2,2-Difluoro-benzo[1,3]dioxole-5-boronic acid

Base Information

• Chemical Name: 2,2-Difluoro-benzo[1,3]dioxole-5-boronic acid
• CAS No.: 190903-71-0
• Molecular Formula: C7H5 B F2 O4
• Molecular Weight: 201.922
• Hs Code.: 2932990090
• DSSTox Substance ID: DTXSID50590183
• Wikidata: Q82483880
• Mol file: 190903-71-0.mol

Synonyms:190903-71-0;2,2-DIFLUORO-BENZO[1,3]DIOXOLE-5-BORONIC ACID;(2,2-Difluorobenzo[d][1,3]dioxol-5-yl)boronic acid;(2,2-difluoro-2H-1,3-benzodioxol-5-yl)boronic acid;(2,2-difluoro-1,3-benzodioxol-5-yl)boronic acid;2,2-difluorobenzo[d][1,3]dioxol-5-ylboronic acid;2,2-Difluoro-1,3-benzodioxole-5-boronic acid;Boronic acid, B-(2,2-difluoro-1,3-benzodioxol-5-yl)-;2,2-Difluoro-1,3-benzodioxol-5-ylboronic acid;MFCD08706236;2,2-Difluorobenzo[1,3]dioxole-5-boronic acid;(2,2-Difluoro-1,3-dioxaindan-5-yl)boronic acid;Boronic acid, (2,2-difluoro-1,3-benzodioxol-5-yl)-;SCHEMBL200679;DTXSID50590183;AMY39202;AKOS005146030;CS-W020428;AS-33679;SY009397;EN300-212695;2.2-difluoro-1,3-benzodioxol-5-ylboronic acid;A880394;J-012332;Z1269179599;2,2-Difluoro-benzo[1,3]dioxole-5-boronic acid, AldrichCPR

Chemical Property of 2,2-Difluoro-benzo[1,3]dioxole-5-boronic acid

Chemical Property:

• Boiling Point: 288.0±50.0 °C(Predicted)
• PKA: 8.25±0.40(Predicted)
• PSA: 58.92000
• Density: 1.58±0.1 g/cm3(Predicted)
• LogP: -0.31210
• Storage Temp.: Room temperature.
• 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% ^*data from raw suppliers

2,2-Difluoro-benzo[1,3]dioxole-5-boronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC2=C(C=C1)OC(O2)(F)F)(O)O

Technology Process of 2,2-Difluoro-benzo[1,3]dioxole-5-boronic acid

There total 4 articles about 2,2-Difluoro-benzo[1,3]dioxole-5-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: 100.0%

5-bromo-2,2-difluoro-2H-1,3-benzodioxole (33070-32-5) + Triisopropyl borate (5419-55-6) → (2,2-difluoro-1,3-benzodioxol-5-yl)boronic acid (190903-71-0)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -65 - -60 ℃; Inert atmosphere;

Reference yield:

C13H17BF2O4 → (2,2-difluoro-1,3-benzodioxol-5-yl)boronic acid (190903-71-0)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2003.08.058

Reference yield:

5-bromo-2,2-difluoro-2H-1,3-benzodioxole (33070-32-5) → (2,2-difluoro-1,3-benzodioxol-5-yl)boronic acid (190903-71-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: t-BuLi / tetrahydrofuran / -78 °C

1.2: tetrahydrofuran / -78 - 20 °C

2.1: HCl / tetrahydrofuran

With hydrogenchloride; tert.-butyl lithium; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2003.08.058

upstream raw materials:

5-bromo-2,2-difluoro-2H-1,3-benzodioxole

Triisopropyl borate

Downstream raw materials:

4-[3-{6-[3-Acetyl-5-(2,2-difluoro-benzo[1,3]dioxol-5-yl)-phenoxy]hexyl}-2-(2-ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl ester

4-[3-{6-[3-(2,2-difluoro-benzo[1,3]dioxol-5-yl)-5-methanesulfonyl-phenoxy]-hexyl}-2-(2-ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl ester

N-[2-(2,2-difluoro-1,3-benzodioxol-5-yl)-4-methylphenyl]acetamide

5-(((4-cyanophenyl)(1-methyl-1H-imidazol-5-yl)methoxy)methyl)-6-(2,2-difluoro-1,3-benzodioxol-5-yl)pyridine-2-carbonitrile

Refernces

• 1、 -. "SUBSTITUTED-N-HETEROARYL COMPOUNDS AND USES THEREOF". Page/Page column 102-103. . Retrieved 2020/01/24.
• 2、 -. "HEMOGLOBIN MODIFIER COMPOUNDS AND USES THEREOF". Paragraph 00406. . Retrieved 2018/02/28.