(2,2-Difluorobenzo[d][1,3]dioxol-4-yl)boronic acid

Base Information

• Chemical Name: (2,2-Difluorobenzo[d][1,3]dioxol-4-yl)boronic acid
• CAS No.: 126120-87-4
• Molecular Formula: C7H5BF2O4
• Molecular Weight: 201.922
• Hs Code.: 2932990090
• European Community (EC) Number: 689-704-2
• DSSTox Substance ID: DTXSID30586049
• Wikidata: Q82478078
• Mol file: 126120-87-4.mol

Synonyms:126120-87-4;(2,2-Difluorobenzo[d][1,3]dioxol-4-yl)boronic acid;2,2-Difluorobenzo[1,3]dioxole-4-boronic acid;2,2-Difluoro-benzo[1,3]dioxole-4-boronic acid;(2,2-difluoro-1,3-benzodioxol-4-yl)boronic acid;(2,2-DIFLUORO-2H-1,3-BENZODIOXOL-4-YL)BORONIC ACID;2,2-Difluoro-1,3-benzodioxole-4-boronic acid;Boronic acid, B-(2,2-difluoro-1,3-benzodioxol-4-yl)-;2,2-difluoro-1,3-benzodioxol-4-ylboronic acid;MFCD08062343;Boronic acid, (2,2-difluoro-1,3-benzodioxol-4-yl)-;3-Borono-1,2-(difluoromethylenedioxy)benzene;2,2-Difluoro-benzo-1,3-dioxole-4-boronic acid;2-AMINO-D-ADENOSINE;SCHEMBL521080;DTXSID30586049;AKOS015855986;PB27865;PS-9515;SB10505;2,2-DIFLUORO-1,3-BENZODIO...;SY041966;DB-062442;DB-346400;CS-0053542;EN300-212636;2,2-difluorobenzo [1,3]dioxole-4-boronic acid;(2,2-difluoro-1,3-dioxaindan-4-yl)boronic acid;2,2-Difluoro-1,3-benzodioxol-4-yl boronic acid;J-506792;(2,2-Difluorobenzo[d][1,3]dioxol-4-yl)boronicacid;2,2-DIFLUOROBENZO[1,3]DIOXOLE-4-VORONIC ACID;Z1269140575;2,2-DIFLUOROBENZO[D][1,3]DIOXOLE-4-YLBORONIC ACID

Chemical Property of (2,2-Difluorobenzo[d][1,3]dioxol-4-yl)boronic acid

Chemical Property:

• Vapor Pressure: 0.000549mmHg at 25°C
• Boiling Point: 299°C at 760 mmHg
• PKA: 7.80±0.40(Predicted)
• Flash Point: 134.6°C
• PSA: 58.92000
• Density: 1.58g/cm³
• LogP: -0.31210
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 202.0248951
• Heavy Atom Count: 14
• Complexity: 226

Purity/Quality:

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

2,2-Difluorobenzo[1,3]dioxole-4-boronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C2C(=CC=C1)OC(O2)(F)F)(O)O
• Uses: 2,2-Difluorobenzo[1,3]dioxole-4-boronic acid

Technology Process of (2,2-Difluorobenzo[d][1,3]dioxol-4-yl)boronic acid

There total 5 articles about (2,2-Difluorobenzo[d][1,3]dioxol-4-yl)boronic 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: 87.0%

2,2-difluoro-1,3-benzodioxole (1583-59-1) + Trimethyl borate (121-43-7,63156-11-6) → (2,2-difluorobenzo[d][1,3]dioxol-4-yl)boronic acid (126120-87-4)

Guidance literature:

2,2-difluoro-1,3-benzodioxole; With sec.-butyllithium; In tetrahydrofuran; at -78 ℃; for 1.5h; Inert atmosphere;

Trimethyl borate; In tetrahydrofuran; at -78 - -30 ℃; for 1h; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; water; at 23 ℃; Inert atmosphere;

DOI:10.1021/jacs.1c04835

Reference yield: 84.82%

2,2-difluoro-1,3-benzodioxole (1583-59-1) + Trimethyl borate (121-43-7,63156-11-6) + water (7732-18-5) → (2,2-difluorobenzo[d][1,3]dioxol-4-yl)boronic acid (126120-87-4)

Guidance literature:

2,2-difluoro-1,3-benzodioxole; With sec.-butyllithium; In tetrahydrofuran; at -78 ℃; for 1.5h;

Trimethyl borate; In tetrahydrofuran; at -78 - -30 ℃; for 1h;

water; With hydrogenchloride; In tetrahydrofuran; pH=2 - 3;

Reference yield: 36.0%

Trimethyl borate (121-43-7,63156-11-6) + 4-bromo-2,2-difluoro-1,3-benzodioxole (144584-66-7) → (2,2-difluorobenzo[d][1,3]dioxol-4-yl)boronic acid (126120-87-4)

Guidance literature:

4-bromo-2,2-difluoro-1,3-benzodioxole; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

Trimethyl borate; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 2h;

With hydrogenchloride; water; In tetrahydrofuran; hexane; at 0 - 20 ℃; for 0.333333h;

upstream raw materials:

2,2-difluoro-1,3-benzodioxole

Trimethyl borate

N,N,N,N,-tetramethylethylenediamine

4-bromo-2,2-difluoro-1,3-benzodioxole

Downstream raw materials:

Fludioxonil

C₃₄H₃₃F₂N₅O₆S

3-(2,2-difluorobenzo[d][1,3]dioxol-4-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine

C₂₈H₂₂F₂N₄O₅S₂

Refernces

• 1、 -. "CALPAIN MODULATORS AND THERAPEUTIC USES THEREOF". Paragraph 0421. . Retrieved 2019/10/23.
• 2、 -. "HYDANTOIN DERIVATIVES USEFUL AS KV3 INHIBITORS". Page/Page column 44-45. . Retrieved 2013/06/27.