3,3-Difluorocyclobutane-1-carbaldehyde

Base Information

• Chemical Name: 3,3-Difluorocyclobutane-1-carbaldehyde
• CAS No.: 1246765-49-0
• Molecular Formula: C₅H₆F₂O
• Molecular Weight: 120.099
• Hs Code.: 2913000090
• European Community (EC) Number: 818-407-4
• DSSTox Substance ID: DTXSID50704066
• Wikidata: Q82636399
• Mol file: 1246765-49-0.mol

Synonyms:3,3-difluorocyclobutane-1-carbaldehyde;1246765-49-0;3,3-Difluorocyclobutanecarbaldehyde;3,3-difluoro-cyclobutanecarbaldehyde;3,3-difluorocyclobutanecarboxaldehyde;SCHEMBL427006;DTXSID50704066;MFCD18839161;AKOS024124249;SB22294;AM806512;CS-0056967;EN300-365288;N13208;F2147-4314;Z1222423887

Chemical Property of 3,3-Difluorocyclobutane-1-carbaldehyde

Chemical Property:

• Boiling Point: 111.7±40.0 °C(Predicted)
• Density: 1.18±0.1 g/cm3(Predicted)
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 120.03867113
• Heavy Atom Count: 8
• Complexity: 103

Purity/Quality:

99.00% ^*data from raw suppliers

3,3-Difluorocyclobutane-1-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(CC1(F)F)C=O

Technology Process of 3,3-Difluorocyclobutane-1-carbaldehyde

There total 6 articles about 3,3-Difluorocyclobutane-1-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: 54.0%

(3,3-difluorocyclobutyl)methanol (681128-39-2) → 3,3-difluorocyclobutane-1-carbaldehyde (1246765-49-0)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 1h;

Reference yield:

3-oxo-cyclobutanecarbonitrile (20249-16-5) → 3,3-difluorocyclobutane-1-carbaldehyde (1246765-49-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: diethylamino-sulfur trifluoride / dichloromethane / 24 h / -10 - 20 °C

2.1: sodium hydroxide; water / pentane; methanol / 75 h / 20 - 60 °C

2.2: pH 1

3.1: caesium carbonate / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

4.1: lithium aluminium tetrahydride / tetrahydrofuran / -30 - 20 °C / Inert atmosphere

4.2: 0 °C

5.1: pyridinium chlorochromate / dichloromethane / 1 h / 20 °C

With lithium aluminium tetrahydride; diethylamino-sulfur trifluoride; water; caesium carbonate; pyridinium chlorochromate; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; pentane;

Reference yield:

3-methylenecyclobutanecarbonitrile (15760-35-7) → 3,3-difluorocyclobutane-1-carbaldehyde (1246765-49-0)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium periodate / ruthenium(III) trichloride hydrate / dichloromethane; acetonitrile; water / 5 - 20 °C

2.1: diethylamino-sulfur trifluoride / dichloromethane / 24 h / -10 - 20 °C

3.1: sodium hydroxide; water / pentane; methanol / 75 h / 20 - 60 °C

3.2: pH 1

4.1: caesium carbonate / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

5.1: lithium aluminium tetrahydride / tetrahydrofuran / -30 - 20 °C / Inert atmosphere

5.2: 0 °C

6.1: pyridinium chlorochromate / dichloromethane / 1 h / 20 °C

With sodium periodate; lithium aluminium tetrahydride; diethylamino-sulfur trifluoride; water; caesium carbonate; pyridinium chlorochromate; sodium hydroxide; ruthenium(III) trichloride hydrate; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; pentane;

upstream raw materials:

ethyl 3,3-difluorocyclobutane-1-carboxylate

(3,3-difluorocyclobutyl)methanol

3,3-difluorocyclobutanecarboxylic acid

3-methylenecyclobutanecarbonitrile