1-(Bromomethyl)-2-fluoro-4-methoxybenzene

Base Information

• Chemical Name: 1-(Bromomethyl)-2-fluoro-4-methoxybenzene
• CAS No.: 54788-19-1
• Molecular Formula: C8H8BrFO
• Molecular Weight: 219.053
• Hs Code.: 2909309090
• DSSTox Substance ID: DTXSID80449675
• Mol file: 54788-19-1.mol

Synonyms:1-(bromomethyl)-2-fluoro-4-methoxybenzene;54788-19-1;2-Fluoro-4-methoxybenzyl bromide;Benzene, 1-(bromomethyl)-2-fluoro-4-methoxy-;SCHEMBL3677716;DTXSID80449675;MGGMXOCLNXDSEQ-UHFFFAOYSA-N;CL9274;MFCD09261045;AKOS009311666;AB50043;1-Bromomethyl-2-fluoro-4-methoxy-benzene;AM804034;AS-46272;FT-0765637;EN300-1252134;A870356

Chemical Property of 1-(Bromomethyl)-2-fluoro-4-methoxybenzene

Chemical Property:

• Vapor Pressure: 0.11mmHg at 25°C
• Boiling Point: 228.561oC at 760 mmHg
• Flash Point: 110.774oC
• PSA: 9.23000
• Density: 1.489g/cm3
• LogP: 2.72920
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 217.97426
• Heavy Atom Count: 11
• Complexity: 121

Purity/Quality:

98%Min ^*data from raw suppliers

2-Fluoro-4-methoxybenzylBromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)CBr)F
• Use Description: 2-Fluoro-4-methoxybenzyl bromide, a specific chemical compound, serves diverse roles in various fields. In the pharmaceutical sector, it plays a crucial role as a reactive intermediate in the synthesis of biologically active compounds, contributing to drug discovery and development efforts. In organic synthesis, this compound serves as a versatile building block, enabling the creation of complex molecular structures for research and practical applications. Moreover, in the field of agrochemicals, it might be employed as a precursor for the synthesis of compounds used in crop protection products, aiding in pest management and crop yield enhancement. Its applications in pharmaceuticals, organic synthesis, and agrochemicals underscore its significance in driving innovation, scientific exploration, and practical solutions across these vital domains.

Technology Process of 1-(Bromomethyl)-2-fluoro-4-methoxybenzene

There total 7 articles about 1-(Bromomethyl)-2-fluoro-4-methoxybenzene 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: 95.0%

(2-fluoro-4-methoxyphenyl)methanol (405-09-4) → 2-fluoro-4-methoxybenzyl bromide (54788-19-1)

Guidance literature:

With pyridine; sulfurous dibromide; In dichloromethane; for 3h; Heating;

DOI:10.1016/0022-1139(94)03085-E

Reference yield:

2-fluoro-4-methoxy-1-methylbenzene (405-06-1) → 2-fluoro-4-methoxybenzyl bromide (54788-19-1)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane; Irradiation;

DOI:10.1021/jm00235a006

Reference yield:

3-fluorophenol (372-20-3) → 2-fluoro-4-methoxybenzyl bromide (54788-19-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 95 percent / imidazole / dimethylformamide / Ambient temperature

2: 1.) 1.4M sec-butyllithium / 1.) THF, cyclohexane, 30 min at -78 deg C; 2.) THF, cyclohexane, 30 min at room temp.

3: 85 percent / KF / dimethylformamide / 18 h / Ambient temperature

4: 83 percent / NaBH₄ / methanol / 0.5 h / Ambient temperature

5: 95 percent / pyridine, SOBr₂ / CH₂Cl₂ / 3 h / Heating

With pyridine; 1H-imidazole; potassium fluoride; sodium tetrahydroborate; sulfurous dibromide; sec.-butyllithium; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/0022-1139(94)03085-E

upstream raw materials:

(2-fluoro-4-methoxyphenyl)methanol

2-fluoro-4-methoxy-1-methylbenzene

3-fluorophenol

2-fluoro-4-hydroxybenzaldehyde

Downstream raw materials:

2-(2-fluoro-4-methoxyphenyl)acetonitrile

2-fluoro-L-tyrosine

Refernces

• 1、 -. "PHARMACEUTICAL COMPOSITION COMPRISING A PYRAZOLE-O-GLUCOSIDE DERIVATIVE". Page/Page column 49. . Retrieved 2008/12/07.
• 2、 -. "METHODS FOR PREVENTING AND TREATING METABOLIC DISORDERS AND NEW PYRAZOLE-O-GLYCOSIDE DERIVATIVES". Page/Page column 35. . Retrieved 2010/11/25.