3-(Trifluoromethyl)piperidine

Base Information

• Chemical Name: 3-(Trifluoromethyl)piperidine
• CAS No.: 768-31-0
• Molecular Formula: C6H10F3N
• Molecular Weight: 153.147
• Hs Code.: 2933399990
• European Community (EC) Number: 624-591-5
• DSSTox Substance ID: DTXSID20375343
• Mol file: 768-31-0.mol

Synonyms:3-(Trifluoromethyl)piperidine;768-31-0;DL-3-(Trifluoromethyl)piperidine;piperidine, 3-(trifluoromethyl)-;MFCD02183561;3-trifluoromethylpiperidine;3-Trifluoromethyl-piperidine;3-trifluormethyl-piperidine;SCHEMBL83862;Piperidine,3-(trifluoromethyl)-;AMY3262;DTXSID20375343;JOHFJTBDUSVGQB-UHFFFAOYSA-O;HMS1788N21;3-(Trifluoromethyl)piperidine, 97%;BBL100215;STL553787;AKOS000122197;AKOS016039050;PB24764;BS-13184;A9734;CS-0055360;FT-0676517;EN300-02546;P10225;Z94600127

Chemical Property of 3-(Trifluoromethyl)piperidine

Chemical Property:

• Vapor Pressure: 16.7mmHg at 25°C
• Refractive Index: n20/D 1.393
• Boiling Point: 118.399 °C at 760 mmHg
• PKA: 8.99±0.10(Predicted)
• Flash Point: 25.407 °C
• PSA: 12.03000
• Density: 1.13 g/cm³
• LogP: 1.87710
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 153.07653381
• Heavy Atom Count: 10
• Complexity: 110

Purity/Quality:

98% ^*data from raw suppliers

3-(Trifluoromethyl)piperidine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(CNC1)C(F)(F)F
• Uses: Reactant for synthesis of positive allosteric modulators of metabotropic glutamate receptor subtype 4Reactant for 5-HT7 receptor ligands

Technology Process of 3-(Trifluoromethyl)piperidine

There total 3 articles about 3-(Trifluoromethyl)piperidine 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: 77.0%

3-(trifluoromethyl)pyridine (3796-23-4) → 3-(trifluoromethyl)piperidine (768-31-0,749208-62-6)

Guidance literature:

With [Rh(cod)(CI)(CAAC^Me₂)]; hydrogen; In hexane; at 40 ℃; for 24h; diastereoselective reaction; Molecular sieve;

DOI:10.1002/anie.201907457

Reference yield:

piperidine (110-89-4) + Togni's reagent II (887144-94-7) → 3-(trifluoromethyl)piperidine (768-31-0,749208-62-6) + 4-Trifluormethyl-piperidin (657-36-3)

Guidance literature:

With sodium decatungstate; sulfuric acid; copper dichloride; In water; acetonitrile; at 20 - 30 ℃; Overall yield = 80 percent; Overall yield = 83 percentSpectr.; regioselective reaction; Irradiation;

DOI:10.1038/s41557-020-0436-1

Reference yield:

→ 3-(trifluoromethyl)piperidine (768-31-0,749208-62-6)

Guidance literature:

3-Trifluormethyl-pyridin, H2/RuO4, 120 atm.;

upstream raw materials:

3-(trifluoromethyl)pyridine

piperidine

Togni's reagent II

Downstream raw materials:

C₁₉H₂₀F₃N₅

4-((3-trifluoromethylpiperidin-1-yl)methyl)phenylboronic acid

N-methyl-3-nitro-4-[3-(trifluoromethyl)-1-piperidinyl]benzenesuIfonamide

4-chloro-N-methyl-2-nitro-5-(3-(trifluoromethyl)piperidin-1-yl)aniline

Refernces

• 1、 Zhang, Xue,Ling, Liang,Luo, Meiming,Zeng, Xiaoming. "Accessing Difluoromethylated and Trifluoromethylated cis-Cycloalkanes and Saturated Heterocycles: Preferential Hydrogen Addition to the Substitution Sites for Dearomatization". supporting information. p. 16785 - 16789. Retrieved 2019/11/11.