4-Bromo-3-fluorotoluene

Base Information

• Chemical Name: 4-Bromo-3-fluorotoluene
• CAS No.: 452-74-4
• Molecular Formula: C7H6BrF
• Molecular Weight: 189.027
• Hs Code.: 29039990
• European Community (EC) Number: 629-423-4
• DSSTox Substance ID: DTXSID60341466
• Nikkaji Number: J1.355.812D
• Wikidata: Q72456568
• Mol file: 452-74-4.mol

Synonyms:4-Bromo-3-fluorotoluene;452-74-4;1-Bromo-2-fluoro-4-methylbenzene;3-fluoro-4-bromotoluene;Benzene, 1-bromo-2-fluoro-4-methyl-;3-fluoro-4-bromo-toluene;MFCD00040940;1-BROMO-2-FLUORO-4-METHYL-BENZENE;4-bromo3-fluorotoluene;SCHEMBL157146;4-Bromo-3-fluorotoluene, 98%;SLFNGVGRINFJLK-UHFFFAOYSA-;DTXSID60341466;BCP24574;AKOS005145622;AB01835;AC-9817;AM61995;CS-W008820;PS-8428;A7138;B1935;FT-0617822;EN300-174934

Chemical Property of 4-Bromo-3-fluorotoluene

Chemical Property:

• Appearance/Colour: colorless to light yellow liquid
• Refractive Index: n20/D 1.53(lit.)
• Boiling Point: 185.7 °C at 760 mmHg
• Flash Point: 68.6 °C
• PSA: 0.00000
• Density: 1.498 g/cm³
• LogP: 2.89660
• Storage Temp.: Flammables area
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 187.96369
• Heavy Atom Count: 9
• Complexity: 94.9

Purity/Quality:

99% ^*data from raw suppliers

4-Bromo-3-fluorotoluene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 26-37/39-16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)Br)F
• Uses: 4-Bromo-3-fluorotoluene is used in the synthesis of S-trityl-L-cysteine based inhibitors that show potent antitumor activity in lung cancer models. Chemical reagent for organic synthesis. 4-Bromo-3-fluorotoluene may be used in the preparation of 1-(4-cyano-3- fluorobenzyl)-5-imidazolecarboxaldehyde and 1-bromo-4-bromomethyl-2-fluorobenzene.

Technology Process of 4-Bromo-3-fluorotoluene

There total 13 articles about 4-Bromo-3-fluorotoluene 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: 92.0%

2,6-dibromo-3-fluorotoluene + 2,4-dibromo-5-fluorotoluene (93765-84-5) → 4-bromo-3-fluorotoluene (452-74-4)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; sodium acetate; In methanol; at 75 - 80 ℃; for 10h; under 16501.7 Torr; Pressure; Solvent; Temperature; Autoclave;

Reference yield: 57.7%

2-bromo-5-methylaniline (53078-85-6) → 4-bromo-3-fluorotoluene (452-74-4)

Guidance literature:

2-bromo-5-methylaniline; With hydrogenchloride; sodium tetrafluoroborate; sodium nitrite;

Heating;

DOI:10.1016/S0022-1139(02)00148-3

Reference yield:

m-Fluorotoluene (352-70-5) → 2-Bromo-5-fluorotoluene (452-63-1) + 4-bromo-3-fluorotoluene (452-74-4)

Guidance literature:

With tetrachloromethane; iron; Bromierung;

upstream raw materials:

m-Fluorotoluene

4-methyl-2-nitroaniline

tetrachloromethane

bromine

Downstream raw materials:

4-bromo-3-fluorobenzylidene diacetate

2-fluoro-4-methoxymethylbenzyl alcohol

4-(bromomethyl)-2-fluorobenzoic acid

2-fluoro-4-methoxymethylbenzoic acid

Refernces

• 1、 Diehl, Claudia J.,Scattolin, Thomas,Englert, Ulli,Schoenebeck, Franziska. "C?I-Selective Cross-Coupling Enabled by a Cationic Palladium Trimer". supporting information. p. 211 - 215. Retrieved 2018/12/13.