2,2-Difluorobenzo[d][1,3]dioxole-5-carbaldehyde

Base Information

• Chemical Name: 2,2-Difluorobenzo[d][1,3]dioxole-5-carbaldehyde
• CAS No.: 656-42-8
• Molecular Formula: C8H4 F2 O3
• Molecular Weight: 186.115
• Hs Code.: 2932999099
• European Community (EC) Number: 627-939-4
• DSSTox Substance ID: DTXSID50371737
• Nikkaji Number: J2.920.904I
• Wikidata: Q72462496
• Mol file: 656-42-8.mol

Synonyms:656-42-8;2,2-Difluorobenzo[d][1,3]dioxole-5-carbaldehyde;2,2-Difluorobenzodioxole-5-carboxaldehyde;2,2-Difluoro-5-formylbenzodioxole;2,2-Difluoro-1,3-benzodioxole-5-carboxaldehyde;2,2-difluoro-1,3-benzodioxole-5-carbaldehyde;2,2-difluoro-2H-1,3-benzodioxole-5-carbaldehyde;MFCD00792420;1,3-Benzodioxole-5-carboxaldehyde, 2,2-difluoro-;2,2-Difluoro-5-formyl-1,3-benzodioxole;SCHEMBL497425;2,2-DIFLUORO-BENZO[1,3]DIOXOLE-5-CARBALDEHYDE;DTXSID50371737;AMY14250;2,2-difluoro-5-formylbenzodioxolane;AKOS005255476;CS-W016922;PB17187;2,2-Difluoro-5-formylbenzodioxole, 97%;DS-14269;SY009382;FT-0609229;2,2-difluoro-1,3-dioxaindane-5-carbaldehyde;2,2-difluorobenzo[1,3]dioxol-5-carbaldehyde;EN300-115617;2,2-difluorobenzo[d][1,3]dioxol-5-carbaldehyde;2,2-difluorobenzo[d][1,3]dioxol-5carbaldehyde;A835171;Z1255438933

Chemical Property of 2,2-Difluorobenzo[d][1,3]dioxole-5-carbaldehyde

Chemical Property:

• Vapor Pressure: 0.191mmHg at 25°C
• Refractive Index: n20/D 1.5000(lit.)
• Boiling Point: 202-203 °C(lit.)
• Flash Point: 205 °F
• PSA: 35.53000
• Density: 1.422 g/mL at 25 °C(lit.)
• LogP: 1.82060
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Air Sensitive
• Water Solubility.: Sparingly soluble in water (0.31 g/L at 25°C).
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 186.01285031
• Heavy Atom Count: 13
• Complexity: 219

Purity/Quality:

98%, ^*data from raw suppliers

2,2-Difluorobenzodioxole-5-carboxaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C(C=C1C=O)OC(O2)(F)F
• Uses: 2,2-Difluoro-1,3-benzodioxole-5-carboxaldehyde is used as primary and secondary intermediate.

Technology Process of 2,2-Difluorobenzo[d][1,3]dioxole-5-carbaldehyde

There total 7 articles about 2,2-Difluorobenzo[d][1,3]dioxole-5-carbaldehyde 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: 95.0%

2-thioxobenzo[d][1,3]dioxole-5-carbaldehyde (1269252-03-0) → 2,2-difluoro-2H-1,3-benzodioxole-5-carbaldehyde (656-42-8)

Guidance literature:

With bromine trifluoride; In CFCl₃; chloroform; at 0 ℃; for 0.0166667h;

DOI:10.1039/c0ob00571a

Reference yield:

5-bromo-2,2-difluoro-2H-1,3-benzodioxole (33070-32-5) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2,2-difluoro-2H-1,3-benzodioxole-5-carbaldehyde (656-42-8)

Guidance literature:

5-bromo-2,2-difluoro-2H-1,3-benzodioxole; With n-butyllithium; In tetrahydrofuran; for 0.166667h; Cooling with acetone-dry ice;

N,N-dimethyl-formamide; In tetrahydrofuran; at 20 ℃; for 2h; Cooling with acetone-dry ice;

With water; ammonium chloride; In tetrahydrofuran;

Reference yield:

dibromodifluoromethane (75-61-6) + 3,4-dihydroxybenzaldehyde (139-85-5) → 2,2-difluoro-2H-1,3-benzodioxole-5-carbaldehyde (656-42-8)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 0 - 20 ℃;

upstream raw materials:

5-dichloromethyl-2,2-difluorobenzo-(1,3)-dioxole

hexamethylenetetramine

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

N,N-dimethyl-formamide

Downstream raw materials:

6-amino-3,4-(difluoromethylenedioxy)benzaldehyde

3-(2,2-difluoro-benzo[1,3]dioxol-5-yl)-acrylic acid

JNJ-42165279

1-((2,2-difluorobenzo[d][1,3]dioxol-5-yl)methyl)piperazine

Refernces

• 1、 -. "Synthesis method of (2,2-difluorobenzo[d][1,3]dioxy-5-yl)methanol". Paragraph 0045-0065. . Retrieved 2019/04/04.
• 2、 -. "Novel pharmaceutical compounds". Page/Page column 20. . Retrieved 2010/11/25.