4,4-Difluorocyclohexanone

Base Information

• Chemical Name: 4,4-Difluorocyclohexanone
• CAS No.: 22515-18-0
• Molecular Formula: C6H8F2O
• Molecular Weight: 134.126
• Hs Code.: 29147000
• Mol file: 22515-18-0.mol

Synonyms:Cyclohexanone, 4,4-difluoro-;

Chemical Property of 4,4-Difluorocyclohexanone

Chemical Property:

• Vapor Pressure: 2.754mmHg at 25°C
• Melting Point: 35-36 °C
• Refractive Index: 1.396
• Boiling Point: 157.441 °C at 760 mmHg
• Flash Point: 55.64 °C
• PSA: 17.07000
• Density: 1.144 g/cm³
• LogP: 1.76480
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• Water Solubility.: Insoluble in water.

Purity/Quality:

99% ^*data from raw suppliers

4,4-Difluorocyclohexanone ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4,4-Difluorocyclohexanone is used as a pharmaceutical intermediate.

Technology Process of 4,4-Difluorocyclohexanone

There total 6 articles about 4,4-Difluorocyclohexanone 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: 93.0%

8,8-difluoro-1,4-dioxaspiro[4,5]decane (176251-49-3) → 4,4-difluorocyclohexanone (22515-18-0)

Guidance literature:

With hydrogenchloride; water; at 100 ℃; for 12h;

Reference yield:

cyclohexanedione monoethylene ketal (4746-97-8) → 4,4-difluorocyclohexanone (22515-18-0)

Guidance literature:

Multi-step reaction with 2 steps

1: difluoro-4-morpholinylsulfonium tetrafluoroborate; triethylamine tris(hydrogen fluoride) / dichloromethane / 24 h / 20 °C / Inert atmosphere

2: hydrogenchloride / acetone / 1 h / Inert atmosphere

With hydrogenchloride; difluoro-4-morpholinylsulfonium tetrafluoroborate; triethylamine tris(hydrogen fluoride); In dichloromethane; acetone;

DOI:10.1021/ol400110c

Reference yield:

4-oxopimelate (6317-49-3) → 4,4-difluorocyclohexanone (22515-18-0)

Guidance literature:

Multi-step reaction with 2 steps

1: SF₄ / CH₂Cl₂; H₂O

2: (i) NaOEt, EtOH, (ii) aq. KOH

With sulfur tetrafluoride; In dichloromethane; water;

DOI:10.1021/ja01027a020

upstream raw materials:

4,4-difluoroheptanedioic acid diethyl ester

4-oxopimelate

3-(fur-2-yl)crotonic acid

8,8-difluoro-1,4-dioxaspiro[4,5]decane

Downstream raw materials:

C₆H₁₁F₂NO

methyl (2S,4S)-1-BOC-4-[(4,4-difluorocyclohexyl)amino]pyrrolidine-2-carboxylate

trifluoromethane sulfonic acid 4,4-difluorocyclohex-1-en-1-yl ester

4,4-difluorocyclohexanol

Refernces

• 1、 -. "BENZAMIDES OF PYRAZOLYL-AMINO-PYRIMIDINYL DERIVATIVES, AND COMPOSITIONS AND METHODS THEREOF". Paragraph 00395. . Retrieved 2020/07/07.
• 2、 -. "NOVEL BENZAMIDE DERIVATIVE AND USE THEREOF". Paragraph 0125-0127. . Retrieved 2014/10/16.