2-Phenylpyrrolidine

Base Information

• Chemical Name: 2-Phenylpyrrolidine
• CAS No.: 1006-64-0
• Molecular Formula: C10H13N
• Molecular Weight: 147.22
• Hs Code.: 2933990090
• European Community (EC) Number: 674-604-3
• NSC Number: 94961
• DSSTox Substance ID: DTXSID40903061
• Nikkaji Number: J306.168J
• ChEMBL ID: CHEMBL369366
• Mol file: 1006-64-0.mol

Synonyms:2-Phenylpyrrolidine;1006-64-0;2-phenyl-pyrrolidine;pyrrolidine, 2-phenyl-;MFCD01631835;(2S)-2-phenylpyrrolidin-1-ium;MFCD06762549;NSC94961;rac-2-phenylpyrrolidine;NoName_3649;(RS)-2-phenyl-pyrrolidine;Oprea1_853234;SCHEMBL21232;CHEMBL369366;2-Phenylpyrrolidine, AldrichCPR;DTXSID40903061;JUTDHSGANMHVIC-UHFFFAOYSA-N;BBL020911;NSC-94961;STK893617;AKOS000118067;AKOS016341138;AB09387;AB29151;AC-2231;CS-W008926;PS-3577;SB15998;SY060796;SY063719;AM20050516;BB 0220656;FT-0601694;EN300-26453;W-200630;Z223138744

Chemical Property of 2-Phenylpyrrolidine

Chemical Property:

• Appearance/Colour: white to beige crystals or crystalline powder
• Vapor Pressure: 0.00409mmHg at 25°C
• Melting Point: 42-43 °C
• Boiling Point: 237 °C at 760 mmHg
• PKA: 10.13±0.10(Predicted)
• Flash Point: 98.3 °C
• PSA: 12.03000
• Density: 0.988 g/cm³
• LogP: 2.43990
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 147.104799419
• Heavy Atom Count: 11
• Complexity: 116

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Phenylpyrrolidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-52-36-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(NC1)C2=CC=CC=C2

Technology Process of 2-Phenylpyrrolidine

There total 129 articles about 2-Phenylpyrrolidine 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%

(-)-(S)-2-Phenylpyrrolidine hydrochloride (56523-58-1) → (S)-2-phenylpyrrolidine (1006-64-0,56523-47-8,56586-11-9,59347-91-0)

Guidance literature:

With sodium hydrogencarbonate; In diethyl ether; at 20 ℃; for 0.166667h; optical yield given as %ee;

DOI:10.1039/b925209f

Reference yield: 99.0%

(S)-1-((S)-2-methyl-propane-2-sulfinyl)-2-phenyl-pyrrolidine (1207729-66-5) → (S)-2-phenylpyrrolidine (1006-64-0,56523-47-8,56586-11-9,59347-91-0)

Guidance literature:

(S)-1-((S)-2-methyl-propane-2-sulfinyl)-2-phenyl-pyrrolidine; With hydrogenchloride; In 1,4-dioxane; methanol; at 20 ℃; for 0.5h; Inert atmosphere;

With sodium hydroxide; In water; pH=13;

DOI:10.1039/b917435d

Reference yield: 99.0%

N-(3-chloropropyl)phenylmethanimine → 2-(phenyl)pyrrolidine (1006-64-0)

Guidance literature:

With lithium; In tetrahydrofuran; at -78 ℃; for 2h;

DOI:10.1021/jo010419n

upstream raw materials:

2-phenyl-1H-pyrrole

2-phenyl-1-pyrroline

4-Chlorobutyronitrile

4-nitro-1-phenylbutan-1-one

Downstream raw materials:

1-methyl-2-phenylpyrrolidine

2-phenyl-1H-pyrrole

2-(2-Phenyl-pyrrolidin-1-yl)-1-(3-trifluoromethyl-phenyl)-ethanol

2-(4-Chloro-phenyl)-2-hydroxy-1-(2-phenyl-pyrrolidin-1-yl)-ethanone

Refernces

• 1、 Moriarty,Rahman. "-". . p. 2877,2886. Retrieved 1965.
• 2、 Ayala,Corma,Iglesias,Rincon,Sanchez. "Hybrid organic - Inorganic catalysts: A cooperative effect between support, and palladium and nickel salen complexes on catalytic hydrogenation of imines". . p. 170 - 177. Retrieved 2004.
• 3、 Buchwald, Stephen L.,Sayers, Ann,Watson, Brett T.,Dewan, John C.. "THE ZIRCONOCENE INDUCED COUPLING OF BENZYNE WITH NITRILES: SYNTHESIS, STRUCTURE AND REACTIONS OF NOVEL AZAMETALLACYCLOPENTENES". . p. 3245 - 3248. Retrieved 1987.
• 4、 Leete,E.. "-". . p. 1037. Retrieved 1981.
• 5、 Verdaguer, Xavier,Lange, Udo E. W.,Reding, Matthew T.,Buchwald, Stephen L.. "Highly enantioselective imine hydrosilylation using (S,S)-ethylenebis(η5-tetrahydroindenyl)titanium difluoride". . p. 6784 - 6785. Retrieved 1996.
• 6、 Zhu, Nengbo,Wang, Ting,Ge, Liang,Li, Yajun,Zhang, Xinhao,Bao, Hongli. "γ-Amino Butyric Acid (GABA) Synthesis Enabled by Copper-Catalyzed Carboamination of Alkenes". . p. 4718 - 4721. Retrieved 2017.
• 7、 Hussain, Shahed,Leipold, Friedemann,Man, Henry,Wells, Elizabeth,France, Scott P.,Mulholland, Keith R.,Grogan, Gideon,Turner, Nicholas J.. "An (R)-imine reductase biocatalyst for the asymmetric reduction of cyclic imines". . p. 579 - 583. Retrieved 2015.
• 8、 Binayeva, Meruyert,Biscoe, Mark R.,Diane, Mohamed,Ma, Xinghua,Ralph, Glenn,Wang, Chao-Yuan,Zhao, Haoran,Zhao, Shibin. "A General Approach to Stereospecific Cross-Coupling Reactions of Nitrogen-Containing Stereocenters". . p. 781 - 791. Retrieved 2020.
• 9、 Heath, Rachel S.,Pontini, Marta,Hussain, Shahed,Turner, Nicholas J.. "Combined Imine Reductase and Amine Oxidase Catalyzed Deracemization of Nitrogen Heterocycles". . p. 117 - 120. Retrieved 2016.
• 10、 Gruber-Woelfler, Heidrun,Lichtenegger, Georg J.,Neubauer, Christoph,Polo, Eleonora,Khinast, Johannes G.. "Tethered ansa-bridged titanium complexes immobilized on 3-mercaptopropyl-functionalized silica gel and their application for the hydrosilylation of imines". . p. 12711 - 12719. Retrieved 2012.