2,2-Difluoro-1,3-benzodioxole-5-carboxylic acid

Base Information

• Chemical Name: 2,2-Difluoro-1,3-benzodioxole-5-carboxylic acid
• CAS No.: 656-46-2
• Molecular Formula: C8H4F2O4
• Molecular Weight: 202.114
• Hs Code.: 2932999099
• European Community (EC) Number: 613-828-8
• DSSTox Substance ID: DTXSID00346016
• Wikidata: Q72462499
• Mol file: 656-46-2.mol

Synonyms:656-46-2;2,2-Difluoro-1,3-benzodioxole-5-carboxylic acid;2,2-Difluorobenzo[d][1,3]dioxole-5-carboxylic acid;2,2-Difluorobenzodioxole-5-carboxylic acid;2,2-DIFLUORO-2H-1,3-BENZODIOXOLE-5-CARBOXYLIC ACID;MFCD00792417;2,2-DIFLUORO-BENZO[1,3]DIOXOLE-5-CARBOXYLIC ACID;3,4-[Difluoromethylenedioxy]benzoic acid;SCHEMBL351400;1,3-Benzodioxole-5-carboxylic acid, 2,2-difluoro-;2,2-Difluorobenzo[d][1,3]dioxole-5-carboxylicacid;DTXSID00346016;AMY14372;AKOS005762881;CS-W015523;PB10171;PS-6613;SY041886;FT-0609230;EN300-97407;P10143;2,2-difluoro-1,3-dioxaindane-5-carboxylic acid;2,2-difluorobenzo-1,3dioxole-5-carboxylic acid;2,2-difluorobenzo[1,3]dioxol-5-carboxylic acid;2,2-difluoro-benzo[1,3]dioxol-5-carboxylic acid;2,2-difluorobenzo-1,3-dioxole-5-carboxylic acid;2,2-difluorobenzo[1,3]dioxole-5-carboxylic acid;A835177;2, 2-difluorobenzo-1, 3-dioxole-5-carboxylic acid;2,2-Difluoro-1,3-benzodioxole-5-carboxylic acid #;Z1269219783;2,2-Difluoro-1,3-benzodioxole-5-carboxylic acid, AldrichCPR

Chemical Property of 2,2-Difluoro-1,3-benzodioxole-5-carboxylic acid

Chemical Property:

• Appearance/Colour: liquid
• Vapor Pressure: 0.0044mmHg at 25°C
• Melting Point: 178 °C
• Boiling Point: 266.1 °C at 760 mmHg
• PKA: 4.01±0.40(Predicted)
• Flash Point: 114.7 °C
• PSA: 55.76000
• Density: 1.66 g/cm³
• LogP: 1.70630
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 202.00776493
• Heavy Atom Count: 14
• Complexity: 256

Purity/Quality:

99% ^*data from raw suppliers

2,2-Difluoro-1,3-benzodioxole-5-carboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1C(=O)O)OC(O2)(F)F

Technology Process of 2,2-Difluoro-1,3-benzodioxole-5-carboxylic acid

There total 6 articles about 2,2-Difluoro-1,3-benzodioxole-5-carboxylic 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: 92.0%

2,2-difluorobenzo[1,3]dioxole-5-carboxylic acid methyl ester (773873-95-3) → 2,2-difluoro-1,3-benzodioxole-5-carboxylic acid (656-46-2)

Guidance literature:

2,2-difluorobenzo[1,3]dioxole-5-carboxylic acid methyl ester; With sodium hydroxide; In methanol; at 20 ℃;

With hydrogenchloride; In water; pH=3;

Reference yield: 70.0%

5-bromo-2,2-difluoro-2H-1,3-benzodioxole (33070-32-5) + carbon dioxide (124-38-9,18923-20-1) → 2,2-difluoro-1,3-benzodioxole-5-carboxylic acid (656-46-2)

Guidance literature:

5-bromo-2,2-difluoro-2H-1,3-benzodioxole; With magnesium; In tetrahydrofuran; at 40 ℃; Inert atmosphere; Reflux;

carbon dioxide; In tetrahydrofuran; at 0 ℃; for 2h;

Reference yield: 40.7%

2,2-difluoro-1,3-benzodioxole (1583-59-1) → 2,2-difluoro-1,3-benzodioxole-5-carboxylic acid (656-46-2)

Guidance literature:

With hydrogen fluoride; boron trifluoride; at 0 ℃; for 1h;

2,2-difluoro-1,3-benzodioxole; at 0 - 55 ℃; for 17.5h;

With potassium hydroxide; sulfuric acid; water; more than 3 stages;

upstream raw materials:

2,2-difluoro-1,3-benzodioxole

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

2,2-difluorobenzo[1,3]dioxole-5-carboxylic acid methyl ester

carbon dioxide

Downstream raw materials:

2,2-difluorobenzo[d][1,3]dioxole-5-carbonyl chloride

2,2-difluorobenzo[1,3]dioxole-5-carboxylic acid methyl ester

Refernces

• 1、 -. "PROCESS FOR THE PREPARATION OF DERIVATIVES OF BENZODIOXOLE". Page/Page column 10. . Retrieved 2017/04/11.
• 2、 -. "Process for the preparation of derivatives of difluorobenzo-(1,3)-dioxole-5-carboxylic acid". Page/Page column 5. . Retrieved 2008/06/13.