1-Azido-4-(bromomethyl)-2,3,5,6-tetrafluorobenzene

Base Information

• Chemical Name: 1-Azido-4-(bromomethyl)-2,3,5,6-tetrafluorobenzene
• CAS No.: 180293-27-0
• Molecular Formula: C7H2BrF4N3
• Molecular Weight: 284.011
• DSSTox Substance ID: DTXSID50445841
• Nikkaji Number: J752.428E
• Wikidata: Q82264375
• Mol file: 180293-27-0.mol

Synonyms:180293-27-0;1-azido-4-(bromomethyl)-2,3,5,6-tetrafluorobenzene;Benzene, 1-azido-4-(bromomethyl)-2,3,5,6-tetrafluoro-;DTXSID50445841;4-(Bromomethyl)-2,3,5,6-tetrafluorophenyl azide

Chemical Property of 1-Azido-4-(bromomethyl)-2,3,5,6-tetrafluorobenzene

Chemical Property:

• PSA: 49.75000
• LogP: 3.53246
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 282.93682
• Heavy Atom Count: 15
• Complexity: 257

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C(C1=C(C(=C(C(=C1F)F)N=[N+]=[N-])F)F)Br

Technology Process of 1-Azido-4-(bromomethyl)-2,3,5,6-tetrafluorobenzene

There total 3 articles about 1-Azido-4-(bromomethyl)-2,3,5,6-tetrafluorobenzene 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: 72.0%

4-(hydroxymethyl)-2,3,5,6-tetrafluorophenyl azide (126695-59-8) → 4-azido-4-(bromomethyl)-2,3,5,6-tetrafluorobenzene (180293-27-0)

Guidance literature:

With pyridine; phosphorus tribromide; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1021/jo000029l

Reference yield:

perfluorobenzaldehyde (653-37-2) → 4-azido-4-(bromomethyl)-2,3,5,6-tetrafluorobenzene (180293-27-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 60 percent / NaN₃ / H₂O; acetone / 8 h / Heating

2: Me₂N*BH₃; AcOH / 1 h / 20 °C

3: 1.20 g / PBr₃; pyridine / CHCl₃ / 3 h / Heating

With pyridine; sodium azide; Me₂N*BH₃; phosphorus tribromide; acetic acid; In chloroform; water; acetone;

DOI:10.1021/jm020147w

Reference yield:

4-azido-2,3,5,6-tetrafluorobenzaldehyde (120384-18-1) → 4-azido-4-(bromomethyl)-2,3,5,6-tetrafluorobenzene (180293-27-0)

Guidance literature:

Multi-step reaction with 2 steps

1: Me₂N*BH₃; AcOH / 1 h / 20 °C

2: 1.20 g / PBr₃; pyridine / CHCl₃ / 3 h / Heating

With pyridine; Me₂N*BH₃; phosphorus tribromide; acetic acid; In chloroform;

DOI:10.1021/jm020147w

upstream raw materials:

4-(hydroxymethyl)-2,3,5,6-tetrafluorophenyl azide

perfluorobenzaldehyde

4-azido-2,3,5,6-tetrafluorobenzaldehyde

Downstream raw materials:

4-azido-2,3,5,6-tetrafluorobenzyl 6-((2R)-6-{[tert-butyl-dimethyl-silyl]-oxy}-2,5,7,8-tetramethyl-3,4-dihydro-2H-chromen-2-yl)-hexyl ether

4-azido-2,3,5,6-tetrafluorobenzyl 6-((2R)-6-{[tert-butyl-dimethyl-silyl]-oxy}-2,5,7,8-tetramethyl-3,4-dihydro-2H-chromen-2-yl)-heptyl ether

4-azido-2,3,5,6-tetrafluorobenzyl 6-((2R)-6-{[tert-butyl-dimethyl-silyl]-oxy}-2,5,7,8-tetramethyl-3,4-dihydro-2H-chromen-2-yl)-octyl ether

4-azido-2,3,5,6-tetrafluorobenzyl 6-((2R)-6-{[tert-butyl(dimethyl)silyl]oxy}-2,5,7,8-tetramethyl-3,4-dihydro-2H-chromen-2-yl)nonyl ether