2,6-Difluorobenzyl bromide

Base Information

• Chemical Name: 2,6-Difluorobenzyl bromide
• CAS No.: 85118-00-9
• Molecular Formula: C7H5BrF2
• Molecular Weight: 207.018
• Hs Code.: 29039990
• European Community (EC) Number: 285-652-6
• UNII: FNK4D2QCW3
• DSSTox Substance ID: DTXSID10234238
• Nikkaji Number: J307.994E
• Wikidata: Q27452737
• Mol file: 85118-00-9.mol

Synonyms:1-Bromomethyl-2,6-difluorobenzene;2,6-Difluoro-a-bromotoluene;2-(Bromomethyl)-1,3-difluorobenzene;a-Bromo-2,6-difluorotoluene;

Chemical Property of 2,6-Difluorobenzyl bromide

Chemical Property:

• Appearance/Colour: white to off-white solid./colorless crystal
• Vapor Pressure: 0.983mmHg at 25°C
• Melting Point: 52-55 °C(lit.)
• Refractive Index: 1.522
• Boiling Point: 184.9 °C at 760 mmHg
• Flash Point: 65.6 °C
• PSA: 0.00000
• Density: 1.625 g/cm³
• LogP: 2.85970
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Lachrymatory
• Solubility.: soluble in Methanol
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 205.95427
• Heavy Atom Count: 10
• Complexity: 97.8

Purity/Quality:

99% ^*data from raw suppliers

2,6-Difluorobenzyl bromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-36
• Safety Statements: 26-36/37/39-45-25-27

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)F)CBr)F
• Uses: 2,6-Difluorobenzyl bromide has been used:as reagent in alkylation of the quinazoline-2-thioxo-4-onein the synthesis of 1,3,5-triazine-2,4,6-trionesin the preparation of new classes of inhibitors of bovine viral diarrhea virus (as a surrogate virus for hepatitis C virus)

Technology Process of 2,6-Difluorobenzyl bromide

There total 6 articles about 2,6-Difluorobenzyl 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: 73.0%

2,6-difluorobenzyl alcohol (19064-18-7) → 2,6-Difluorobenzyl bromide (85118-00-9)

Guidance literature:

With pyridine; sulfurous dibromide; In dichloromethane; for 5h; Heating;

Reference yield:

2,6-difluorotoluene (443-84-5) → 2,6-Difluorobenzyl bromide (85118-00-9)

Guidance literature:

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In tetrachloromethane;

Reference yield:

2,6-difluorobenzaldehyde (437-81-0) → 2,6-Difluorobenzyl bromide (85118-00-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tetrahydroborate / methanol / 0 °C

2: carbon tetrabromide; triphenylphosphine / dichloromethane / 20 °C

With sodium tetrahydroborate; carbon tetrabromide; triphenylphosphine; In methanol; dichloromethane;

DOI:10.1016/j.bmcl.2012.11.115

upstream raw materials:

2,6-difluorotoluene

2,6-difluorobenzyl alcohol

2,6-difluorobenzaldehyde

methyl 2,6-difluorobenzoate

Downstream raw materials:

2,6-difluorobenzyl cyanide-8-⁽¹³⁾C

1,3-difluoro-2-fluoromethylbenzene

2,6-difluorobenzoic acid

(4RS,5RS)-5-(2,6-difluorobenzyloxy)-p-menth-1-en-8-ol

Refernces

• 1、 Bollini, Mariela,Gallardo-Macias, Ricardo,Spasov, Krasimir A.,Tirado-Rives, Julian,Anderson, Karen S.,Jorgensen, William L.. "Optimization of benzyloxazoles as non-nucleoside inhibitors of HIV-1 reverse transcriptase to enhance Y181C potency". . p. 1110 - 1113. Retrieved 2013/03/14.
• 2、 Maier, Ludwig. "ORGANIC PHOSPHORUS COMPOUNDS 91. SYNTHESIS AND PROPERTIES OF 1-AMINO-2-ARYLETHYLPHOSPHONIC AND -PHOSPHINIC ACIDS AS WELL AS -PHOSPHINE OXIDES". . p. 43 - 67. Retrieved 2007/10/02.