5-Fluoro-2-methylbenzyl bromide

Base Information

• Chemical Name: 5-Fluoro-2-methylbenzyl bromide
• CAS No.: 261951-71-7
• Molecular Formula: C₈H₈BrF
• Molecular Weight: 203.054
• Hs Code.: 29039990
• European Community (EC) Number: 670-724-5
• DSSTox Substance ID: DTXSID80379125
• Nikkaji Number: J2.720.026E
• Wikidata: Q72474557
• Mol file: 261951-71-7.mol

Synonyms:5-Fluoro-2-methylbenzyl bromide;261951-71-7;2-(bromomethyl)-4-fluoro-1-methylbenzene;2-methyl-5-fluorobenzyl bromide;5-fluoro-2-methylbenzylbromide;Benzene, 2-(bromomethyl)-4-fluoro-1-methyl-;alpha-Bromo-4-fluoro-o-xylene;2-bromomethyl-4-fluoro-1-methyl-benzene;2-methyl-5-fluorobenzylbromide;SCHEMBL1144108;DTXSID80379125;DRIYGEORZARQGO-UHFFFAOYSA-N;MFCD01631528;SC5001;AKOS009158781;AC-7447;AS-54676;1-(Bromomethyl)-2-methyl-5-fluorobenzene;5-Fluoro-2-methylbenzyl bromide, AldrichCPR;F0748;FT-0644157;A22652;EN300-159823

Chemical Property of 5-Fluoro-2-methylbenzyl bromide

Chemical Property:

• Vapor Pressure: 0.247mmHg at 25°C
• Refractive Index: 1.539
• Boiling Point: 212.8 °C at 760 mmHg
• Flash Point: 85.2 °C
• PSA: 0.00000
• Density: 1.456 g/cm³
• LogP: 3.02900
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Lachrymatory
• 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% ^*data from raw suppliers

5-Fluoro-2-methylbenzyl Bromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,Xn
• Hazard Codes: C,Xn
• Statements: 22-34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 5-Fluoro-2-methylbenzyl bromide

There total 2 articles about 5-Fluoro-2-methylbenzyl bromide 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:

(5-fluoro-2-methylphenyl)methanol (22062-54-0) → 2-(bromomethyl)-4-fluoro-1-methylbenzene (261951-71-7)

Guidance literature:

With phosphorus tribromide; In dichloromethane; at 0 - 20 ℃; for 1h;

DOI:10.1016/j.ejmech.2018.12.028

Reference yield:

5-fluoro-2-methylbenzaldehyde (22062-53-9) → 2-(bromomethyl)-4-fluoro-1-methylbenzene (261951-71-7)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tetrahydroborate / ethanol / 3 h / 20 °C

2: phosphorus tribromide / dichloromethane / 1 h / 0 - 20 °C

With sodium tetrahydroborate; phosphorus tribromide; In ethanol; dichloromethane;

DOI:10.1016/j.ejmech.2018.12.028

Reference yield:

2-(bromomethyl)-4-fluoro-1-methylbenzene (261951-71-7) → N-[5-(2-methyl-5-fluoro-benzyl)-1H-indazol-3-yl]-4-(4-methyl-piperazin-1-yl)-2-(tetrahydro-pyran-4-ylamino)-benzamide (1108743-88-9)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 1.5 - 8 h / 100 °C / Inert atmosphere

2: hydrazine hydrate / butan-1-ol / Reflux

3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 4 h / -20 °C

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrazine hydrate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; toluene; butan-1-ol; 1: |Suzuki-Miyaura Coupling;

DOI:10.1021/acs.jmedchem.6b00064

upstream raw materials:

(5-fluoro-2-methylphenyl)methanol

5-fluoro-2-methylbenzaldehyde

Downstream raw materials:

5-(5-fluoro-2-methyl-benzyl)-1H-indazol-3-ylamine

N-[5-(2-methyl-5-fluoro-benzyl)-1H-indazol-3-yl]-4-(4-methyl-piperazin-1-yl)-2-(tetrahydro-pyran-4-ylamino)-benzamide

Refernces