4-Bromo-2-fluoroanisole

Base Information

• Chemical Name: 4-Bromo-2-fluoroanisole
• CAS No.: 2357-52-0
• Molecular Formula: C7H6BrFO
• Molecular Weight: 205.026
• Hs Code.: 29093090
• European Community (EC) Number: 219-096-2
• NSC Number: 10329
• UNII: F7J83Z8NHR
• DSSTox Substance ID: DTXSID80178195
• Nikkaji Number: J213.212E
• Wikidata: Q72455703
• Mol file: 2357-52-0.mol

Synonyms:4-Bromo-2-fluoroanisole;2357-52-0;4-Bromo-2-fluoro-1-methoxybenzene;2-fluoro-4-bromoanisole;Benzene, 4-bromo-2-fluoro-1-methoxy-;1-Bromo-3-fluoro-4-methoxybenzene;4-BROMO-2-FLUORO-1-METHOXY-BENZENE;C7H6BrFO;MFCD00011710;2-fluoro-4-bromo anisole;EINECS 219-096-2;NSC-10329;NSC10329;2-Fluor-4-bromanisol;o-fluoro-p-bromoanisole;4-bromo-2-fluoro-anisole;F7J83Z8NHR;C7-H6-Br-F-O;Anisole, 4-bromo-2-fluoro-;SCHEMBL282059;3-fluoro-4-methoxybromobenzene;4-Bromo-2-fluoroanisole, 97%;DWNXGZBXFDNKOR-UHFFFAOYSA-;DTXSID80178195;CS-D0985;NSC 10329;4-Bromo-2-fluoro-1-methoxybenzene #;AKOS008949054;AB01075;AC-3763;AM61424;PS-8124;4-bromo-2-fluoro-1-(methyloxy)benzene;SY016077;A1651;B1855;FT-0617768;EN300-65442;W-107396;Z54183592;F8880-5465

Chemical Property of 4-Bromo-2-fluoroanisole

Chemical Property:

• Appearance/Colour: clear very slightly yellow liquid
• Melting Point: 16 °C
• Refractive Index: n20/D 1.545(lit.)
• Boiling Point: 215.1 °C at 760 mmHg
• Flash Point: 98.3 °C
• PSA: 9.23000
• Density: 1.531 g/cm³
• LogP: 2.59680
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: insoluble
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 203.95861
• Heavy Atom Count: 10
• Complexity: 110

Purity/Quality:

99% ^*data from raw suppliers

4-Bromo-2-fluoroanisole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)Br)F
• Uses: 4-Bromo-2-fluoroanisole has been used in the synthesis of:1,4-bis[(3′-fluoro-4′-n alkoxyphenyl)ethynyl]benzenes with n=1-127-fluoro-6-methoxy-1-methyl-2-naphthaldehyde5,7-difluoro-6-methoxy-1-methyl-2-naphthaldehydeliquid crystals with terminal difluoromethoxy group and backbone of phenylbicyclohexane

Technology Process of 4-Bromo-2-fluoroanisole

There total 10 articles about 4-Bromo-2-fluoroanisole 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: 96.0%

1-fluoro-2-methoxybenzene (321-28-8) → 3-fluoro-4-methoxyphenyl bromide (2357-52-0)

Guidance literature:

With N-Bromosuccinimide; at 20 ℃; for 0.5h; regioselective reaction;

DOI:10.1021/acs.joc.7b02920

Reference yield: 70.0%

4-bromo-2-fluorophenol (2105-94-4) + methyl iodide (74-88-4) → 3-fluoro-4-methoxyphenyl bromide (2357-52-0)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃;

Reference yield: 64.0%

methanol (67-56-1) + 1-bromo-3,4-difluorobenzene (348-61-8) → 3-fluoro-4-methoxyphenyl bromide (2357-52-0)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 2,2,2-trifluoroethanol; 1,2-dichloro-ethane; at 40 ℃; for 48h; Irradiation;

DOI:10.1002/ejoc.202000337

upstream raw materials:

1-fluoro-2-methoxybenzene

3-fluoro-4-methoxyaniline

1-bromo-4-methoxy-benzene

4-bromo-2-fluorophenol

Downstream raw materials:

1-(3-Fluoro-4-methoxyphenyl)indole

ethyl 3-fluoro-4-methoxy-α-oxobenzeneacetate

ethyl 3-(3-fluoro-4-methyloxyphenyl)acrylate

4-(3-fluoro-4-methoxyphenyl)-naphthalene-1-carbaldehyde

Refernces

• 1、 Burton, Jonathan W.,Genovino, Julien,Lian, Yajing,Monck, Nat,Sheridan, Thomas,Yayla, Hatice G.. "Organophotochemical SNAr Reactions of Mildly Electron-Poor Fluoroarenes". supporting information. p. 2766 - 2770. Retrieved 2020/05/18.
• 2、 -. "List fluoro Radicamine compounds and their use and preparation method". Paragraph 0082; 0083; 0085. . Retrieved 2017/12/02.