(3,3-Difluorocyclobutyl)methanol

Base Information

• Chemical Name: (3,3-Difluorocyclobutyl)methanol
• CAS No.: 681128-39-2
• Molecular Formula: C5H8F2O
• Molecular Weight: 122.115
• Hs Code.: 2906199090
• Mol file: 681128-39-2.mol

Synonyms:Cyclobutanemethanol, 3,3-difluoro-;

Chemical Property of (3,3-Difluorocyclobutyl)methanol

Chemical Property:

• Vapor Pressure: 4.221mmHg at 25°C
• Refractive Index: 1.405
• Boiling Point: 130.943 °C at 760 mmHg
• PKA: 15.05±0.10(Predicted)
• Flash Point: 32.994 °C
• PSA: 20.23000
• Density: 1.201 g/cm³
• LogP: 1.02400
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature

Purity/Quality:

98%, ^*data from raw suppliers

(3,3-Difluorocyclobutyl)methanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (3,3-Difluorocyclobutyl)methanol is an intermediate used to prepare diaminoalkane aspartic protease inhibitors.

Technology Process of (3,3-Difluorocyclobutyl)methanol

There total 2 articles about (3,3-Difluorocyclobutyl)methanol 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:

3-oxo-cyclobutanecarbonitrile (20249-16-5) → (3,3-difluorocyclobutyl)methanol (681128-39-2)

Guidance literature:

Multi-step reaction with 4 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

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

Reference yield:

3-methylenecyclobutanecarbonitrile (15760-35-7) → (3,3-difluorocyclobutyl)methanol (681128-39-2)

Guidance literature:

Multi-step reaction with 5 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

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

Reference yield: 98.0%

(3,3-difluorocyclobutyl)methanol (681128-39-2) + p-toluenesulfonyl chloride (98-59-9) → (3,3-difluorocyclobutyl)methyl 4-methylbenzene-1-sulfonate (681128-40-5)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃; for 18h;

upstream raw materials:

3-methylenecyclobutanecarbonitrile

3-oxo-cyclobutanecarbonitrile

Downstream raw materials:

(3,3-difluorocyclobutyl)methyl 4-methylbenzene-1-sulfonate

N-{(3E)-5-tert-butyl-1-methyl-2-[(2R)-tetrahydrofuran-2-ylmethyl]-1,2-dihydro-3H-pyrazol-3-ylidene}-2-[(3,3-difluorocyclobutyl)methoxy]-5-(trifluoromethyl)benzamide

4-({5-Chloro-6-[(3,3-difluorocyclobutyl)methoxy]pyridin-3-yl}oxy)-2,5-difluoro-N-(methylsulfonyl)benzamide

4-({5-Chloro-6-[(3,3-difluorocyclobutyl)methoxy]pyridin-3-yl}oxy)-2,5-difluorobenzoic acid