4-(Trifluoromethyl)piperidine

Base Information

• Chemical Name: 4-(Trifluoromethyl)piperidine
• CAS No.: 657-36-3
• Molecular Formula: C6H10F3N
• Molecular Weight: 153.147
• Hs Code.: 2933399090
• European Community (EC) Number: 808-182-0
• DSSTox Substance ID: DTXSID20215917
• Nikkaji Number: J3.637.199D
• Wikidata: Q72512569
• Mol file: 657-36-3.mol

Synonyms:4-(Trifluoromethyl)piperidine;657-36-3;4-Trifluoromethylpiperidine;4-Trifluoromethyl-piperidine;Piperidine, 4-(trifluoromethyl)-;MFCD00102068;4-trifluormethyl-piperidine;4-trifluoromethyl piperidine;SCHEMBL250782;DTXSID20215917;FD2088;AKOS005063350;CS-W002374;AC-26709;AM804200;DS-13417;SY025651;4-(Trifluoromethyl)piperidine, AldrichCPR;A8901;FT-0616940;T3081;EN300-93067;J3.637.199D;J-513932

Chemical Property of 4-(Trifluoromethyl)piperidine

Chemical Property:

• Vapor Pressure: 16.698mmHg at 25°C
• Melting Point: 152-154°C
• Refractive Index: 1.377
• Boiling Point: 118.4 °C at 760 mmHg
• PKA: 9.62±0.10(Predicted)
• Flash Point: 25.4 °C
• PSA: 12.03000
• Density: 1.129 g/cm³
• LogP: 1.87710
• Storage Temp.: 2-8°C(protect from light)
• 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: 104

Purity/Quality:

99.5% ^*data from raw suppliers

4-(Trifluoromethyl)piperidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R10:Flammable.; R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: N
• Statements: 36/37/38-50
• Safety Statements: 26-36/37/39-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNCCC1C(F)(F)F
• Uses: 4-(Trifluoromethyl)piperidine is used in the preparation of retinoid-related orphan receptor inhibitors.

Technology Process of 4-(Trifluoromethyl)piperidine

There total 5 articles about 4-(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: 98.0%

4-trifluoromethylpyridine (3796-24-5) → 4-Trifluormethyl-piperidin (657-36-3)

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: 16.0%

4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl-amine (383865-57-4) → 4-Trifluormethyl-piperidin (657-36-3) + 4-Trifluoromethyl-piperidine-1-carboxylic acid (4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-amide

Guidance literature:

Reference yield:

4-((4-(trifluoromethyl)piperidin-1-yl)methyl)-3,4-dihydro-5H-spiro[furan-2,3'-indoline]-2',5-dione → 4-Trifluormethyl-piperidin (657-36-3) + 4-methylene-3H-spiro[furan-2,3’-indoline]-2’,5(4H)-dione (1416579-91-3)

Guidance literature:

With GLUTATHIONE; water; sodium hydroxide; In dimethyl sulfoxide; at 80 ℃; for 72h; pH=7.4;

DOI:10.1111/cbdd.13684

upstream raw materials:

4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl-amine

4-trifluoromethylpyridine

piperidine

Togni's reagent II

Downstream raw materials:

1-(prop-2-yn-1-yl)-4-(trifluoromethyl)piperidine

4-trifluoromethyl-2-(4-trifluoromethyl-piperidin-1-yl)-benzonitrile

4-trifluoromethyl-2-(4-trifluoromethyl-piperidin-1-yl)-benzylamine

Refernces

• 1、 Sarver, Patrick J.,Bacauanu, Vlad,Schultz, Danielle M.,DiRocco, Daniel A.,Lam, Yu-hong,Sherer, Edward C.,MacMillan, David W. C.. "The merger of decatungstate and copper catalysis to enable aliphatic C(sp 3)–H trifluoromethylation". . p. 459 - 467. Retrieved 2020/03/23.
• 2、 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.