijs, Job J. C.,Wan, Ting,Wang, Ying. "Photocatalytic trifluoromethoxylation of arenes and heteroarenes in continuous-flow". supporting information. p. 1305 - 1312. Retrieved 2020/07/10.
• 2、 -. "DIFLUOROMETHOXYLATION AND TRIFLUOROMETHOXYLATION COMPOSITIONS AND METHODS FOR SYNTHESIZING SAME". Page/Page column 43; 46; 56; 57-58. . Retrieved 2019/09/18.