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About This Item
Linear Formula:
F2C6H2(OCH3)2
CAS Number:
Molecular Weight:
174.14
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
assay
99%
mp
123-125 °C (lit.)
SMILES string
COc1cc(F)c(OC)cc1F
InChI
1S/C8H8F2O2/c1-11-7-3-6(10)8(12-2)4-5(7)9/h3-4H,1-2H3
InChI key
QNQUBUBFPGHXAL-UHFFFAOYSA-N
General description
1,4-Difluoro-2,5-dimethoxybenzene is an alkoxy arene. It undergoes 1:3 reaction with TaF5 in chloroform at 40-50°C to afford long-lived radical cation salts [1,4-F2-2,5-(MeO)2C6H2][Ta2F11].
Application
1,4-Difluoro-2,5-dimethoxybenzene is suitable reagent used in a study to investigate the direct anodic electrodeposition of polypyrrole, poly(3,4-ethylenedioxythiophene) and polythiophene on Cu electrodes by employing a corrosion inhibitor. It may be used in the following studies:
- Synthesis of 7-fluoro-5,8-dimethoxy-1-naphthol.
- As novel precursor for the iterative double benzyne-furan Diels-Alder reactions.
- Synthesis of 1,4-bis(phosphino)-2,5-difluoro-3,6-dimethoxybenzenes.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Gillian E Morton et al.
The Journal of organic chemistry, 70(9), 3525-3529 (2005-04-23)
[reaction: see text] The use of 1,4-difluoro-2,5-dimethoxybenzene as a novel precursor for iterative two-directional benzyne-furan Diels-Alder reactions, using a range of 2- and 3-substituted furans, is reported. Substituted oxabenzonorbornadienes were synthesized following the initial Diels-Alder reaction, which upon ring opening
Electrodeposition of Conducting Polymers on Copper in Nonaque-ous Media by Corrosion Inhibition.
Lee S and Lee H.
Journal of Electrochemical Science and Technology, 3(2), 85-89 (2012)
1, 4-Bis (phosphine)-2, 5-difluoro-3, 6-dihydroxybenzenes and their P-oxides: Syntheses, structures, ligating and electronic properties.
Pignotti LR, et al.
Journal of Organometallic Chemistry, 693(20), 3263-3272 (2008)
Gillian E Morton et al.
Organic letters, 8(13), 2859-2861 (2006-06-16)
[reaction: see text] 7-Fluoro-5,8-dimethoxy-1-naphthol, prepared from the lithiation and benzyne formation from 1,4-difluoro-2,5-dimethoxybenzene and Diels-Alder cycloaddition with furan, was sequentially C-glycosidated under Suzuki conditions and O-glycosidated using di-O-acetyl-L-rhamnal to provide the corresponding beta-naphthyl C,O-disaccharide. Further lithiation, benzyne formation, and cycloaddition
Fabio Marchetti et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 19(41), 13962-13969 (2013-08-21)
The 1:3 reactions of the alkoxy arenes 1,4-(MeO)2 C6 H4 and 1,4-F2 -2,5-(MeO)2 C6 H2 with TaF5 in chloroform at 40-50 °C resulted in formation in about 35 % yield of the long-lived radical cation salts [1,4-(MeO)2 C6 H4 ][Ta2 F11 ]
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