Ethyl 4-(bromomethyl)-3-fluorobenzoate

Base Information

• Chemical Name: Ethyl 4-(bromomethyl)-3-fluorobenzoate
• CAS No.: 86239-01-2
• Molecular Formula: C10H10BrFO2
• Molecular Weight: 261.091
• DSSTox Substance ID: DTXSID201220465
• Mol file: 86239-01-2.mol

Synonyms:Ethyl 4-(bromomethyl)-3-fluorobenzoate;86239-01-2;4-(Bromomethyl)-3-fluorobenzoic acid ethyl ester;Benzoic acid, 4-(bromomethyl)-3-fluoro-, ethyl ester;SCHEMBL1198863;AUOGOIJBXMKMNK-UHFFFAOYSA-N;DTXSID201220465;Ethyl4-(bromomethyl)-3-fluorobenzoate;C78511

Chemical Property of Ethyl 4-(bromomethyl)-3-fluorobenzoate

Chemical Property:

• PSA: 26.30000
• LogP: 2.89730
• Storage Temp.: 2-8°C
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 259.98482
• Heavy Atom Count: 14
• Complexity: 199

Purity/Quality:

99% ^*data from raw suppliers

Ethyl4-(bromomethyl)-3-fluorobenzoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC(=C(C=C1)CBr)F

Technology Process of Ethyl 4-(bromomethyl)-3-fluorobenzoate

There total 3 articles about Ethyl 4-(bromomethyl)-3-fluorobenzoate 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: 74.0%

ethyl 3-fluoro-4-methylbenzoate (86239-00-1) → ethyl 4-(bromomethyl)-3-fluorobenzoate (86239-01-2) + ethyl 4-(dibromomethyl)-3-fluorobenzoate

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane; for 14h; Yields of byproduct given; Heating;

DOI:10.1021/jm00363a013

Reference yield:

ethyl 3-fluoro-4-methylbenzoate (86239-00-1) → ethyl 4-(bromomethyl)-3-fluorobenzoate (86239-01-2)

Guidance literature:

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

DOI:10.1016/j.bmcl.2005.11.042

Reference yield:

3-fluoro-4-methyl-benzoic acid (350-28-7) → ethyl 4-(bromomethyl)-3-fluorobenzoate (86239-01-2)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂SO₄ / Heating

2: N-bromosuccinimide / (PhCO)2O₂ / CCl₄ / Heating

With N-Bromosuccinimide; sulfuric acid; dibenzoyl peroxide; In tetrachloromethane;

DOI:10.1016/j.bmcl.2005.11.042

upstream raw materials:

ethyl 3-fluoro-4-methylbenzoate

3-fluoro-4-methyl-benzoic acid

Downstream raw materials:

[4-(ethoxycarbonyl)-2-fluorobenzyl](triphenyl)phosphonium bromide

(E)-3-(4-carbethoxy-2-fluorophenyl)-2-methylpropenal

(Z)-3-(4-carbethoxy-2-fluorophenyl)-2-methylpropenal

(E)-1-(4-carbethoxy-2-fluorophenyl)-2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)butadiene