774-91-4

Basic information

• Product Name: Pyrrolidine, 2-methyl-1-(phenylmethyl)-
• CAS NO: 774-91-4
• Molecular Formula: C12H17N
• Molecular Weight: 175.274
• Mol File: 774-91-4.mol
• Article Data: 21

Chemical Properties

• CAS DataBase Reference: Pyrrolidine, 2-methyl-1-(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Pyrrolidine, 2-methyl-1-(phenylmethyl)-(774-91-4)
• EPA Substance Registry System: Pyrrolidine, 2-methyl-1-(phenylmethyl)-(774-91-4)

Safety Data

• Hazardous Substances Data: 774-91-4(Hazardous Substances Data)

Usage

Description

Pyrrolidine, 2-methyl-1-(phenylmethyl)is an organic compound with the molecular formula C13H17N. It is a colorless to pale yellow liquid with a faint amine odor. This versatile chemical is commonly used as a building block in the synthesis of various pharmaceuticals and agrochemicals due to its reactivity. It can also be utilized as a chiral auxiliary in asymmetric synthesis to create enantiomerically pure compounds. Additionally, it has potential applications in the development of novel materials for electronic devices and as a solvent in some chemical processes. However, it is important to handle this chemical with care as it can be harmful if ingested, inhaled, or absorbed through the skin, and proper safety measures should be taken when working with it.

Uses

Used in Pharmaceutical Industry:
Pyrrolidine, 2-methyl-1-(phenylmethyl)is used as a building block for the synthesis of various pharmaceuticals due to its versatile reactivity, enabling the development of new drugs and medications.
Used in Agrochemical Industry:
Pyrrolidine, 2-methyl-1-(phenylmethyl)is used as a building block for the synthesis of various agrochemicals, contributing to the development of new pesticides and other agricultural chemicals.
Used in Asymmetric Synthesis:
Pyrrolidine, 2-methyl-1-(phenylmethyl)is used as a chiral auxiliary in asymmetric synthesis to create enantiomerically pure compounds, which are important for the production of single-enantiomer drugs and other chiral molecules.
Used in Electronic Materials Development:
Pyrrolidine, 2-methyl-1-(phenylmethyl)has potential applications in the development of novel materials for electronic devices, such as organic semiconductors and other advanced materials.
Used as a Solvent in Chemical Processes:
Pyrrolidine, 2-methyl-1-(phenylmethyl)can be utilized as a solvent in some chemical processes, aiding in the synthesis and processing of various compounds.

Upstream product

• 100-44-7 benzyl chloride 
• 765-38-8 2-methyl-1-pyrrolidine 
• 54436-58-7 N-benzylpent-4-en-1-amine 
• 1119-51-3 bromopentene 
• 100-46-9 benzylamine 
• 56519-58-5 1-benzyl-2-methyl-1-pyrrolinium perchlorate 
• 1430962-42-7 acetophenone N,N-(benzyl(pent-4-en-1-yl)carbamoyl) oxime 
• 1430962-71-2 N-benzyl-N-(pent-4-en-1-yl)-1H-imidazole-1-carboxamide 
• 626-95-9 1,4-Pentanediol 
• 123-76-2 levulinic acid 
• 174500-72-2 Methanesulfonic acid (R)-4-methanesulfonyloxy-1-methyl-butyl ester 
• 56718-04-8 (4R)-pentane-1,4-diol 
• 74500-56-4 1,4-pentanediol monotrityl ether 
• 174500-52-8 (R)-1-(trityloxy)pentan-4-yl acetate 

Downstream Products

• 765-38-8 (S)-2-methylpyrrolidine 
• 56519-58-5 1-benzyl-2-methyl-1-pyrrolinium perchlorate 
• 116614-85-8 ethyl (E)-2-(1-benzylpyrrolidin-2-ylidene)acetate 

Relevant articles and documents

Design, scope and mechanism of highly active and selective chiral NHC-iridium catalysts for the intramolecular hydroamination of a variety of unactivated aminoalkenes

Chiral, cationic NHC-iridium complexes are introduced as catalysts for the intramolecular hydroamination reaction of unactivated aminoalkenes. The catalysts show high activity in the construction of a range of 5- and 6-membered N-heterocycles, which are accessed in excellent optical purity, with various functional groups being tolerated with this system. A major deactivation pathway is presented and eliminated by using alternative reaction conditions. A detailed experimental and computational study on the reaction mechanism is performed providing valuable insights into the mode of action of the catalytic system and pointing to future modifications to be made for this catalytic platform.

On the Superior Activity of In(I) versus In(III) Cations Toward ortho-C-Alkylation of Anilines and Intramolecular Hydroamination of Alkenes

An efficient ortho-C-alkylation of unprotected anilines with a variety of styrenes and alkenes using a univalent cationic indium(I) catalyst is reported. Mechanistic studies revealed that the reaction likely proceeds via a tandem hydroamination/Hofmann-Martius rearrangement. The high compatibility between the cationic indium(I) complex and primary anilines led us to develop an In(I)+-catalyzed hydroamination of alkenes using unprotected primary and secondary alkenylamines. Computations support the catalytic activity of naked In(I)+ ions, with an outer sphere mechanism for the C-N bond formation and a potentially inner sphere protodemetallation.

Reductive amination/cyclization of levulinic acid to pyrrolidones: Versus pyrrolidines by switching the catalyst from AlCl3 to RuCl3 under mild conditions

Herein the reductive amination/cyclization of levulinic acid using phenylsilane was presented to selectively produce pyrrolidones versus pyrrolidines under mild conditions by switching the catalyst from AlCl3 to RuCl3. Using AlCl3 as the catalyst, pyrrolidones were solely obtained at room temperature, while RuCl3 as the catalyst selectively afforded pyrrolidines in high yields at 45 °C.