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

Base Information

• Chemical Name: 1-(Bromomethyl)-4-fluoro-2-methylbenzene
• CAS No.: 862539-91-1
• Molecular Formula: C8H8BrF
• Molecular Weight: 203.054
• Hs Code.: 2903999090
• European Community (EC) Number: 642-800-8
• DSSTox Substance ID: DTXSID40395669
• Wikidata: Q72490763
• Mol file: 862539-91-1.mol

Synonyms:862539-91-1;4-Fluoro-2-methylbenzyl bromide;1-(bromomethyl)-4-fluoro-2-methylbenzene;4-FLUORO-2-METHYLBENZYLBROMIDE;Benzene, 1-(bromomethyl)-4-fluoro-2-methyl-;MFCD03701059;SCHEMBL1371586;2-methyl-4-fluorobenzyl bromide;DTXSID40395669;4-Fluoro-2-methyl-benzyl bromide;DAKPIAWEPVZDNG-UHFFFAOYSA-N;BBL103661;STL557471;AKOS005257541;AM61692;1-Bromomethyl-4-fluoro-2-methyl-benzene;AS-31262;4-Fluoro-2-methylbenzyl bromide, AldrichCPR;FT-0751853;A22326;EN300-133279

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

Chemical Property:

• Vapor Pressure: 0.16mmHg at 25°C
• Refractive Index: 1.539
• Boiling Point: 221.361 °C at 760 mmHg
• Flash Point: 90.533 °C
• PSA: 0.00000
• Density: 1.456 g/cm³
• LogP: 3.02900
• Water Solubility.: Insoluble in water.
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 201.97934
• Heavy Atom Count: 10
• Complexity: 105

Purity/Quality:

98%Min ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CC(=C1)F)CBr

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

There total 4 articles about 1-(Bromomethyl)-4-fluoro-2-methylbenzene 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%

(4-fluoro-2-methylphenyl)methanol (80141-91-9) → 1-(bromomethyl)-4-fluoro-2-methylbenzene (862539-91-1)

Guidance literature:

With phosphorus tribromide; In toluene; at 40 - 100 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/acs.orglett.1c02809

Reference yield:

4-fluoro-2-methylbenzoic acid (321-21-1) → 1-(bromomethyl)-4-fluoro-2-methylbenzene (862539-91-1)

Guidance literature:

Multi-step reaction with 3 steps

1: thionyl chloride / 3 h / Inert atmosphere; Reflux

2: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

3: phosphorus tribromide / toluene / 0.5 h / 40 - 100 °C / Inert atmosphere

With lithium aluminium tetrahydride; thionyl chloride; phosphorus tribromide; In tetrahydrofuran; toluene;

DOI:10.1021/acs.orglett.1c02809

Reference yield:

4-fluoro-2-methyl benzoic acid methyl ester (174403-69-1) → 1-(bromomethyl)-4-fluoro-2-methylbenzene (862539-91-1)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

2: phosphorus tribromide / toluene / 0.5 h / 40 - 100 °C / Inert atmosphere

With lithium aluminium tetrahydride; phosphorus tribromide; In tetrahydrofuran; toluene;

DOI:10.1021/acs.orglett.1c02809

upstream raw materials:

4-fluoro-2-methyl benzoic acid methyl ester

(4-fluoro-2-methylphenyl)methanol

4-fluoro-2-methylbenzoic acid

Refernces

• 1、 -. "PYRROLOY2,3-c¨PYRIDINE COMPOUND, PROCESS FOR PRODUCING THE SAME, AND USE". Page/Page column 46. . Retrieved 2010/11/27.