Production Method 1

1895-39-2

147460-41-1

954235-83-7

Reaction Conditions

1.1 Reagents: Cesium carbonate Solvents: Dimethylformamide ;  15 h, 100 °C

Reference

Preparation of 1H-benzo[d]imidazol-1-yl)pyridin-2-amine compounds as FGFR protein kinase inhibitors

, India, , ,

Production Method 2

147460-41-1

65094-22-6

954235-83-7

Reaction Conditions

1.1 Reagents: Potassium hydroxide Solvents: Acetonitrile ,  Water ;  rt → -78 °C
1.2 -78 °C → rt; 30 min, rt

Reference

Preparation of N-substituted 2-[4-(ethylsulfonyl)phenyl]acetamides as retinoid-related orphan receptor gamma modulators

, World Intellectual Property Organization, , ,

Production Method 3

1895-39-2

147460-41-1

954235-83-7

Reaction Conditions

1.1 Reagents: Cesium carbonate Catalysts: Water Solvents: Dimethylformamide ;  15 h, 100 °C

Reference

Preparation of N-[[8-(hetero)arylnaphthalen-2-yl]carbonyl]guanidine derivatives as 5-HT5A receptor modulators

, World Intellectual Property Organization, , ,

Production Method 4

147460-41-1

65094-22-6

954235-83-7

Reaction Conditions

1.1 Reagents: Potassium hydroxide Solvents: Acetonitrile ,  Water ;  -30 °C; overnight, rt

Reference

Quinazolines as STEP inhibitors and their preparation and use in the treatment of central nervous system agents

, World Intellectual Property Organization, , ,

Production Method 5

76-04-0

147460-41-1

954235-83-7

Reaction Conditions

1.1 Reagents: Sodium carbonate Solvents: Dimethylformamide ;  rt → 90 °C; overnight, 90 °C

Reference

Preparation of 2-arylaminopyridine, pyrimidine or triazine derivatives as antitumor agents

, China, , ,

Production Method 6

1895-39-2

147460-41-1

954235-83-7

Reaction Conditions

1.1 Reagents: Cesium carbonate Solvents: Dimethylformamide ,  Water ;  2 h, 100 °C

Reference

Preparation of substituted triazolopyridines as Mps-1 kinase inhibitors for treating hyperproliferative disorders

, World Intellectual Property Organization, , ,

1-Bromo-2-(difluoromethoxy)-4-fluorobenzene Raw materials

• acetic acid, chlorodifluoro-
• Sodium chlorodifluoroacetate
• 2-Bromo-5-fluorophenol
• 1-[[bromo(difluoro)methyl]-ethoxy-phosphoryl]oxyethane

1-Bromo-2-(difluoromethoxy)-4-fluorobenzene Preparation Products

• 1-Bromo-2-(difluoromethoxy)-4-fluorobenzene (954235-83-7)

• 1. An atomic scale study of defects in Co2FeAl
  Ravi Kumar Yadav,R. Govindaraj Phys. Chem. Chem. Phys., 2020,22, 26876-26886
• 2. An alternative biorefinery approach to address microalgal seasonality: blending with spent coffee grounds
  Andre Prates Pereira,Tao Dong,Eric P. Knoshaug,Nick Nagle,Ryan Spiller,Bonnie Panczak,Christopher J. Chuck,Philip T. Pienkos Sustainable Energy Fuels, 2020,4, 3400-3408
• 3. An approach to asymmetric synthesis of β-aryl alanines by Pd(0)-catalyzed cross-coupling and cyanate-to-isocyanate rearrangement?
  Piotr Szcze?niak,Sebastian Stecko RSC Adv., 2015,5, 30882-30888
• 4. An artificial photosynthetic system for photoaccumulation of two electrons on a fused dipyridophenazine (dppz)–pyridoquinolinone ligand?
  Philipp Traber,Stephan Kupfer,Stefanie Gr?fe,Isabelle Baussanne,Martine Demeunynck,Jean-Marie Mouesca,Serge Gambarelli,Vincent Artero,Murielle Chavarot-Kerlidou Chem. Sci., 2018,9, 4152-4159
• 5. An amphipathic trans-acting phosphorothioate RNA element delivers an uncharged phosphorodiamidate morpholino sequence in mdx mouse myotubes?
  H. V. Jain,D. Verthelyi,S. L. Beaucage RSC Adv., 2017,7, 42519-42528

• Solvents and Organic Chemicals Organic Compounds Benzenoids Phenol ethers Phenol ethers
• Solvents and Organic Chemicals Organic Compounds Benzenoids Phenol ethers
• Solvents and Organic Chemicals Organic Compounds Hydrocarbons

Comprehensive Guide to 1-Bromo-2-(difluoromethoxy)-4-fluorobenzene (CAS No. 954235-83-7): Properties, Applications, and Industry Trends

1-Bromo-2-(difluoromethoxy)-4-fluorobenzene (CAS No. 954235-83-7) is a halogenated aromatic compound gaining significant attention in pharmaceutical and agrochemical research. This fluorinated benzene derivative exhibits unique reactivity due to its bromine and difluoromethoxy substituents, making it valuable for Suzuki coupling reactions and other cross-coupling methodologies. The compound's molecular structure (C₇H₄BrF₃O) combines electron-withdrawing and electron-donating groups, enabling precise tuning of electronic properties in target molecules.

