4-Azido-2,3,5,6-tetrafluorobenzoic acid

Base Information

• Chemical Name: 4-Azido-2,3,5,6-tetrafluorobenzoic acid
• CAS No.: 122590-77-6
• Molecular Formula: C7HF4N3O2
• Molecular Weight: 235.097
• Hs Code.: 2929909090
• European Community (EC) Number: 802-636-1
• DSSTox Substance ID: DTXSID80376316
• Nikkaji Number: J323.731A
• Wikidata: Q82165231
• Mol file: 122590-77-6.mol

Synonyms:4-azidotetrafluorobenzoic acid;p-azidotetrafluorobenzoate;p-azidotetrafluorobenzoic acid

Chemical Property of 4-Azido-2,3,5,6-tetrafluorobenzoic acid

Chemical Property:

• Appearance/Colour: Colourless solid
• Melting Point: 140-141 °C
• PSA: 87.05000
• LogP: 2.33576
• Storage Temp.: -20°C Freezer
• Solubility.: very slightly in Methanol
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 2
• Exact Mass: 235.00048893
• Heavy Atom Count: 16
• Complexity: 320

Purity/Quality:

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

4-Azido-2,3,5,6-tetrafluorobenzoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xi
• Hazard Codes: F,Xi
• Statements: 11-36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1(=C(C(=C(C(=C1F)F)N=[N+]=[N-])F)F)C(=O)O
• Uses: 4-Azido-2,3,5,6-tetrafluorobenzoic acid is a fluorinated aryl azide that has been used as a photo-cross linker to study the estrogen receptor. l max = 258nm; e= 17 x 10-3

Technology Process of 4-Azido-2,3,5,6-tetrafluorobenzoic acid

There total 12 articles about 4-Azido-2,3,5,6-tetrafluorobenzoic acid 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%

methyl 4-azidotetrafluorobenzoate (122590-75-4) → 4-azido-2,3,5,6-tetrafluorobenzoic acid (122590-77-6)

Guidance literature:

With sodium hydroxide; In methanol; water; at 25 ℃;

DOI:10.1021/jo00298a048

Reference yield: 95.0%

4-amino-2,3,5,6-tetrafluorobenzoic acid (944-43-4) → 4-azido-2,3,5,6-tetrafluorobenzoic acid (122590-77-6)

Guidance literature:

4-amino-2,3,5,6-tetrafluorobenzoic acid; With sodium nitrite; In trifluoroacetic acid; for 1h;

With sodium azide; In diethyl ether; for 2h; Further stages.;

DOI:10.1016/j.tetlet.2007.12.083

Reference yield: 64.0%

4-azidotetrafluorobenzamide (122616-98-2) → 4-azido-2,3,5,6-tetrafluorobenzoic acid (122590-77-6)

Guidance literature:

With sodium peroxide; In water; at 50 ℃; for 42h;

DOI:10.1021/jo00298a048

upstream raw materials:

4-amino-2,3,5,6-tetrafluorobenzoic acid

methyl 4-azidotetrafluorobenzoate

4-azidotetrafluorobenzamide

succinimidyl 4-azido-2,3,5,6-tetrafluorobenzoate

Downstream raw materials:

succinimidyl 4-azido-2,3,5,6-tetrafluorobenzoate

Methyl 3-(4-Azido-2,3,5,6-tetrafluorobenzamido)-5-aminobenzoate

4-Azido-2,3,5,6-tetrafluorobenzoyl Chloride

4-amino-2,3,5,6-tetrafluorobenzoic acid

Refernces

• 1、 Bunchuay, Thanthapatra,Docker, Andrew,Martinez-Martinez, Antonio J.,Beer, Paul D.. "A Potent Halogen-Bonding Donor Motif for Anion Recognition and Anion Template Mechanical Bond Synthesis". supporting information. p. 13823 - 13827. Retrieved 2019/08/22.
• 2、 Lu, Yuchao,Song, Siyu,Hou, Chenxi,Pang, Shuang,Li, Xueming,Wu, Xiaowen,Shao, Chen,Pei, Yuxin,Pei, Zhichao. "Facile fabrication of branched-chain carbohydrate chips for studying carbohydrate-protein interactions by QCM biosensor". supporting information. p. 65 - 68. Retrieved 2017/09/06.