3-Fluoro-4-(trifluoromethyl)benzyl bromide

Base Information

• Chemical Name: 3-Fluoro-4-(trifluoromethyl)benzyl bromide
• CAS No.: 213203-65-7
• Molecular Formula: C₈H₅BrF₄
• Molecular Weight: 257.025
• Hs Code.: 2903999090
• European Community (EC) Number: 671-884-9
• DSSTox Substance ID: DTXSID60372154
• Wikidata: Q82159741
• Mol file: 213203-65-7.mol

Synonyms:3-Fluoro-4-(trifluoromethyl)benzyl bromide;213203-65-7;4-(bromomethyl)-2-fluoro-1-(trifluoromethyl)benzene;4-bromomethyl-2-fluoro-1-trifluoromethyl-benzene;SCHEMBL698164;DTXSID60372154;MFCD00236289;AKOS015853287;3-fluoro-4-trifluoromethylbenzyl bromide;3-fluoro-4-trifluoromethyl-benzyl bromide;AC-28642;AS-40114;FT-0615682;A22336;EN300-1930704;3-Fluoro-4-(trifluoromethyl)benzyl bromide, AldrichCPR

Chemical Property of 3-Fluoro-4-(trifluoromethyl)benzyl bromide

Chemical Property:

• Vapor Pressure: 0.334mmHg at 25°C
• Melting Point: 25-27 °C
• Refractive Index: 1.472
• Boiling Point: 206.8 °C at 760 mmHg
• Flash Point: 102.2 °C
• PSA: 0.00000
• Density: 1.64 g/cm³
• LogP: 3.73940
• Sensitive.: Lachrymatory
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 255.95108
• Heavy Atom Count: 13
• Complexity: 168

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Fluoro-4-(trifluoromethyl)benzylbromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C,Xn
• Statements: 34-36/37/38-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1CBr)F)C(F)(F)F

Technology Process of 3-Fluoro-4-(trifluoromethyl)benzyl bromide

There total 4 articles about 3-Fluoro-4-(trifluoromethyl)benzyl 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: 49.0%

(3-fluoro-4-(trifluoromethyl)phenyl)methanol (230295-16-6) → 4-(bromomethyl)-2-fluoro-1-(trifluoromethyl)benzene (213203-65-7)

Guidance literature:

With phosphorus tribromide; In dichloromethane; at 0 - 20 ℃; for 2.25h; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.9b10771

Reference yield:

3-fluoro-4-(trifluoromethyl)benzoic acid (115754-21-7) → 4-(bromomethyl)-2-fluoro-1-(trifluoromethyl)benzene (213203-65-7)

Guidance literature:

Multi-step reaction with 2 steps

1: borane / tetrahydrofuran / 20 °C / Inert atmosphere

2: hydrogen bromide / 2 h / Reflux

With borane; hydrogen bromide; In tetrahydrofuran;

Reference yield:

methyl 3-fluoro-4-(trifluoromethyl)benzoate (773873-89-5) → 4-(bromomethyl)-2-fluoro-1-(trifluoromethyl)benzene (213203-65-7)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / 0 - 20 °C / Inert atmosphere

2: phosphorus tribromide / dichloromethane / 0 - 20 °C / Inert atmosphere

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

DOI:10.1002/cmdc.202000303

upstream raw materials:

(3-fluoro-4-(trifluoromethyl)phenyl)methanol

3-fluoro-4-(trifluoromethyl)benzoic acid

3-fluoro-4-trifluoromethyl-benzaldehyde

methyl 3-fluoro-4-(trifluoromethyl)benzoate

Downstream raw materials:

2,6-dichloro-7-(3-fluoro-4-(trifluoromethyl)benzyl)-7H-purine

(R)-2-chloro-N-(1-cyclobutylethyl)-7-(3-fluoro-4-(trifluoromethyl)benzyl)-7H-purin-6-amine

(R)-6-((1-cyclobutylethyl)amino)-7-(3-fluoro-4-(trifluoromethyl)benzyl)-7H-purine-2-carbonitrile

Refernces

• 1、 Sandford, Christopher,Fries, Lydia R.,Ball, Tyler E.,Minteer, Shelley D.,Sigman, Matthew S.. "Mechanistic Studies into the Oxidative Addition of Co(I) Complexes: Combining Electroanalytical Techniques with Parameterization". supporting information. p. 18877 - 18889. Retrieved 2019/11/28.