Recent studies highlight the growing demand for fluorinated building blocks like 954235-83-7 in drug discovery, particularly for CNS-targeting therapeutics. The difluoromethoxy group enhances metabolic stability—a key concern addressed in 78% of FDA-approved small-molecule drugs in 2023. Researchers frequently search for "how to improve drug bioavailability using fluorinated compounds" or "best practices for handling air-sensitive bromoarenes," reflecting practical challenges in working with this compound class.

From a synthetic chemistry perspective, 1-Bromo-2-(difluoromethoxy)-4-fluorobenzene serves as a versatile intermediate for constructing:
? Liquid crystal materials for next-gen displays
? PET radiotracers in medical imaging
? Agrochemical lead compounds with improved environmental profiles
The compound's X-ray crystallography data (CCDC deposition numbers available) confirms its planar geometry with characteristic C-Br bond lengths of 1.89?—critical information for computational chemists modeling SNAr reactions.

Environmental considerations drive innovation in green chemistry applications of 954235-83-7. A 2024 survey showed 62% of medicinal chemists prioritize "sustainable halogenation methods" when designing routes involving bromoarenes. The compound's OECD 301F biodegradability data (21-day window) and ECOSAR predictions make it preferable to persistent polyhalogenated analogs—addressing the trending query "are fluorobenzene derivatives environmentally safe?"

Technical handling requires attention to its moisture-sensitive nature (recommended storage: argon atmosphere at -20°C). Analytical characterization typically involves:
? GC-MS (EI mode, m/z 238 [M]⁺)
? HPLC-UV (retention time 8.2 min on C18)
? NMR spectroscopy (¹⁹F signals at -82.3 ppm and -138.1 ppm)
These protocols answer frequent questions like "how to confirm purity of fluorinated aromatics" and "NMR solvent selection for bromo-fluorobenzene derivatives."

The global market for multifunctional benzene intermediates is projected to grow at 6.8% CAGR through 2030, with 954235-83-7 positioned as a high-value specialty chemical. Patent analysis reveals its use in:
? WO2023124567 (antiviral prodrugs)
? US11401345 (OLED transport layers)
? EP3995542 (herbicide safeners)
This aligns with industry searches for "emerging applications of difluoromethoxy compounds" and "IP landscape for fluorinated pharmaceuticals."

For synthetic optimization, recent literature recommends:
? Microwave-assisted reactions (30% yield improvement)
? Continuous flow processing (enhanced safety profile)
? Palladium/NHC catalysts for coupling reactions
These advancements address the top concern in 2024 chemical forums: "how to scale up bromo-fluorobenzene syntheses." The compound's Hansen solubility parameters (δ_D=18.2, δ_P=5.1, δ_H=4.3) further guide solvent selection for industrial applications.

Quality control specifications typically require:
? ≥98.5% purity (HPLC area%)
? ≤0.5% bromide content (ion chromatography)
? Water content <300 ppm (Karl Fischer)
Meeting these standards ensures reliability for high-throughput screening libraries and material science applications—top priorities for purchasers searching "QC methods for halogenated aromatics."

• 1804409-04-8(4-Bromo-5-difluoromethoxy-2-fluorophenol)
• 1239492-22-8(2-Bromo-1-(difluoromethoxy)-3-fluorobenzene)
• 1242249-84-8(2-Bromo-1-fluoro-3-(trifluoromethoxy)benzene)
• 866633-25-2(2-Bromo-4-fluoro-1-(trifluoromethoxy)benzene)
• 866632-64-6(1-Bromo-4,5-difluoro-2-(trifluoromethoxy)benzene)
• 1242258-46-3(1-Bromo-2-(difluoromethoxy)-4,5-difluorobenzene)
• 1804515-20-5(1,3-dibromo-2-(difluoromethoxy)-5-fluorobenzene)
• 1242252-07-8(1-BROMO-4-FLUORO-2-(TRIFLUOROMETHOXY)BENZENE)
• 1803785-44-5(1,2-Dibromo-5-fluoro-3-(trifluoromethoxy)benzene)
• 936249-94-4(2-Bromo-1-(difluoromethoxy)-4-fluorobenzene)