2-(Trifluoromethyl)pyrrolidine

Base Information

• Chemical Name: 2-(Trifluoromethyl)pyrrolidine
• CAS No.: 109074-67-1
• Molecular Formula: C5H8 F3 N
• Molecular Weight: 139.12
• Hs Code.: 2933990090
• European Community (EC) Number: 623-378-4,623-951-9
• DSSTox Substance ID: DTXSID00382333
• Nikkaji Number: J2.807.502B
• Mol file: 109074-67-1.mol

Synonyms:2-(Trifluoromethyl)pyrrolidine;109074-67-1;2-trifluoromethylpyrrolidine;119618-29-0;2-trifluoromethyl-pyrrolidine;DL-2-Trifluoromethylpyrrolidine;PYRROLIDINE, 2-(TRIFLUOROMETHYL)-;Pyrrolidine,2-(trifluoromethyl)-;MFCD02663405;(R)-(-)-2-(Trifluoromethyl)pyrrolidine;SCHEMBL232815;DTXSID00382333;BBL021979;STK894697;2-(Trifluoromethyl)pyrrolidine, 97%;AKOS005063457;(+/-)-2-(trifluoromethyl)pyrrolidine;AB12036;SB15991;SB15992;SB15993;AS-38515;CS-0056705;FT-0676523;FT-0676526;FT-0677609;FT-0700783;EN300-296271;A801963;J-506678

Chemical Property of 2-(Trifluoromethyl)pyrrolidine

Chemical Property:

• Vapor Pressure: 60.3mmHg at 25°C
• Melting Point: 29-33
• Refractive Index: n20/D 1.379
• Boiling Point: 279.7°Cat760mmHg
• PKA: 7.86±0.10(Predicted)
• Flash Point: 95.9°C
• PSA: 12.03000
• Density: 1.239g/cm³
• LogP: 1.62950
• Storage Temp.: Keep Cold
• Sensitive.: Air Sensitive
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 139.06088375
• Heavy Atom Count: 9
• Complexity: 98.9

Purity/Quality:

99% ^*data from raw suppliers

2-(Trifluoromethyl)pyrrolidine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(NC1)C(F)(F)F

Technology Process of 2-(Trifluoromethyl)pyrrolidine

There total 5 articles about 2-(Trifluoromethyl)pyrrolidine 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: 99.0%

2-trifluoromethyl-Δ1-pyrroline → (±)-2-(trifluoromethyl)pyrrolidine (109074-67-1)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; at 20 ℃; for 15h; under 760.051 Torr; Inert atmosphere; neat (no solvent);

DOI:10.1055/s-0029-1217104

Reference yield: 47.0%

(trifluoromethyl)trimethylsilane (81290-20-2) + dodecahydro-3a,6a,9a-triaza-trindene (5981-17-9,64314-29-0) → (±)-2-(trifluoromethyl)pyrrolidine (109074-67-1)

Guidance literature:

dodecahydro-3a,6a,9a-triaza-trindene; With potassium hydrogenfluoride; trifluoroacetic acid; In acetonitrile; for 0.333333h; Cooling;

(trifluoromethyl)trimethylsilane; In acetonitrile; at 20 ℃;

DOI:10.1016/j.tet.2010.11.032

Reference yield:

2-(trifluoromethyl)pyrrolidine hydrochloride (868623-97-6,1389310-06-8,1410903-57-9) → (±)-2-(trifluoromethyl)pyrrolidine (109074-67-1)

Guidance literature:

With sodium hydrogencarbonate; In water;

DOI:10.1016/j.tet.2010.11.032

upstream raw materials:

rac-Pro-OH

2-(trifluoromethyl)pyrrolidine hydrochloride

(trifluoromethyl)trimethylsilane

dodecahydro-3a,6a,9a-triaza-trindene

Downstream raw materials:

2-(trifluoromethyl)pyrrolidine hydrochloride

3-(3-{2-[(E)-3,5-diamino-6-chloropyrazine-2-carbonylimino]-1,3,8-triazaspiro[4.5]decane-8-carbonyl}benzenesulfonylamino)propionic acid 2-oxo-2-(2-trifluoromethylpyrrolidin-1-yl)ethyl ester

N-methyl-3-nitro-4-[2-(trifluoromethyl)-1-pyrrolidinyl]benzenesulfonamide

C₁₄H₁₅F₃N⁽¹⁺⁾*F₆P^(1-)

Refernces

• 1、 Shevchenko, Nikolay E.,Vlasov, Katja,Nenajdenko, Valentine G.,R?schenthaler, Gerd-Volker. "The reaction of cyclic imines with the Ruppert-Prakash reagent. Facile approach to α-trifluoromethylated nornicotine, anabazine, and homoanabazine". experimental part. p. 69 - 74. Retrieved 2011/02/27.
• 2、 Shustov, G. V.,Denisenko, S. N.,Chervin I. I.,Kostyanovskii, R. G.. "FLUORODEOXYGENATION OF PROLINE, OPTICALLY ACTIVE 2-TRIFLUOROMETHYLPYRROLIDINE, AND ITS CHROMOPHORIC DERIVATIVES". . p. 1422 - 1427. Retrieved 2007/10/02.