2-(Azidomethyl)-1,3-difluorobenzene

Base Information

• Chemical Name: 2-(Azidomethyl)-1,3-difluorobenzene
• CAS No.: 106308-60-5
• Molecular Formula: C7H5F2N3
• Molecular Weight: 169.134
• European Community (EC) Number: 927-936-0
• DSSTox Substance ID: DTXSID40447172
• Nikkaji Number: J2.845.817G
• Wikidata: Q82265991
• Mol file: 106308-60-5.mol

Synonyms:2-(azidomethyl)-1,3-difluorobenzene;106308-60-5;Benzene, 2-(azidomethyl)-1,3-difluoro-;2,6-Difluorobenzyl azide;2,6-difluoro benzyl azide;2,6-Difluorobenzylazide;2,6-DifluorobenzylAzide-d2;2,6-difluorbenzyl azide;2.6-difluorobenzyl azide;2, 6-difluorobenzyl azide;SCHEMBL13434519;DTXSID40447172;JSZUBPHMRHROHZ-UHFFFAOYSA-N;2-(azidomethyl)-1, 3-difluorobenzene;2-(azidomethyl)-1,3- difluorobenzene;EN300-281572;F1908-2957

Chemical Property of 2-(Azidomethyl)-1,3-difluorobenzene

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 169.04515350
• Heavy Atom Count: 12
• Complexity: 181

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)F)CN=[N+]=[N-])F

Technology Process of 2-(Azidomethyl)-1,3-difluorobenzene

There total 7 articles about 2-(Azidomethyl)-1,3-difluorobenzene 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: 98.0%

2,6-difluorobenzyl chloride (697-73-4) → 2-(azidomethyl)-1,3-difluorobenzene (106308-60-5)

Guidance literature:

With sodium azide; sodium hydroxide; In water; toluene; at 140 ℃; for 0.5h; under 5250.53 Torr; Concentration; Flow reactor; Green chemistry;

DOI:10.1039/c6gc01133k

Reference yield: 95.0%

2,6-Difluorobenzyl bromide (85118-00-9) → 2-(azidomethyl)-1,3-difluorobenzene (106308-60-5)

Guidance literature:

With sodium azide; In water; acetone;

DOI:10.1039/c9gc00894b

Reference yield: 38.0%

2,6-difluorotoluene (443-84-5) → 2-(azidomethyl)-1,3-difluorobenzene (106308-60-5)

Guidance literature:

With Cu(2,9-bis(panisyl)-1,10-phenanthroline)₂Cl; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; In acetonitrile; at 20 ℃; for 16h; Sealed tube; Inert atmosphere; Irradiation;

DOI:10.1021/acs.orglett.6b00512

upstream raw materials:

2,6-Difluorobenzyl bromide

2,6-difluorobenzyl chloride

2,6-difluorotoluene

2,6-difluorobenzyl alcohol

Downstream raw materials:

methyl 1-(2,6-difluorobenzyl)-1H-1,2,3-triazole-4-carboxylate

rufinamide

2,2,2-trichloro-1-(1-(2,6-difluorobenzyl)-1H-1,2,3-triazol-4-yl)ethan-1-one

4-trichloroacetyl-1-(2,6-difluorobenzyl)-5-methyl-1H-1,2,3-triazole

Refernces

• 1、 Rodríguez-Hernández, Diego,Demuner, Antonio J.,Barbosa, Luiz C.A.,Heller, Lucie,Csuk, René. "Novel hederagenin-triazolyl derivatives as potential anti-cancer agents". . p. 257 - 267. Retrieved 2016.
• 2、 -. "Hydrogen Bond Directed Photocatalytic Hydrodefluorination and Methods of Use Thereof". Paragraph 0182. . Retrieved 2021/01/22.
• 3、 Yadav, Dolly,Singh, Nem,Kim, Tae Wu,Kim, Jae Young,Park, No-Joong,Baeg, Jin-Ook. "Highly regioselective and sustainable solar click reaction: A new post-synthetic modified triazole organic polymer as a recyclable photocatalyst for regioselective azide-alkyne cycloaddition reaction". supporting information. p. 2677 - 2685. Retrieved 2019/06/13.