1,3,5,7-Tetramethyl-4,4-difluoro-3a-azonia-4a-aza-4-bora(V)-s-indacene-4-ide

Base Information

• Chemical Name: 1,3,5,7-Tetramethyl-4,4-difluoro-3a-azonia-4a-aza-4-bora(V)-s-indacene-4-ide
• CAS No.: 21658-70-8
• Molecular Formula: C13H15BF2N2
• Molecular Weight: 248.083
• European Community (EC) Number: 806-337-7
• ChEMBL ID: CHEMBL1092520
• Nikkaji Number: J2.256.340H
• Mol file: 21658-70-8.mol

Synonyms:21658-70-8;1,3,5,7-Tetramethyl-4,4-difluoro-3a-azonia-4a-aza-4-bora(V)-s-indacene-4-ide;BODIPY 505/515;4,4-Difluoro-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene;2,2-difluoro-4,6,10,12-tetramethyl-3-aza-1-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-1(12),4,6,8,10-pentaene;CHEMBL1092520;SCHEMBL15132306;MS-23509;F72538;5,5-difluoro-1,3,7,9-tetramethyl-5H-4l4,5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinine

Chemical Property of 1,3,5,7-Tetramethyl-4,4-difluoro-3a-azonia-4a-aza-4-bora(V)-s-indacene-4-ide

Chemical Property:

• Melting Point: 210-214°C
• PSA: 13.32000
• LogP: 2.43640
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 248.1296350
• Heavy Atom Count: 18
• Complexity: 468

Purity/Quality:

97% ^*data from raw suppliers

Difluoro{2-[(3,5-dimethyl-2H-pyrrol-2-ylidene-N)methyl]-3,5-dimethyl-1H-pyrrolato-N}boron 99% (HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: [B-]1(N2C(=CC(=C2C=C3[N+]1=C(C=C3C)C)C)C)(F)F
• Uses: BODIPY laser dyes are used to generate fluorescent conjugates of proteins, nucleotides, oligonucleotides and dextrans, and to prepare fluorescent enzyme substrates, fatty acids, phospholipids, lipopolysaccharides, receptor ligands and polystyrene microspheres.

Technology Process of 1,3,5,7-Tetramethyl-4,4-difluoro-3a-azonia-4a-aza-4-bora(V)-s-indacene-4-ide

There total 7 articles about 1,3,5,7-Tetramethyl-4,4-difluoro-3a-azonia-4a-aza-4-bora(V)-s-indacene-4-ide 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:

boron trifluoride diethyl etherate (109-63-7) + C19H20Cl2N2 → 1,3,5,7-tetramethyl-8-(2,6-dichlorophenyl)-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (1189166-57-1) + 4,4-difluoro-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene (21658-70-8)

Guidance literature:

C₁₉H₂₀Cl₂N₂; With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; Inert atmosphere;

boron trifluoride diethyl etherate; In dichloromethane; for 12h; Inert atmosphere;

DOI:10.1016/j.tet.2013.04.064

Reference yield:

boron trifluoride diethyl etherate (109-63-7) + 5-pentafluorophenyl-1,3,7,9-tetramethyldipyrromethane → 1,3,5,7-tetramethyl-8-(2,3,4,5,6-pentafluorophenyl)-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (1299467-50-7) + 4,4-difluoro-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene (21658-70-8)

Guidance literature:

5-pentafluorophenyl-1,3,7,9-tetramethyldipyrromethane; With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; Inert atmosphere;

boron trifluoride diethyl etherate; In dichloromethane; for 12h; Inert atmosphere;

DOI:10.1016/j.tet.2013.04.064

Reference yield:

boron trifluoride diethyl etherate (109-63-7) + C21H25IN2O2 → 1,3,5,7-tetramethyl-8-(3-iodo-4,5-dimethoxyphenyl)-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (1434003-37-8) + 4,4-difluoro-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene (21658-70-8)

Guidance literature:

C₂₁H₂₅IN₂O₂; With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; Inert atmosphere;

boron trifluoride diethyl etherate; In dichloromethane; for 12h; Inert atmosphere;

DOI:10.1016/j.tet.2013.04.064

upstream raw materials:

boron trifluoride diethyl etherate

C₁₉H₂₂N₂O

Downstream raw materials:

1,3,7-trimethyl-5-(p-hydroxystyryl)-BODIPY

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