1-Bromo-3-(difluoromethoxy)benzene

Base Information

• Chemical Name: 1-Bromo-3-(difluoromethoxy)benzene
• CAS No.: 262587-05-3
• Molecular Formula: C7H5BrF2O
• Molecular Weight: 223.017
• Hs Code.: 29093090
• European Community (EC) Number: 639-299-3
• DSSTox Substance ID: DTXSID60371763
• Nikkaji Number: J3.454.581B
• Wikidata: Q72454391
• Mol file: 262587-05-3.mol

Synonyms:1-Bromo-3-(difluoromethoxy)benzene;262587-05-3;3-(Difluoromethoxy)bromobenzene;3-Bromo-1-(difluoromethoxy)benzene;Benzene, 1-bromo-3-(difluoromethoxy)-;MFCD00236233;3-difluoromethoxybromobenzene;SCHEMBL22904;DTXSID60371763;TQU0263;BBL101340;STL555136;AKOS000195373;AM61434;CS-W007939;PS-7806;SY018958;1-Bromo-3-(difluoromethoxy)benzene, 97%;B4189;FT-0659495;EN300-366098;J-016353

Chemical Property of 1-Bromo-3-(difluoromethoxy)benzene

Chemical Property:

• Appearance/Colour: liquid
• Vapor Pressure: 0.54mmHg at 25°C
• Refractive Index: n20/D 1.502(lit.)
• Boiling Point: 86.963 °C
• Flash Point: 86.963 °C
• PSA: 9.23000
• Density: 1.583 g/cm³
• LogP: 3.05050
• Storage Temp.: Room temperature.
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 221.94918
• Heavy Atom Count: 11
• Complexity: 121

Purity/Quality:

99% ^*data from raw suppliers

1-Bromo-3-(difluoromethoxy)benzene ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)Br)OC(F)F

Technology Process of 1-Bromo-3-(difluoromethoxy)benzene

There total 5 articles about 1-Bromo-3-(difluoromethoxy)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: 72.0%

2-(3-bromophenoxy)-2-fluoroacetic acid (1432474-19-5) → (3-bromophenyl)difluoromethyl ether (262587-05-3)

Guidance literature:

With xenon difluoride; In chloroform-d1; at 23 ℃; for 0.333333h; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.orglett.6b02208

Reference yield: 61.0%

3-Bromophenol (591-20-8) + sodium chlorodifluoroacetate (1895-39-2) → (3-bromophenyl)difluoromethyl ether (262587-05-3)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 2h;

Reference yield:

bromobenzene (108-86-1,52753-63-6) + 1-(difluoromethoxy)-3-methyl-6-nitro-4-(trifluoromethyl)-1H-benzo[d][1,2,3]triazol-3-ium trifluoromethanesulfonate → 1-bromo-2-(dilfluoromethoxy)benzene (175278-33-8) + 1-bromo-4-(difluoromethoxy)benzene (5905-69-1) + (3-bromophenyl)difluoromethyl ether (262587-05-3)

Guidance literature:

With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; In acetonitrile; at 23 ℃; for 12h; Overall yield = 72 %Spectr.; Irradiation;

DOI:10.1039/C8SC05390A

upstream raw materials:

3-Bromophenol

sodium chlorodifluoroacetate

2-(3-bromophenoxy)-2-fluoroacetic acid

ethyl (3-bromophenoxy)(fluoro)acetate

Downstream raw materials:

2-(3-(difluoromethoxy)phenyl )-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

(3'-((difluoromethyl)oxy)-2-(2,2-dimethylcyclopentyl)-1,1'-biphenyl-4-yl)methanol

(3'-((difluoromethyl)oxy)-2-(2,2-dimethylcyclopentyl)-1,1'-biphenyl-4-yl)methanol

methyl 3'-((difluoromethyl)oxy)-2-(2,2-dimethylcyclopentyl)-1,1'-biphenyl-4-carboxylate

Refernces

• 1、 Lee, Johnny W.,Zheng, Weijia,Morales-Rivera, Cristian A.,Liu, Peng,Ngai, Ming-Yu. "Catalytic radical difluoromethoxylation of arenes and heteroarenes". . p. 3217 - 3222. Retrieved 2019/03/21.
• 2、 Chatalova-Sazepin, Claire,Binayeva, Meruyert,Epifanov, Maxim,Zhang, Wei,Foth, Paul,Amador, Carolyn,Jagdeo, Manu,Boswell, Benjamin R.,Sammis, Glenn M.. "Xenon Difluoride Mediated Fluorodecarboxylations for the Syntheses of Di- and Trifluoromethoxyarenes". . p. 4570 - 4573. Retrieved 2016/09/28.